An epic story of power, money, politics, deceit and love. As Sam begins practicing for his favor, and (unwittingly) for his future life as a girl, doubts begin to surface; but Lisa is prepared with a surefire solution.
Femdom, crossdressing, hair and hair salon, corseting, heels, appliances attached, sex, illustrations.
The Samantha Project by G. L. Hudson
CHAPTER 11
Lisa and Sam went riding, had lunch and then went swimming. Lisa received at least half a dozen phone calls from both Mona and Grace concerning their feminization plans. It was going to be a grand and wonderful week they all agreed. Mona handled her assignments and just couldn’t wait to get started. She told Lisa she would be home early.
Sam, on the other hand, wasn’t as excited about the coming week. From his comments, one would have thought he was actually dreading his coming transformation. And maybe he was, but Lisa didn’t care. Sam had essentially said yes to the rest of his life. He just didn’t realize it yet.
It was almost 4 o’clock when the two kids came walking up from the pool. They were chatting and neither was paying attention to anything except each other. They were carrying empty glasses, suntan lotion and their beach wraps. They reached the upper patio and found Mona waiting for them. Her eyes went straight to Sam’s crotch and a scowl crossed her face.
Sam quickly set his things on a nearby table and pulled his beach wrap over himself. It wasn’t a heavy fabric and it was semi-shear. Mona looked at his crotch for a few moments and then she looked him in the eye. “If you’re going to wear a suit, it is proper to wear the entire suit and not just the parts that you prefer,” she said as she then returned her gaze to his crotch and the bulge in his suit. If nothing else, Mona believed in being direct. Subtlety certainly wasn’t her forte.
Mona turned her gaze to Lisa and said, “I’ve picked up some things today, and I had Marie take them up to Harriet’s old bedroom. You two go get cleaned up and then give me a call. I’ll meet you in Harriet’s room.” Her voice had unfrozen as she began talking about the coming transformation. “Lisa, give Sam some clean panties and a robe to change into.” She spun on her heels and walked back inside.
Sam looked at Lisa and shuddered, “I’m not so sure about this anymore. Lisa, your mother doesn’t like me, and it’s as plain as day. I am not looking forward to being dressed by her. Don’t I have some say in this?”
“Not really,” she thought gleefully.
“I know mom can be rather harsh at times. In her defense, she is a hard driven executive. But let me talk with her and see if we can’t minimize her direct contact in this. Would that make you feel better?”
“Please,” he pleaded.
Lisa did talk with Mona and she did agree to tone down her enthusiasm. But once again she had managed to reinforce her bad cop image. They were sure that it would be useful in some future situations.
After their showers, Mona met them in Harriet’s room. She smiled and spoke much softer to try and put Sam a little more at ease. “First off, I want to thank you for doing this Sam. I know this is a huge sacrifice and even a bit traumatizing. If we work at this, if we practice hard every night this week, I have no doubt that we can fool the Hendersons. But it won’t be easy. Becoming a pretty college girl is going to be very tedious and hard work for you. So up front I want to say, thank you.”
Sam gave a little nod and said, “You’re welcome.”
“Here is our plan for tonight. Lisa, I set out some things that I bought; some foundation things for Sam to start with. Go through Harriet’s clothes and find a bra that will fit Sam. On the bed there are two sets of breast forms; a small and a big. Pick out whichever size that you want. I also brought home a corset. Use that to get Sam’s waist as tiny as possible. It has garters attached, so use regular suntan stockings. When you are done with that, put on a robe and call Maggie. She will come up and help with Sam’s make-up. Ok?”
Heads nodded so Mona took that as a positive sign. She closed the door behind her as she left. “That was better, wasn’t it?” Lisa asked.
“A little,” Sam admitted. But she still intimidated him.
“Let’s get started.” Lisa began going through Harriet’s dresser. She found a white underwire bra with a nice décolletage of lace. “Try this on.”
Sam slipped off his robe and found himself standing in front of his girlfriend wearing nothing but panties. He couldn’t help what happened next. He tried to twist around and cover up but he couldn’t stop his penis from thinking this was sexual. Lisa glanced at his crotch and noticed the growing bulge in Sam’s panties. It was a great sign, and she smiled gently at Sam. She knew it was going to pop out of the panty waist band at any moment, so she picked up a towel and handed it to Sam and he quickly wrapped it around his waist. To put him at ease she gave him a kiss.
“In a kinky sort of way, I find this kind of exciting, too,” she said. “Who knows, maybe we will end up real roommates.” That helped calm some of Sam’s jitters, if not his erection.
Sam held out his arms at Lisa’s request and she slid the bra straps up his arms. When the bra was snug against his chest, she fastened it behind him. Then she slid the little adjustment on each strap up and down until she thought she had it fitting Sam comfortably and correctly. “How does it feel?”
“I think it will stay in place.”
“Good. Next, do you want big breasts or little breasts?”
“Let me see these things,” he said as he popped the lid off a couple of boxes. “They all look pretty big. Which ones are closest to your size?”
“You want to be as big as me, do ya?” she teased.
“Just as big and just as pretty,” he answered.
“Aww, you do know how to compliment a girl. I would suggest the smaller size for tonight. If you want we can try the larger size tomorrow.”
“That makes sense. So how do we handle these things?”
“With tender loving care, just like any set of tits,” Lisa laughed. Sam’s smile widened. Lisa was relaxing him and bringing him into the right frame of mind. Mona and Maggie were watching their monitor and both swelled with pride for Lisa. She certainly knew how to manipulate her boy.
Lisa slid the breast forms into Sam’s bra cups and gave them an appreciative squeeze. “How does that feel?”
Sam bounced lightly on the balls of his feet and felt the extra weight shake up and down. “Interesting. A little heavier than I would have imagined. And a bit loose. If I bounce too much they feel like they will fall out. They don’t feel real secure to my chest.”
“We can fix that. They can be glued on.”
“Really? With what?”
“Super glue. They won’t come off at all — ever. Guaranteed,” she said with an impish grin.
“They’d better,” he warned. “But if we’re going to pull this off I think we might need the glue.”
“Maybe, maybe not. But if we are going to pull this off, one of the most important factors is that you have to feel totally comfortable. For that reason alone we should use glue.”
“Really now, how long does the glue last?”
“Forever too long for you?”
“Yeah. Come on Lisa, tell me.”
“Up to a full week, I’ve heard. I’ve never worn them so I’m not sure. But you can remove them with solvent whenever you want.”
“Do you have glue?”
“Yes, mom bought some. Do you want to use it tonight?”
“Full dress rehearsals, remember?”
“Wait, you have hair on your chest. It will pull like the dickens when we peel them off. You have to shave your chest first.”
Sam just sighed. “Well, if I have to …” he said tiredly.
“Wait. You’re going to model tomorrow. Male models shave their chest. Just wait until tomorrow and the salon will do it for you.”
Sam hemmed and hawed for a minute then agreed that would be easiest route. Another thought popped into his head, “Will I have to shave my legs?”
“Yes, you should. But you can do that tomorrow also. I’ll have the salon wax your legs.”
“Wax? Do I have to?”
“It’s the best way to go. No matter how close you shave, in a day or two you can feel the stubble. But with waxing, when your hair begins growing out it is soft and not bristly at all. I strongly recommend it over shaving.” Sam quickly agreed. Lisa was beginning to realize that even if Sam didn’t want to be turned into a girl, he had agreed to this deal and he was going to give the effort his complete cooperation. She actually felt proud of him.
Lisa held up a white piece of cloth that looked like a tube. “What’s that?” Sam asked.
“A corset liner. It will protect your skin from irritation and chafing from the corset you will have to wear.”
Sam took it from Lisa and examined it. It almost looked like a girl’s tube top. It was made from a very silky material and felt slippery. There was a strip of spandex on each end and a single seam running down what was ostensibly the back. There was a red thread sewn inside to signify the back seam since it was actually very small.
“Step into it and pull it up to your waist,” Lisa instructed. Sam followed her instructions, being careful to make sure the seam was in his back.
Lisa picked up the corset and wrapped it around Sam. Standing in front of him she fastened the busks. The male “ball” was on the left side and hooked into the female clasp on the right. Sam stood in place as she stepped behind him and reached up under the corset. “I’m making sure this flap is lying flat under the cords. It will keep them from cutting into you. With the flap carefully placed, Lisa started pulling the slack out of the laces. When she had taken up the loose slack she ordered Sam to raise his hands over his head. “It helps narrow your abdomen so we can pull it tighter. On your tippy-toes and stretch hard, reach for the sky cowboy! Now exhale all the way out.” Sam followed her instructions and Lisa pulled the cords as tight as she could. “Hold it,” she said while she tied the cords into a tight knot. She didn’t have to tell him to relax, as he sucked in a giant breath and fell back onto his heels.
“Wow, that’s tight,” he complained.
“Sorry, but that’s the way it has to be. You need a tiny waist to make your hips and breasts look larger. It’s the symmetry and flow of the curves that make girls look so feminine. The hips and boobs seduce the boy,” she uttered in a soft sing-song voice. Lisa surprised herself. She almost began to think of this transformation in terms of endearment and romance for her chosen partner.
“I don’t think I can bend over,” he said while at the same time he attempted to touch his toes. He couldn’t come close, as the tight corset held him upright. “What if I have to tie my shoes?”
“You won’t have any shoe laces. But you may have to bend over for some other reason and we’ll show you how to do that later. Sit on the bed and I’ll help you with your stockings. Do you know how to put on nylons?”
“I’ve seen it done. You roll them up in your hands and then unroll them up your leg. But I can’t reach my toes.”
“I know. I’ll roll them up your leg and then you can fasten the garter. Have you ever done that before?”
“No, but I’ve seen it done. Or at least I’ve seen it undone.”
“Where?”
“Bull Durham. Kevin Costner popped them right off Susan Sarandon’s legs.”
Lisa smiled and just looked at Sam. “Good movie, wasn’t it?”
“Fantastic. I was laughing hysterically before the beginning credits even finished.” Lisa looked at him and couldn’t help but think about what a remarkable boy she had chosen. He was going to be perfect for her.
She rolled the stockings up his leg and he easily fastened them to his garters. “Next?” he asked.
“I guess we do your make-up. Let me call mom.” Lisa saw Sam squirm when Lisa mentioned her mom.
“Lisa, I have a problem with your mom. I have to be honest. I feel terribly uncomfortable standing here in panties with her looking at me. You I don’t mind, but your mom is different.”
“I understand,” and she really did. She started digging through Harriet’s dresser until she found what she wanted. It was a short-short pair of sweat pants. “Put these on, and I’ll call her.”
“Thanks.”
Mona arrived with Maggie, who was carrying a large basket. Mona looked at Sam’s shorts and decided to say nothing. She looked Sam over once more and pronounced him satisfactory. “Good beginning Sam. Before we go to any more clothing, let’s give you a make-over. Maggie is exceptional with makeup. I’ll turn you over to her.” Mona turned to Maggie and said, “Call me when you’re done and we’ll get our debutante into a dress.”
Mona left and Maggie walked Sam over to Harriet’s vanity. Maggie glanced at Lisa and asked, “Would you mind sitting over there, please?” Lisa went over to the bed and jumped on it. She fluffed up the pillows, propped them against the headboard and leaned back to watch the makeover.
Maggie pulled up a chair and sat down in front of Sam. She set her large basket on the vanity and then she looked into Sam’s eyes. “How are you feeling?”
“Weird.”
“Scared?”
“A little.”
“Do you think you can pull this off?”
“Man, I’m not sure.”
“Do you want to?”
There was a long pause with that question. Some other thoughts were rolling around in Sam’s head. Maggie didn’t wait for an answer. “Let me help you. This is the weirdest thing you have ever heard of, let alone done. You like Lisa (I presume), but you’re scared. Your scared because she is pretty, she is smart (I’m a bit prejudiced of course), and you think she likes you. You on the other hand really like her but she’s got so much family money that she might be beyond your reach. You’re not really that keen on doing this, but you like her so much you would do almost anything to gain her acceptance.” She paused for a second to let that sink in. “Am I close?”
Sam would have crumpled forward if it hadn’t been for his tight corset. A tear slowly coursed down his cheek. “You’re more than close,” he said as he tightly closed his eyes. Lisa was amazed. More than amazed, she was starting to have some real feelings about the situation.
“I figured as much,” Maggie said kindly. She touched Sam’s chin with her fingers and raised his head so that he was looking directly at Maggie. In a voice so quiet that Lisa couldn’t hear what she was saying, Maggie talked directly to Sam’s soul. “What you are doing is one of the most unselfish acts of love that I have ever witnessed. Make no mistake that this is a sacrifice as noble as any ever given in free spirit. Sam, listen to what I am going to tell you; you are going to succeed beyond the imagination of any poet, romantic or critic, because there is only one reason you are doing this, and that reason is beyond the contempt of mere mortals. And for that reason, there is no doubt that you will put into this quest more effort and determination that anyone else can comprehend. No matter what happens, you will rise above any adversity that shall cross your path.
“Do you understand what I am telling you? Success is not of question here.”
Sam smiled at Maggie and at that moment wanted to hug and kiss her. Sam gathered his strength, straightened his shoulders and said, “Thank you Maggie, you are absolutely correct.”
“Ok then you beautiful caterpillar, we begin with a heavy foundation that will cover your beard. From now on, you will not shave until right before you dress.” Maggie took out a sponge and a tube of a heavy stage makeup. She began spreading it over Sam’s face. “This is a base that will be necessary to cover the stubble left after shaving. Some day down the road, after you discover how much you enjoy this, you might want to consider electrolysis. But that is a long way off.”
Maggie needed almost a full hour to turn her caterpillar into a butterfly. Maggie refused to let Sam look into the mirror until they were finished. “Sam, before you look in that mirror, I want you to think of something. Before you see what you have become, think of a name that you would like to use. What do you want Lisa to call you when she sees you like this?”
“I’ve been thinking about that. The easiest name that I can come up with is Samantha.”
Maggie patted his hand and said, “Ok then old Sam, take a look at the new Samantha.”
Sam turned around and gazed upon the new Samantha. He stared into the mirror for several seconds, turning his head to and fro as he tried to look at his image from as many angles as he could manage. Still staring into the mirror he quipped, “Maggie, I thought you were filling me full of dreams and fantasies. I appreciated the thought, but my reality mode just wasn’t buying it. But reality isn’t all it’s cracked up to be. I think we’re actually going to pull this off.” He started giggling like a little girl … or maybe that’s what he really thought he was.
“Good girl” Maggie said as she put most of her makeup back in her basket. She handed Sam the lipstick and told him to keep it with him. “This is lip plumping lipstick,” Maggie explained. “In the evening when you retire, I want you to wear this on your lips,” and she handed Sam another tube. “They aren’t going to give you Angela Jolie lips, but your lips are thin and will need all of the help they can get. Make sure to use both of them,” then Maggie left. Lisa came over and stood behind Sam who was still looking in the mirror. She looked at Sam’s reflection and even she was thrilled at what she saw.
“We’re going to pull this off Lisa,” Sam said.
“I know.”
Mona passed Maggie on the steps, “That was an amazing speech you gave up there.”
“Thank you ma’am. The boy was scared. I thought a little pep talk might boost him up.”
When Mona saw Sam, she became a true believer. Mona knew that Maggie had some talent, but she didn’t fully realize how much potential Sam had. Yes, he was going to need rhinoplasty, and cheekbone implants and a number of other cosmetic enhancements, but his native beauty had been brought out by Maggie. Sam had more potential than Mona had dreamed.
Of course Mona wasn’t the type to gush over a silly makeover. “You look nice Sam. Is it ok if we start calling you Samantha? I think you need to get used to it,” she rationalized. Sam nodded. “Lisa, you and Samantha need to go through Harriet’s closet and find a nice cocktail dress for this evening. You pick out what you want, but let me give you a suggestion and my reasoning.
“I would look for something with straps and a fairly deep neckline. The reason I suggest this, is because even though Sam has very realistic breasts, he doesn’t have much cleavage. I think we should see how low in neckline we can go before the view is obviously fake. And secondly, Sam gets a chance to feel what a lower neckline is like. He may or may not feel comfortable with it.”
“Ok, we’ll take a look,” Lisa said.
Mona reached the door and just before she left she said to Sam, “And don’t forget to tuck. That will be very important to your look.”
Before she could leave Sam spoke up, “Miss Mona, I have two comments. First, I haven’t shaved my chest, so if we go too low tonight I’m going to look fake just because of my hair.”
“That’s a good point Sam, but I think we can take that into consideration when we make our assessment.”
“And the other thing is tucking.” Sam blushed just a little but he continued on, “I don’t think these panties are tight enough by themselves to hold me tucked for a full evening.”
Mona looked at Sam, the cogs obviously turning in her head. “Lisa, go through Harriet’s stuff and find a panty girdle or something similar. That should be tight enough to hold Samantha for a full evening. What do you think?”
“I agree,” Lisa said.
“Is that ok with you Samantha?”
“Yeah, I think so.”
“Oh, something else. I was going to come back to help, but there is no reason the two of you can’t handle it by yourself. Pick out one of Harriet’s wigs, and add some tasteful jewelry to your outfit. Lisa, see if one of you has a nice watch for Samantha. OK? You kids enjoy, and I’ll see you for cocktails.”
Lisa went searching through Harriet’s dressers until she found a hipster panty girdle. Harriet probably used it to tuck in a fat rear end when she was wearing tight jeans, Sam imagined. He pulled them on and tucked himself between his legs. “These will hold me just fine. Do I look acceptable?”
“You sure do. Let’s get you a pretty dress to go over those sweet curves of yours.”
It took only a few minutes to find that evening’s dress. It wasn’t a difficult choice, because they knew they were only firing for range. They could focus in on better styles in the next couple of nights. Lisa found the proper length slip, and then Sam tried on his dress. It was a back-zip dress featuring a champagne surplice bodice with black spaghetti straps, a seamed empire waist and a black pleated skirt. Lisa picked out a pair of strappy, black 3 inch stiletto heels, and Sam picked out a long blonde wig.
Sam was a bit unsteady on the heels, and he had to be careful when he first started out. He had already been on 3 inch heels that week, but those were platform heels, and these shoes were not as forgiving to a misstep. He didn’t want to twist an ankle right off the bat. Lisa led him back to her room where they found a nice watch for his left wrist, and a matching gold bracelet for his right.
“You need to get your ears pierced,” Lisa told him as she searched through her jewelry box for clip-ons.” The search was to no avail.
Lisa looked at her new Sam and led him over to her full length mirror. “What do you think?”
“I think the front of this dress is too low.”
“Me too, but I don’t think we have to go too much higher.”
“What do you think? How do I look,” Sam asked with more than a slight amount of apprehension.
“I think you look hot!” and she gave him a little peck on the cheek. “Mustn’t mess the make-up,” she explained. “Shall we go downstairs for inspection?”
“I guess,” he said reluctantly.
“Nervous?” He nodded yes. “That’s another reason why we’re doing these rehearsals. You’ll be perfectly relaxed by Saturday.”
When they reached the bottom of the stairs they were met by Maggie and Mona. “Nice,” Mona mumbled as she circled around Sam. “You have nice looking legs. We need to pull your waist in tighter. Your arms are maybe a bit too muscular, but we can tell people that you’re a swimmer. Your make up is great, and you have a beautiful face, Samantha.” Mona continued circling looking Sam up and down. “We need to get your ears pierced. The dress is too low in front, but that was what we wanted to see. You need more cleavage to pull off a dress like this one.” Around she walked and continued making verbal notes,” I don’t think you’re a blond, but that style isn’t bad. I think you look good in long curly hair. I was thinking you were a bang girl, but now I’m not sure. All in all, I like it.”
Mona returned to Maggie and asked her for her opinion. “Very nice,” she complimented Sam. “Samantha, I agree with most of the things that Mona mentioned, but I see one item that just doesn’t seem quite right. I’m not sure if something needs to be done about it, but in this dress you show your shoulders. You have a nice tan started, but there are no white stripes to show where your bikini straps were.”
“A lot of girls tan with their straps pulled down or untied,” Sam explained.
“Not proper Southern girls,” Mona said coldly.
“Well Miss Grace suggested that I could tell everyone that I’m from the north and they would just have to forgive my awful faults,” he said boldly.
Sam’s tone was rather feisty, considering how he normally responded to Mona. Lisa and Maggie both picked up on the tone and they waited for Mona’s response. Mona smiled ever so slightly and said, “I guess you can do that.” It wasn’t what she said, but the tone of her response. Mona had just given Sam some respect.
Sam was certainly surprised by the tone of voice also; pleasantly surprised. But it was all part of the plan. Samantha was going to receive much more respect from Mona than Sam ever received. It was right there on Mona’s list, locked away in her study; “Respect Samantha; nag Sam.”
Maggie took a step forward to claim attention and said, “I have set up a make-shift studio in the main hall. We want to get a nice picture of the new Samantha. This way please.” Maggie took them to the front hall where he had a pair of studio lights on tripods, sitting on either side of the curving staircase. Each light had a soft opaque shade covering it so as to minimize harshness. “Samantha, please take you place in front of the stairs.” Maggie picked up an ultra-expensive large format digital camera and stepped in front of Samantha while she made a few adjustments.
“Close-ups first. Just give me a soft smile with teeth.” Maggie took a few shots, checked them in the viewer, then twisted her lens to a wider angle. “Now we need some posing. Lisa, give us a pose please.”
Lisa placed one foot in front of the other, slipped her hip down, placed her hand on her hip with her elbow pointing back and dropped her other arm with her hand raised parallel to the floor. She shifted her shoulders back and pushed her breasts out just a little.
“Give me one of those,” Maggie instructed Sam. Sam did his best to duplicate the pose, while Maggie fired off a couple of shots. “Very good Samantha. Lisa give us one more pose.”
Lisa placed her feet together, put her arms behind her and looked up to the left at 45 °.
“The cutey pie one, eh? Samantha, see what you can do with that.”
Maggie took her pictures and then Mona ended the photo shoot. She took Sam by the arm and walked him to a large salon on the other side of the entrance hall. “We have a lot to do Samantha dear, and not much time. We can work on your walk later. For tonight I think you should just get used to standing around in heels. It can be very tiring.”
They stopped in the middle of the salon and Mona released Sam’s arm. Mona picked up a remote sitting on a nearby table, and then walked over to take a seat, leaving Sam by himself. “Tonight we will do a couple of things. I have a DVD on how to speak like a woman. I’ll play it and I want you to stay where you are and practice out loud with it.
“In the meantime you need to practice your posture. Posture is very important to your feminine image, and it is very difficult to maintain for long periods of time. In addition, you need to learn to sip champagne and eat hors d’oeurves. Again, neither is as easy as it looks. Lisa, please join Samantha.”
Lisa stepped over by Sam. “See how she is standing? Her shoulders are back and down, and her tummy is pulled in. She is standing with both feet together, although that can be adjusted later. She is keeping her elbows close to her sides.” Sam imitated Lisa’s stance.
“That’s good, Samantha. That is probably the easiest position for standing over a period of time. If you get tired of that, Lisa show her how to slip a hip and take the weight off one leg.” Lisa effortlessly slid her right foot out at a 45 ° angle and dropped her left hip. “Try that Samantha. Can you feel the difference?”
“Yep.”
“Go back to both feet together, and then slip out the other foot and drop your opposite hip.” Sam did as he was instructed and Mona watched approvingly. “Excellent Samantha. Now, it gets a bit awkward holding your hands at your side all of the time. Two things you will not do are cross your arms or rest a hand on a hip. That is for models only. Instead, you can hold your hands together in front of you and down, like Lisa is showing you, or you can clasp them together and hold them higher in front of you. You never hold them any higher than the bottom of your breasts. Please try it Samantha.”
Sam quickly ran through the positions. He received another attaboy from Mona. “One last thing and then you can start your voice lessons. Maggie will be serving you champagne and crackers. Hors d’oeurves are for guests and we rarely accept the servant’s offer. However, there are exceptions to everything, and sometimes you are just thirsty. Samantha, remember at all times that you are wearing lipstick. Lipstick smears and comes off on things. When drinking and nibbling, be dainty. Use a minimum of lip pressure when biting or sipping. Understand?”
“Yes ma’am.”
“Fine. The DVD is 45 minutes long and that is how long you must stand there. Use the standing positions that Lisa has shown you, and never slump. Maggie will step over every so often and offer you a cracker or drink. Accept her offer and eat and drink very daintily. I’ll control the DVD for you. Are you ready?”
Sam shifted into a feet together pose with his hands by his side. Mona started the DVD and Sam began listening. It wasn’t far into the tape that he had to begin imitating the speaker, urging his vocal cords to work farther back in his throat and yet try to look as normal as possible. It wasn’t easy.
“A, E, I, O, U. Bar, car, far, gar, par, star.” The speaking wasn’t easy and it quickly tired his vocal cords. Maggie entered the room with a tray of saltine crackers and Mona stopped the DVD. Sam shifted his posture as Maggie approached him.
“Nice move, Samantha,” Mona critiqued.
“Would you like an appetizer ma’am?” Maggie asked formally while offering the tray to Sam.
“Dainty,” Mona coached. Sam picked up the cracker and said thank you. “You don’t have to thank the help, but it does show people how courteous you are. But don’t do it at the expense of a conversation with one of the guests. Take a bite of the cracker.”
Sam took a bite and that is when Mona walked over to him. “Show me the cracker please.” Sam held it in his open palm and Mona picked it up by the corners. She pointed to the cracker and politely said, “See the lipstick here?” She flipped it over and showed Sam the lipstick on the other side. “You used too much lip pressure. If you eat correctly, you will leave no lipstick on your food.”
“But I was afraid that the cracker would break and crumble on the floor.”
“Perfectly understandable. In that case, hold your other hand under the cracker, but as low as you feel comfortable, we mustn’t give the impression that we are shoveling it in our mouth. Understand?”
“Yes ma’am.”
“Good, let’s do it again.”
Maggie offered Sam a cracker, Sam accepted and took a bite while holding his other hand low and under the cracker. “Show me the cracker,” Mona instructed. She inspected the cracker and found only a tiny bit of lipstick. “Very good Samantha dear. Now let’s make it a little tougher. Do you have the lipstick that Maggie gave you?”
“Here it is mom,” and Lisa handed it to Mona.
“You might as well learn how to apply it also. Walk over here and stand in front of this mirror while you apply it. Remember, dainty. Everything is slow and dainty. You are a beautiful woman of high social standing. Servants must move fast, but never you.”
Sam pulled the top off the lipstick, rolled it out and carefully applied it to first his top and then bottom lip. Then he rubbed his lips together to smooth out the color.
“No, you don’t smash your lips together, and smear it all over. Trollops do that when they are trying to arouse a man. But we are not a trollop, are we?”
“No ma’am, I don’t think I am.”
“You’re not Samantha. Trust me. You have just placed your lipstick exactly where you need it on your lips. Only if a little glob comes off do you need to rub your lips together. And if you do, keep it limited to just what is necessary. It is better to do it twice for just a second, than once for a couple of seconds. Understand?” Mona was being exceptionally nice as she taught Sam.
Again Sam accepted his lesson in the spirit it was given and thanked Mona.
“Ok, back to the center of the room. Pretend you are standing there listening to the most exciting conversation that you have ever heard. Remember, no matter how boring a man may be, he deserves your full and rapt attention. Now, back to your lessons,” and Mona hit the play button to start up the voice lesson.
And so for one full hour Mona and Maggie worked with Sam, teaching him the finer points of being a beautiful, feminine woman, as well as a gracious guest. By the end of the hour Sam was getting tired. His tight corset was especially troublesome as it was not only tight and bothersome, but it was giving him a backache.
“Dinner is served,” Maggie announced.
Lisa took Sam’s arm and walked by his side on the way to the large dining room. “How are you doing?”
“It’s tougher than it looks. My back hurts and my vocal cords are really strained.”
“How about your feet and calves? Are the high heels bothering you?”
“Not really,” he reported.
“Wow, that’s good. Maybe we can move you up to 4 inch heels tomorrow. How would that be?”
“If that’s what you think I need to wear, then I’ll do it.”
In the dining room Sam found the table set up for a very formal meal. He had never seen so many utensils laid out by each plate, and there were three glasses per plate. Before anyone sat, Mona said, “Keep using your girl voice, Samantha. Can you do that?”
“It’s really tiring out my vocal cords. But I’ll try.”
“I understand,” she said sympathetically. “We will keep your speaking to a minimum. But please try to use your female voice. Ok, Lisa, show us all how to sit.”
The meal was long, slow and filled with instructions from Mona and Lisa. Maggie served the meal much as the maids would do on Saturday, and Sam learned the social niceties of dining with VIP guests.
After the long meal, they moved back to the salon for more standing and voice lessons. This time Sam didn’t have to participate along with the DVD. Mona merely played a second installment and Sam listened along as he practiced sipping sherry and delicately nibbling little dessert crackers.
At 10:00 Mona mercifully concluded the evening’s lesson. Everyone was tired, most of all Sam. Mona wrapped up the evening with a little summary of the most important lessons that Samantha was supposed to take away from the evening. Then she passed out Sam’s next set of instructions.
“Getting used to your role isn’t just what we showed you here tonight. The most important thing is feeling comfortable in that role. If you’re constantly fidgeting or stalling while you think of the correct response to something, people will read you. Everything has to be reflexive and natural to you.
“Being comfortable in your clothes is a very important part of that. We will help make sure that every thing you wear fits you properly, but you have to get used to the tug of bra straps on your shoulder, and the tightness of your corset. It is up to you, but I strongly suggest that you wear your corset and bra to bed. You might find it a little strange, but it helps reinforce that comfort factor. But that is totally up to you, Samantha.
“Finally, tomorrow’s schedule; Maggie will drive you into town. You will leave at 9. Dress anyway you want; you can go as Sam or Samantha. That is totally up to you. Lisa says that you will have to have your chest and legs waxed tomorrow, and then the makeup girls will prepare you for your photo shoot.
“After the shoot, I want you to come back here and dress for another evening rehearsal. Pick out another style dress, something with a little higher décolletage I think. And try and practice your female voice as often as possible tomorrow. That’s important.
“Any questions? Ok girls, off to bed.” Sam and Lisa started to walk out of the salon, but Mona remembered something and quickly called them back. “Samantha, I forgot to say something.” She waited just a moment to make sure she had everyone’s attention. “Samantha, I would just like to say, thank you. This is a big imposition on you and yet you have shown no reluctance or complaining at all. I very much appreciate how open and cooperative you have been to everything we have asked of you. And I know that you will be totally successful Saturday night.
“I really appreciate your positive attitude. I know that you and Lisa are giving up a lot of your private time together and I will find a way to make it up to you. I promise. Goodnight.”
The two kids climbed the steps up to Harriet’s room where Sam collapsed on the bed. He fell over backwards and stared up at the canopy. “I’m beat,” he announced. Lisa sat next to him and took off his shoes.
“How are your feet?” she asked kindly.
“Ok. Surprising well considering the heels and all that standing. But I’ll probably feel it all tomorrow.”
“I hate to prod you, but you probably shouldn’t lay in the dress very long.” She gave him a sympathetic look and offered him a hand. If you want to start undressing I’ll go back to my room and get your pajamas and robe. Then I can come back and show you how to remove your makeup. Ok?”
“Sure,” he said in a quiet and tired voice.
“By the way,” Lisa asked, “what do you think about mom’s idea to sleep in your bra and corset? To get more accustomed to them.”
“I don’t know,” he said with another tired sigh. “I suppose I could sleep with the bra on, but this corset is killing me.”
“I understand. I’ll be right back.” Lisa left and Sam began undressing. Lisa returned a few minutes later and handed a rose colored robe and a blue satin negligee to Sam.
“Where are my pajamas?”
“Marie took them for washing. I didn’t know if you wanted pink pajamas or a blue negligee, so I guessed. Is this ok?”
“Sure,” Sam said. He sounded resigned to many of the things happening to him. He had stripped down to his corset, bra and panty girdle. “Can you help me with this corset? I really don’t want to wear it tonight.”
“Sure,” and Lisa quickly unlaced the corset and removed it from him, and Sam slid off his liner. His skin was a little red. “We need to moisturize your skin and apply a powder tomorrow, to make sure your skin doesn’t chafe.”
“Thanks,” a very tired Sam said.
“What about the bra?” Lisa asked.
“I can wear that tonight. Do I keep the tits?”
Lisa chuckled, “You mean the breast forms? Yes, I would recommend it.”
Sam bounced up and down a few times and squeezed his breasts. “They are fun. I can see why you girls make such a big deal out them.” He had just a little smirk when he said it.
“Us?” Lisa asked indignantly. “It’s not us girls that make a big deal out them, it’s you boys. You’re the ones that ogle and drool over them. It’s not us.”
“Yes it. You wear the tight sweaters and the push up bras to make them look bigger.”
“We do it strictly for you guys. We wouldn’t do any of that stuff if it was up to just us.”
Sam smiled and said, “This morning I would have bought that. But I just spent 5 hours wearing them. I know better.”
“Well, maybe there are some times that we like having them. But there are other times when they just get in the way. Just you wait and see. Try sleeping on your stomach tonight.”
“I will.” He grabbed Lisa and smashed his boobs into hers and pressed his lips into hers. Lisa responded by pushing their hips together and opening her lips to let Sam’s probing tongue slip in.
Lisa broke off the kiss after just a minute and said, “Let’s get your makeup off before you smear it all over me.” She looked in the mirror and saw Sam’s lipstick all over her mouth. “Too late. Come on, we can both get cleaned up.”
Lisa showed Sam how to carefully use makeup remover and how to keep it out of his eyes. She took him through the steps of makeup remover first and then moisturizer second. When he was clean she went out to the bedroom and brought back his negligee and robe. She handed both to him. “Don’t forget to put on your lip plumper,” she reminded him, and then closed the door behind her as she gave him some privacy.
When Sam came out of the bathroom he was wearing his negligee, robe and lip plumper. With the breast forms still on he looked like he had a very big chest. “You look cute,” Lisa said. “Let’s go back to your room and practice our anatomy by Braille.”
CHAPTER 12
“Wake up sleepy head. Time to make some money,” the way too cheerful voice said.
“What time is it?”
“Time to wake up.”
“Blah!”
“Is something wrong?” a concerned voice asked.
“No, I just didn’t sleep all that well.”
“Why not?”
“My boobs kept waking me up every time I tried to roll over.”
Now was not the time for an “I told you so”. “I really am sorry to hear that. But you will get used to them eventually. Anyway, we really do need to get moving.”
“What should I put on today?” Sam was almost dreading the answer.
“Just put on your normal jeans, polo shirt and sneakers. Come on down to the little dining room when you’re ready.”
“Thank god,” Sam thought to himself, as he hung up and headed for the shower.
Sam met Lisa and Maggie in the dining room and had a light breakfast before Maggie loaded them in the limo and took them downtown to the salon. Lisa took Sam to the front desk and introduced him to the pretty receptionist. She was a different girl from last Saturday. The new girl was extremely pretty and exotic looking. She had a lilting voice that sounded half Caribbean and half French. Her dark skin was absolutely blemish free, she had high cheekbones, large lips and a little button of a nose. The little nose really added to her exotic appearance. And on top of all that, her large, dark brown eyes glistened and almost seemed to peer into his soul.
Sam shook her hand and noticed how soft her skin was. At the same time he was surprised at how large and bony her hand was — as if she had no fat at all on her. She was very thin; her waist was as thin as a wasp’s, but on top she was well endowed. She had cleavage falling out of her push-up bra.
“Nice to meet you Sam. I’m Florence and I am here to help you today. You have a very busy schedule, and if there is anything you want or need, please ask for me.” Sam thought Florence was genuinely friendly.
“Gina will handle your waxing, and she is this way. Please follow me.”
Lisa pulled Sam aside, “Do you want me to come with you?”
“Am I going to need help?”
“No. I just don’t want to leave you on your own.”
“I should be ok. But thanks for the offer,” and he gave her a nice smile.
Florence took Sam to a private room with a gurney-like table in the middle. Around the side wall was a counter holding various odds and ends. Soft new era music was playing. Florence went in to a small closet and took out a terry cloth micro-skirt. At least that is what it looked like to Sam. “For modesty,” she said with a beautiful smile. Sam thought her teeth were the whitest he had ever seen. “Take off everything but your undershorts. When you’re ready, knock on the door and Gina will be waiting for you. Have a nice time,” she said pleasantly.
If it wasn’t for Lisa, Sam might have fallen in love. He removed his clothes and left only his panties. “I WISH I could strip down to my undershorts,” he mumbled softly. He pulled the “modesty” towel over his panties and knocked on the door. Once again, Sam was flabbergasted when he saw the waxing girl. Gina was another beautiful, exotic girl. As Sam later found out, she was from Thailand. She was much shorter than Florence, but just as thin and just as well endowed on top. Also like Florence, her skin was blemish free and looked absolutely radiant. “Where do they find these girls and why didn’t we come here on a weekday?” Sam asked himself.
He spent a comfortable two hours with Gina, listening to her hum along with the music. They chatted a little, but small talk wasn’t Sam’s forte, and Gina couldn’t keep it going by herself. She started with his legs and worked her way up to his thighs. She was so beautiful Sam couldn’t help himself. He tried to hide his erection with the little skirt Florence had given him, but he was unsuccessful.
Gina didn’t mind a bit. She playfully rubbed his penis through the terry cloth and said in her exotic voice. “Don’t be embarrassed. I think it is a wonderful compliment.” Wearing a beautiful smile and with no sarcasm or malice in her voice she politely asked, “Would you like me to leave for a few minutes?”
Although that was evidently not her intention, she did embarrass Sam. Sam turned red and mumbled, “No.”
“Would you like me to help?” Gina’s expression indicated that she was being totally helpful and had no other intentions in mind.
“What?” Sam was totally shocked. Never would he have expected such an offer. “No thank you,” he stammered. Gina continued the waxing and Sam eventually recovered his composure. “This is a full service salon, I guess,” he said.
“Not really,” Gina said quietly. “That was only my offer to you. If I offended you I apologize. Please don’t say anything to anyone else.”
“No, of course not,” Sam assured her.
Gina finished Sam’s legs, moved to his chest and finished up with his arm pits. “There, now you are ready for your shoot. Knock them dead, Sam.”
Sam said his goodbyes and walked out to the receptionist’s desk and found Florence. “All done?” she asked. Without waiting for an answer she pointed to a girl standing on the far side of the room, “Julia will handle your makeup. Come on,” and Florence proceeded to lead Sam over to his makeup artist.
By now, Sam shouldn’t have been surprised by Julia’s beauty, but she was so stunning that he just couldn’t help himself. Julia was the tallest of the 3 girls that he had met so far. In her platform heels she was almost 6 foot tall. She had gorgeous red hair that tumbled in a cascade of curls down past her shoulders. She had the most wonderful green eyes that Sam had ever seen. Just like the other girls, her complexion was perfect, her lips plump and her nose just a tiny little button. She was wearing a mini dress that started low, exhibiting some knock out cleavage, and ended high showing off athletic calves and finely shaped thighs.
Julia turned out to be Brazilian and had been living in the states for 18 months. Along with her cosmetology training, she was also a talented musician and dancer. Julia took only 30 minutes to brush some oil absorbing powder on his face, add just a touch of mascara to his lashes and brush out his eyebrows (although Maggie had pretty well handled those the night before).
Julia left Sam in his chair while she called over Olivia, another buxom beauty, this time from Texas. Olivia wet down Sam’s hair and proceeded to brush it into an “unstructured” look. In Sam’s vocabulary that meant at best “wind blown” and more likely “disheveled”. But as Olivia explained, that was the look the photographer had requested.
And speaking of the photographer, he made a cameo appearance to inspect Sam and order some additional modifications. He wanted a manicure for Sam and some additional coloring on his cheeks and neck. The additional coloring was bluish black and it was meant to give Sam more of a 5 o’clock shadow.
It was a bit past one o’clock when Olivia delivered Sam back to the receptionist’s desk. Florence slid him a clip board to sign. There was no price listed. He just made his mark and turned around to find Lisa arriving just as he finished signing.
“Are you all smooth?” she asked.
“Yep. Do we have time for a bite to eat before my next stop?”
Lisa and Sam caught a burger and fries while they waited for Sam’s 2 o’clock appointment. Lisa lead Sam up to the second floor of the Hawthorne building and delivered him to the photographer’s assistant. “We’re shooting colognes today.”
“You mean invisible smells?”
The assistant gave Sam the evil eye, and when she saw the smirk on Sam’s face she too began to smile. “Yeah. We sell it with sex appeal.”
“I never considered myself sexy.”
“Trust me, you look pretty good to me. Besides, and don’t take this personal, with Photoshop we can make a pig look sexy. Let me introduce you to your costar for the day.”
And once again Sam was introduced to a gorgeous woman. Sylvia was from South Africa, Dutch descent with one quarter African blood. Her skin was just the slightest bit darker than the average white girl from European descent, but her eyes were remarkably exotic. In fact, it was her eyes that got her this gig. She was about the same height and weight as Sam, incredibly thin and “busty” where it counted. Unlike the other girls, she had what she called “character” to her nose. It was a bit on the large size, but at the same time it was very feminine; narrow and a little turned up with small nostrils.
For the next two hours Sam had an amazing education on photo shoots. He posed alone, he posed with Sylvia, and he stood to the side while Sylvia posed. But most of the afternoon was dedicated to Sam with various degrees of undress, principally concerning the lack of shirts. The vast majority of the shots were face and torso, and that included sitting, standing and horizontal on a fake bed with Sylvia.
Sylvia was a beauty, there was no doubt about that. But the more time Sam spent with her, the less attractive she became. It wasn’t her beauty, but something underneath her charm. Her laugh was too harsh, and her physical touch less than delicate. She had a muscularity to her that turned Sam off. And maybe there was something to that urban legend about pheromones, but she just didn’t smell right. That was as nebulous a conclusion as Sam had ever come to. Whenever he studied her he found her very beautiful and extremely desirable. But when he was holding her or kissing her, and especially kissing her, that desirability slipped away.
Sam just couldn’t put his finger on it, but he felt no chemistry with her. Fortunately his feelings didn’t transfer over to digital pixels, because the photographer was very happy with the pictures he popped out. In fact he was ecstatic.
The shoot wrapped up around 4:30 and Lisa made a call on her cell phone. “Maggie will meet us at the limo,” she said.
“What about my money?” Sam asked playfully.
Lisa opened her purse and pulled out an envelope. “Normally it takes two weeks for a check to arrive in the mail. But I’ve got contacts,” she bragged.
Sam opened the envelope and found 10 one hundred dollar bills. “Wow! Cash?”
“You don’t have to claim it … if you don’t want to.”
When they arrived back at the estate, Lisa immediately took Sam up to Harriet’s room. Lisa had received several calls throughout the day and their instructions for the evening had been discussed on the ride home. Basically, Tuesday night was going to be a carryover of Monday night.
Lisa found a clean bra and corset liner, a new package of suntan thigh high stockings and Harriet’s sweat pant shorts. Sam gathered them up and went into the bathroom to begin getting dressed. Lisa spread glue on the back of the large breast forms and then removed the garters from Sam’s corset. When Sam returned, Lisa helped him into his corset. “Reach for the ceiling, dude,” and she pulled the cords as tight as possible.
By then the glue was dry on the breast forms. She picked up the first breast form, being careful not to touch the glue. Sam had his bra on, and Lisa opened the stretch cup, holding it well away from Sam’s chest while she placed the breast form in the extended cup. Then she carefully pushed the cup and breast form back into their proper position. “Hold that one while the glue dries,” she instructed Sam. While he held the left, Lisa attached the right.
When his boobs were firmly attached, Sam jumped and bent over to get the feel of them. “Even though they’re bigger than last night’s, they feel better; safer,” he said.
“Do you like being bigger?” Lisa asked him. Sam laughed. “Ok, dumb question. I know the answer to that one,” she admitted.
“Boy, I thought it was tough sleeping last night. Tonight is going to be even more difficult.”
“Maybe not,” Lisa suggested. “You might be more used to them and how they move. Plus, you won’t have to wear a bra tonight. I always feel better without a bra,” Lisa pointed out.
Sam looked at Lisa and gave her a smirk. “What?” she asked.
“I wouldn’t know.”
“Wouldn’t know what?”
“How you feel without a bra. You say you feel better without one, but I’ve never felt you without one.” He said with his same little smirk.
“Well you’re not going to find out for a long time smarty pants! Come on, put your robe on and we’ll call Miss Maggie.”
Maggie showed up with her basket of cosmetics, but she also had her camera equipment sitting in the hall, when she knocked on the door. Maggie took Sam over to the vanity to apply his makeup, while Lisa set up the equipment. They had decided that they would shoot Sam in a number of different wigs. The idea was to get an idea of what style and color hair best suited Sam.
Maggie was much faster than Monday night. She didn’t have to give a pep talk, or clean up some eye brows or pick through colors like the previous night. Once again Sam looked very pretty.
With Sam’s makeup finished, Miss Maggie stepped out so Sam could take off his robe and look for a dress. Lisa and Sam began poking through Harriet’s dress collection, examining and discussing a number of dresses until they found a long sleeve fuchsia dress with a front twist. The dress had the appearance of two bands of material coming over each shoulder, covering each breast, and then twisting under the breasts and curving back around the waist to pull tight in the back and give a tight, form fitting waist. The hem extended to just below the knee. The dress had a clean smooth look, with a deep V neck and just the hint of a high collar behind the neck. It was a very beautiful and elegant dress. Both Sam and Lisa quickly agreed to it.
Lisa picked out a half slip for under the silk dress, and helped Sam into black 4 inch heels. He claimed he could handle three inch heels the previous night, so they decided to push his shoe and heel envelope. Sam added his watch and a bit of jewelry and they were ready to try on wigs.
Sam liked the long wigs, especially if they were curly. He couldn’t make up his mind on the best color.
Lisa liked the blond “bimbo” look. She especially liked bangs. The heavier the bangs, the more she liked it. And straighter was better. Sort of. Truth be told, she just loved to see Sam as feminine as possible.
Maggie was more into color. Maggie had a thing for red. The redder the better, even though she could admit to herself that the blonder the red, the more realistic the color looked. But hey, the European style was to go after the bright red-bordering purple color. Realism didn’t matter to them. It didn’t matter to Maggie either. Maybe she had a little fetish for bright reddish purple. So who cared?
Sam soon became convinced there were too many wigs. What in the world was Harriet doing with this many wigs? As it turned out, if someone had told Sam, only a few of the wigs belonged to Harriet. The rest were brought in only a week earlier to give the women more options when they evaluated Sam and his hair. The pictures would be kept for Lisa’s picture album, capturing her feminization of Sam Springer. But first they would be used to help pick the best look for Sam.
Once again, truth be told, and there is much too little truth in this story, the girls already knew that Sam would not wear a wig to the Saturday night dinner party. This party was way too important for such a cheap look. Sam was becoming a Hawthorne, and no expense would be spared for the very best. Without a doubt, Sam would be as gorgeous as any debutant ever was at her coming out party. Only Sam didn’t know that Saturday was his coming out party. But everyone else knew.
The girls let Sam pick his favorite wig for the evening, and he went with a long blonde wig with curls down over his shoulder. While Maggie packed away her studio lights, the other 3 girls walked downstairs to the salon for Samantha’s lessons. “Tonight will be similar to last night,” Mona explained. “Only tonight, I want to work on your walk. So we’ll have you stand for a while, practice your voice lessons, accept a few canapés from your server, and then we will have you walk around the room.
“Now the deal with walking is to be as natural as possible. You don’t want to imitate runway models that swing their hips like a Saturday night trollop. Bring your shoulders back just a little, move your hips forward just a little, keep your elbows pointed in and close to your side, and walk slowly. So let’s try it, walk towards me.”
Sam walked over to Mona trying to do as he had been instructed. Mona sent him back and forth a couple of times without adding any further instruction. “Not bad Samantha. You should add just a little more hip sway, but just a tiny amount. So tiny, that I don’t want you to bother with it tonight. Keep your posture, look ahead as much as possible, chin up and let’s do a few more steps before we see how your voice sounds.”
Mona put Sam through his paces for almost ninety minutes. He practiced eating crackers in a dainty, no lipstick method. He went through the voice DVD, and Mona complimented him a few times on his voice improvement. Sam stood, walked, talked, ate, sipped and walked some more. He became comfortable enough with walking and standing that his 4 inch heels became second nature to him.
Maggie called them to another faux seven course meal, and Sam practiced sitting, eating, chewing and drinking in a most lady-like manner. Mona corrected him when necessary, but was never over-bearing as she could sometimes be.
Sam, for his part, was a good sport and sincerely tried to meet everyone’s expectations. This wasn’t the type of week he had expected to spend with Lisa, but he did like her, and he was going to try his best to please her.
Lisa appreciated that.
After dinner they returned to the salon for another hour of voice, standing and walking practice. Mona wanted Sam to appreciate the length of the evening he would experience on Saturday. She wanted to make sure that he could hold his new found talents through an entire evening without tiring.
They finished at 10:30 and Mona gave Sam another pep talk. “You did great Samantha dear. You’re getting the hang of everything very nicely. Some of your responses tonight were almost second nature. Phenomenal work dear. I want to emphasize what I told you last night. You want to be comfortable in your role and that means your clothing also. If you would please, remain in feminine dress as much as you can, and that includes in bed. If you don’t mind I suggest wearing your bra, corset and panties to bed.” Mona gave him an understanding smile, “But if you don’t want to, we will all understand of course.”
Mona gave Lisa a hug and wished the two of them good evening. Lisa walked Sam up to Harriet’s bedroom, and helped him get undressed and clean off his makeup. “You did really well tonight, Sam. You aren’t going to have any trouble passing as a girl Saturday night.”
“I hope not. I have to admit that I am putting a lot of time into this.” He gave Lisa a forced smile that suggested he wanted to say more. Sam wasn’t happy spending his vacation training to become a girl. Lisa understood this, but she did not want to allow Sam to start complaining. That just couldn’t be allowed to start. It would undercut what they had accomplished so far.
“I know you have,” she said sympathetically. “You have been just wonderful, going along with all of this. I can’t imagine any other person being capable of such a wonderful sacrifice. I really, really appreciate all of this Sam,” and she gave him a tight hug and kiss. “And it is going to be worth it, I promise. We’re going to have a great time Saturday night.”
Lisa was sincere about that part. Saturday night after everyone had left, Sam would receive his thanks. Hopefully, Sam would still be in full girl mode when he and Lisa would give each other their virginity. The plan was to reward Sam for becoming a girl. Positive reinforcement would be most powerful if he clearly associated it with cross-dressing as a girl.
“What are you going to wear to bed tonight?”
“Well, my breast forms are glued on, so I’ll keep them. Do I need to wear a bra?”
“That’s up to you. Your forms will stay attached, but it would be best for you to get more familiar with the straps and elastic on your brassier. I can give you a sleeping bra if you want. What about your panties and corset?”
“I’ll try,” he said, not too excited about the prospect.
“Thank you Sam. Let’s get you back to my room and put you in your negligee and robe.” Lisa’s directions contained the implicit promise of some petting and kissing. However, with Sam in girl’s clothing, Lisa intended on taking the aggressive role in their make out session. Sam wasn’t done with his evening’s lessons. He also needed to start learning to be submissive to Lisa.
CHAPTER 13
For Sam, Wednesday was different on top of strange and covered with weird. Sam wore his bra and breast forms, corset (and panties of course), all day.
His unusual sensations started with his morning shower. With his breast forms firmly secured to his chest but tugging on his skin, he found his shower strange. The forms wiggled continuously whenever he moved, their added weight was incredibly obvious whenever he bent over and they hung down from his chest even while standing straight.
After his shower Sam massaged his body lotion into his torso and across his lower back as far as he could reach. Next, he managed to slip on his corset liner and then his corset. He pulled the corset tight, although not quite as tight as Lisa had been lacing him. But he still felt the same constriction of movement when he tired to bend over and pull his panties up his legs. Then the weird and the trouble began. His pants wouldn’t stay up on his narrow waist. He didn’t have enough notches in his belt to pull his jeans tight, and even if he had, they would have bunched up uncomfortably.
Sam put on his dusky rose, satin robe and called Lisa. Lisa knew all of this, because she had been watching him go through his morning ritual. She was very happy that Sam was wearing his female accoutrements. Lisa found an old pair of her jodhpurs that she had out grown. For his top, they had to go to Harriet’s room to find a t-shirt big enough for Sam’s brassier and C cup breast forms. At least Sam didn’t have to go looking for a new pair of boots.
Jennifer and Abigail gave Sam another riding lesson before he went off riding with Lisa. Sam found a whole new sensation riding on Abigail that morning. The different canters caused different amounts of bounce in his breast forms, and that caused different sensations in his chest. At first it was a bit strange and unnerving to Sam, but eventually he found the sensation pleasant and fun. Sam had found another reason why girls must like their real breasts.
Sam’s pleasurable sensations weren’t lost on Lisa. She knew first hand the bounce effect of riding her horse, and she could see the effect on Sam’s face. When the two of them went riding together, she deliberately brought their horses to just the right canter and speed to provide Sam with the optimum jiggle and titillation.
Their afternoon swim was just as weird for Sam. Lisa got her wish from the other day, and Sam had to wear the top half of his swimming suit. He wore Harriet’s bikini and he filled it out very well. That left him with several strange and ambiguous feelings. He felt effeminate with his large breasts filling out his bikini top and jiggling around as he moved. He felt emasculated for having his penis tucked up between his legs (at least some of the time) and the smooth emasculated appearing crotch it gave him. And he felt just a little built guilty for agreeing to do any of this in the first place. He sold away his masculinity to please Lisa. And beyond all of that, he still felt intimidated by Mona and he was sure that that too was part of the reason that he was wearing — and filling out nicely, thank you — a yellow bikini.
Lisa could read some of this on Sam’s face and hear it in his voice. She was delighted with what she was witnessing. There was a secret thrill in her bosom, seeing these contradictions inside Sam. It meant that she was controlling him and forcing him towards his eventual transformation into her feminized husband. On the other hand, she was concerned about his ambiguous emotions, but only because they might prevent his conversion. Nothing was certain, and what she was trying to accomplish went against a man’s very nature. Several times during the day she would sneak off to call her mother and discuss Sam’s emotions and attitude. They also discussed schedules and other plans for the week as they planned Sam’s first steps down a slippery slope. Together with her mother and grandmother, Lisa knew they could break Sam’s confidence and pride, and take control — if not outright ownership — of his body and mind.
Sam was still worried about getting tan lines from his bikini top. That was something that Lisa would have dearly loved to see on her young epicene boy. But Sam was at a teetering point in his early conversion, and she knew that she just couldn’t push him too fast. She took him into the pool with her only for a little while, and then allowed him to rest in the shade, while she tanned in the sun. For Sam, at least he didn’t have to wear that damn corset while he was swimming.
And so, their day of riding and swimming, of kissing and talking eventually wound down to late afternoon and the arrival home of Mona. Since this wondrous project had started last Friday, Mona had found it difficult to keep her mind on work. Once again she was home early to torment Sam and talk with Lisa. She found the two of them lounging at the pool. She spotted them before they saw her, and she stepped behind a large bush where she could study Sam, or in her mind, Samantha. His body and form were still masculine in appearance, and his bikini and ample breasts appeared incongruous on his form. “Boy and girl,” she thought as she watched him. Some of his movements seemed to hold the slightest appearance of being less than masculine and a bit effeminate. Perhaps their evening lessons were catching on. That was wonderful to contemplate if true. They would redouble their efforts immediately.
Mona announced her attendance and caught the attention of the two kids. “Hi Lisa, hi Samantha. How was your day?” She placed a large book on the table in front of the kids. “Elegant Hair Styles for 2009” it said on the cover. Sam reached for his beach wrap to try and cover the upper half of his bikini — and his associated faux boobs. With the exception of Lisa, Sam really felt uncomfortable wearing his bikini in front of someone else — especially Mona.
“Fine, mother. Aren’t you home early? And what’s with this book?”
“Yes I am. I have some information for you. We have had a small change in our preparations for Saturday. I received a call from grandmother, and she told me that our appointment plans for Saturday morning have fallen through. Rita isn’t available for Samantha’s hair weaving.” She could see the questions forming on Samantha’s face.
“Hair weaving?” Sam asked.
“I was going to tell you tonight,” Lisa began. “Grandmother looked at your pictures from last night, and she thinks that a hair weave would look better on you than a wig. She thinks it would look more personal and real, and we can style it specifically for you. Grandmother suggested a type of hair weaving, where individual strands of hair are fused onto your hair. It looks amazingly realistic, and it is almost impossible to detect.”
“Correct dear.” Mona turned to Sam and continued the explanation. “This isn’t a difficult process, but to look totally realistic it requires an experienced cosmetologist. Rita is the best. Grace was sure that she could get Rita to do your hair on Saturday, but when she called, she found out that Rita had just left for Atlanta.”
“So what are we going to do?” Lisa asked in fake concern once again.
“Our options are limited. The salon has only one other experienced cosmetologist, and she won’t be available on Saturday. But she will be available tomorrow.” Mona looked at Sam and asked, “Samantha, would you be willing to get a hair weave tomorrow?”
“Is it permanent?” he asked.
“Semi-permanent, it can last 4 to 6 months if you take good care of it.”
Sam didn’t look happy. He turned to Lisa and said, “I can’t go back to school with a long hair weave.” He didn’t need to explain why. Both women understood.
“Oh that’s not a problem, Sam,” Lisa began explaining with obvious compassion and understanding in her voice. “It will last 6 months only if you want it that long. We can remove it on Sunday, no problem.”
“And there are no lasting effects or anything visible?”
“None at all.”
“Oh. In that case I guess I can do it,” Sam conceded.
“Great!” Mona jumped in. “Since you have agreed, I have a book for the two of you to go through. Samantha, look through here and pick out something that you like. Something stylish and a little on the elegant side for Saturday. You can have the extensions put in tomorrow, and then on Saturday us girls can go into the salon to get our hair styled and have one of their experts apply our makeup. It will be a great bonding opportunity just for us girls. How does that sound?”
“Wonderful!” Lisa exclaimed.
“Oh joy,” Sam thought sarcastically to himself.
“Ok, then that’s settled,” Mona announced. “I’ll call the salon and confirm your appointment for 9:00. And as long as you’re there, we can add eyelash extensions. They are simply amazing,” Mona gushed.
“Oh swell,” Sam again thought
“Now Samantha, you should go in and get dressed for tonight’s practice. And take the book with you. The two of you can page through it later. There are some delicious styles in there. Now scoot!” she said with more frolic than discipline.
Sam was happy to get away. Lisa took him up to Harriet’s room, and once again they began Sam’s evening transformation into Samantha. Lisa found him fresh lingerie and handed it over to the boy. Everything was black. “If you don’t mind, last night as we were looking through Harriet’s dresses, I spotted an LBD that I would really like you to wear tonight. Is that ok?”
“I guess,” he answered a little reluctantly. “What’s an LBD?”
“It’s one of the most important parts of any girl’s wardrobe — the little black dress.”
“Oh, in that case, sure.”
Sam took his clean panties, panty girdle and little sweat shorts and retired to the bathroom, where he washed up. He used his powder fresh deodorant, and then pulled on his black, French-cut panties which were covered in soft lace. He tucked his penis just the way Maggie had shown him, and he pulled on his black panty girdle to hold himself tightly in the correct position. It wasn’t normal he knew, but he was getting used to it. That should have sent up more red flags than it actually did.
Sam returned to the bedroom and slipped on his strapless, black underwire brassiere with the frothy lace cups. He easily reached behind and clasped the brassiere as if it was a normal routine. Lisa smiled, but said nothing. Instead, she handed Sam a pair of black thigh-high nylons with a back seam. Sam quickly rolled them up his legs, and Lisa helped him straighten the seams. Next, she smeared a thick moisturizer over Sam’s tummy and back, and then allowed him to pull on the corset liner by himself. She wrapped the corset around his torso, clipped the busks together, straightened out the lace flap and then laced him tightly into his least favorite garment. And finally, Lisa helped him pull a black satin slip over his head.
Lisa stepped into the closet for just a second, then carried out a black dress to show Sam. It was a beautiful black lace dress with a portrait style neckline, dainty cap sleeves, and a four tier skirt. The back of the dress was just as gorgeous as the front. The dress fastened up the center back with a long metal zipper. It was fully lined, the bodice had boning on both sides, and it was strapless underneath the lace, cap sleeves. It was a stunning LBD.
“What do you think?” Lisa asked expectantly.
“It looks really nice,” Sam answered.
“I can’t wait to see you in it,” Lisa gushed. “Let’s call Maggie and get your makeup on. I can’t wait to get you into this dress. Think about which wig you want to wear tonight.”
Maggie saw the dress and asked if that was this evening’s choice. Lisa confirmed that it was and Maggie said, “Well in that case let’s go a little more dramatic with the makeup. I’ll give you some darker eyeliner and a brighter red lipstick. We can see if Samantha prefers the dramatic to the demure.” Maggie gave Sam a warm smile as she once again, like the previous evenings, plucked a few more hairs from Sam’s eyebrows. His eyebrows were slowly getting arched and thinned and he hadn’t yet caught on to how feminine Maggie was making his brows.
As soon as Maggie finished, Lisa rushed to slip the exquisite lace dress over Sam’s head. Then she literally pushed him in front of the full-size mirror in the closet as they discussed wigs. Sam picked out an auburn, shoulder length wig that was perfectly straight and had bangs. Lisa loved to see Sam in bangs. Lisa dropped a pair of black 4-inch heels in front of Sam and helped him buckle the tiny straps.
She made Sam turn around several times in front of the mirror so that both of them could observe the beautiful dress. “It fit’s you like a glove,” Lisa said. “I just love that dress and you make it look so beautiful. You look so graceful and elegant.”
Lisa added some jewelry and while she was clipping on some dangle rhinestones she asked, “Sam, would you mind getting you ears pierced tomorrow? Just one pierce. Most of the boys are wearing the style, and if you decide you don’t like it, you can let the holes close up. What do you think?”
“Why not,” he answered. Sam was willing to do almost anything for Lisa. Wasn’t this cross dressing proof of that?
Lisa brought Sam down to her mother, who was waiting in the salon. “Wow! Samantha you look wonderful. You make that dress look so elegant. Harriet never made it look any better than you have.” Mona gave first Lisa a hug and faux kisses, and then Sam. “Good job Samantha.” Mona had to compliment Sam on his feminine mannerisms during their greeting. “Maggie is in the hall with her camera stuff. Go pose for a few pictures then come back here when you’re done.”
Sam and Lisa walked out to the hallway and waited a minute for Maggie to find them. “I’ve always loved that dress,” Lisa told Sam as the two of them hugged. “But in all honesty, I think you make it look better than Harriet did. Do you like it?”
“Yeah, I do. It is kind of dressy.” Sam did a little spin and watched it flair out from the bottom. He looked at Lisa and smiled, denoting his approval of the dress.
“Harriet has got a couple of adorable LBDs. I’ve always preferred this one, I think it has a fairytale look to it. I always imagined Snow White wearing a dress like this one. So do you think you might be interested in wearing this dress Saturday?”
Sam was rather non-committal. “I guess, I think it would be alright.”
“More than alright. I bet you get hit on if you wear this dress,” Lisa challenged.
Sam blushed a little. “First, I don’t want to get hit on. And second, there is no way that I am going to look good enough or be convincing enough.”
“Wanna bet?”
“It won’t happen.”
“Yes it will,” a voice said behind the two of them.” Maggie had arrived for their pictures. She gave Sam a reassuring smile and said, “It will happen, I am almost positive. And when it does, don’t take it as an insult or negative reflection on your masculinity. Take it as a compliment to your theatrical abilities.”
“What do you mean?” Sam asked.
“Samantha dear, this is a play. You are rehearsing for a real life event. We are putting you in costume and we are doing everything as professional as possible to make your costume totally realistic. And you are rehearsing your acting — that is to say how you walk and talk and eat and relate to the other actors in this play. Make sense?”
Actually it made a great deal of sense to Sam. And it also came as a relief. It put this feminization of Sam into Samantha in an entirely different light. This wasn’t real life. He wasn’t being feminized. No, this was a play. A one time play and then he was done. And since it was an important play, everyone was going to great lengths to make sure the play was successful. Whew! Sam felt better. “Yes, it does. Thank you Maggie,” Sam said sincerely.
Sam felt better. He was wrong about everything of course, but that was the point of Maggie’s speech. Throw him off the scent so he wouldn’t realize that his gut reaction really was correct.
“Good enough then, let’s get some pictures. And by the way, you are going to get hit on. Believe me, you are pretty, elegant, beautiful and talented. I would hit on you!”
Of course Sam was going to hit on at the Saturday dinner party! Mona had hired two people to come to the party and make discrete propositions to Sam. Nothing was to be left to chance. If Sam didn’t leave Saturday’s party without a strong ego boost concerning his feminine beauty, if he wasn’t strongly confident that he could pass for a girl, it wouldn’t be because the Hawthorne family hadn’t pulled out every stop to make it happen.
Lisa posed Sam, Maggie took Samantha’s picture, and then the three of them moved into the salon for their rehearsal. Mona put Sam through his paces; standing, walking, nibbling, sipping and talking. Sam was also introduced to sitting and crossing his legs in the proper way. Mona emphasized the talking part this evening. In Mona’s opinion, Sam wasn’t going to be able to pass his talking test. But no mind, there were back up plans and they would be used, and they would be successful. If Sam passed in every other way, his voice could be over looked by the other evening participants. Human nature guaranteed that.
The pre-reception rehearsal was extended to over ninety minutes. Mona worked Sam hard. When Sam was dressed as Samantha, the plan called for Mona to treat him nicely. And Mona was nice, but she was much more detailed in her analysis of Sam’s efforts on Wednesday evening. Mona was perfecting Samantha and Lisa was smiling. She was smiling at Sam and at Samantha and at her mother. Especially at her mother.
After dinner, Mona dismissed the two kids. No post-dinner rehearsal tonight. Sam was progressing nicely, and Mona wanted to give the kids time to look through the styling book before going to the salon the next morning. Mona really wanted to help them pick the right style for the party, but Lisa had pushed back against her mother. Lisa felt that Mona was taking control of every thing, and Lisa just had to fight back. Sam was her project and she wanted a say in how he was to be transformed into a beautiful girl. Sam was Lisa’s girl and Lisa’s project and she wanted to regain control.
Instead of heading to Harriet’s room where Samantha could change half-way back into Sam, Lisa led him into the library. The library had a nice big table with excellent lighting and a better than average music system. Lisa called up one of her favorite files to play on the music system, and the two of them sat together to look through the book.
They didn’t confine their attention solely to the book, just the majority of it. There was also some kissing and talking and more compliments for Sam. But mostly they paged through the book and discussed the various styles and how they might work for Sam.
The time was closing in on eleven o’clock when Sam made his final decision. It wasn’t his decision only, Lisa had steered him carefully to an elegant style. But surprisingly, Sam had been rather adamant about his final choice. It was a stunning style found on a Tyra Banks photo. Her hair was parted on the right side, with the part over-lapping rather than straight. Her hair was curled deliciously into big sweeping curves. The shorter side, the right side, had the hair brushed back and away from the face, but still covering the ear. Just enough ear peaked out to display a diamond cluster earring.
The other two thirds were brushed over her crown and fell forward over her forehead and just above the left eye. Then the style was pushed back on the left side into a huge curling mass of beautifully soft hair, falling softly against the neck and allowing just a glimpse of her other diamond cluster earring.
It was a very elegant look, but it didn’t have the “aged” look of an updo or other heavily styled dos. It would look great on an 18 year old college co-ed.
“Just one thing,” Lisa warned. “Don’t tell mom that you found this style on Tyra Banks.”
“Why not?”
“Let’s just say mom isn’t a Tyra Banks fan,” and Lisa left it at that.
“I am getting my ears pierced tomorrow, right?” Sam asked Lisa.
“That’s the plan. Is that ok?” she asked with just a little concern as to why Sam was bringing this up.
“What kind of earrings do I get?”
“What kind do you want?”
“Really expensive,” Sam said seriously.
Lisa just looked into Sam’s eyes to see if he was being facetious. Eventually Lisa decided that Sam was indeed being serious. Lisa grinned from ear to ear, “They will be as expensive as you want them to be. Guaranteed!”
“It’s getting late and we need to get up a little earlier tomorrow. We should probably get you out of this dress and off to bed.” Lisa gave Sam one last hug and kiss, gathered up their style book and walked him up to Harriet’s room.
On the way up the stairs, Lisa introduced Sam to another part of their plan. “Since you are going to be spending much of tomorrow in a salon, I think it would be best if you went as Samantha and not as Sam. Don’t you agree?”
What was Sam going to say? He was already dressed as a pretty girl with glued on breast forms, and tomorrow he was getting long hair woven into his existing hair. There was really no good reason for him to disagree. “Ok.”
“Then I think we should pick out your wardrobe for tomorrow, tonight. It will save us some time in the morning.”
“Sure. That makes sense.”
Before undressing, Lisa and Sam began looking through Harriet’s closet. Lisa knew exactly what she wanted Sam to wear and she introduced it to Sam first thing. It was the same pink suit that she had first shown to Sam on Monday evening. Sam was tired and he was beginning to lose the strength and will to continue fighting Lisa. Maggie’s speech earlier had given him more than enough cover and rationalization to go with the flow. He just hoped no one from school ever found out about his spring break at his girl friend’s home. Sam and Samantha agreed with the pink suit.
Lisa helped Sam prepare for bed. She returned to her room and turned on her monitor while she called Mona’s study to talk with her mom. Both agreed that they were making nice progress and they were on schedule. “He is a pretty one,” Mona said. “Congratulations on picking out such a gorgeous boy. He is going to make you a great concubine.”
CHAPTER 14
Lisa was up early and watching Sam prepare for his day. She had already called and woken him, and he was in the process of undressing. He was still wearing Lisa’s blue negligee to bed each evening, and so that came off first. The negligee was followed by his brassiere, corset, corset liner and last to come off was his panties. He stood in front of the mirror looking at the red marks left by his brassiere, corset and panties. He shook his shoulders to jiggle his breast forms while he scratched his crotch. “What the fuck am I doing?” he asked himself. Then he ambled off to take his morning shower.
Sam showered, brushed his teeth and shaved as close as possible. He put on clean panties and panty girdle, tucked, and then slipped on a white brassiere. Lisa had left him some perfumed body lotion that he spread over his tummy and back, then he pulled on his corset liner and finally his corset. He laced himself in, but not as tightly as Lisa laced him. He was getting used to wearing the damn thing, but that didn’t mean he liked it. He slipped into his satin robe and pulled it around him. Then he called Lisa.
They shared a good morning kiss and hug, then Lisa walked Sam down to Harriet’s room. Sam removed his robe and Lisa helped him with some suntan thigh-high stockings. “Let me explain a neat trick for you. If you pull your stockings up too high, they fight you all day. The stockings tend to pull on the sticky silicone tops and they irritate your legs no end. So to stop that, you roll your stockings up your leg, but then you flip over the gripping hem part at the top. Now you have nothing holding them up. Stand up and move your legs just a bit. This allows your stockings to find their natural position — not too much stretch to them. Then flip your hems back over and they grip your legs and hold your stockings in their natural position. Now they won’t want to pull down and irritate you. Cool, no?”
Before putting Sam in his dress, Lisa inspected his corset. The protective flap for the laces was out of place, so she re-laced Sam’s corset; only she laced him much tighter than he had.
Sam replaced his robe and they called Maggie. She give Sam just a light bit of foundation and powder, some pink lip liner and lipstick. No eye makeup for this morning.
“Time to dress,” Lisa announced excitedly.
Lisa handed Sam the sleeveless camisole from his suit. It slid effortlessly over his head and shoulders. It was a pleasant pink in color and had panels of satin and lace covering the front. Next he pulled on a 30” trumpet skirt made from silk. It had a side zipper and like all of Harriet’s clothes, it fit his corseted waist like a glove. The hem had insets of re-embroidered metallic lace and reached to the top of his calves. And finally, the coup de grace: the jacket was long sleeved with no buttons or cuffs. It had a double collar; the top in shimmering satin and the lower in the same re-embroidered metallic lace as the skirt inserts. The jacket extended to the top of Sam’s hips and had a single button set low enough to show off the exceptional camisole underneath.
“Boy you look good in that suit,” Lisa complimented Sam.
“I don’t think I look anything at all like a boy,” he responded.
“No you don’t! You look way too scrumptious for something as plain as a boy. Let’s finish getting you dressed.”
Lisa helped Sam put on the wig they had picked out; a relatively short dishwater blonde with tight curls covering the entire wig. Sam had to be impressed with Harriet as a fashion plate. She had everything needed to match the suit. He stepped into a pair of pink 3 inch pumps and Lisa found a small pink clutch purse that matched the dress perfectly.
They practiced their formal hug and air-kisses, and then went to breakfast. Breakfast was quick as Maggie was in a hurry to leave. Maggie reminded Sam, “Freshen your lipstick Samantha dear,” as she handed the styling book to Lisa and took the girls out to the limo.
Sam crossed his legs as he had been taught, while Lisa sat next to him paging through the book one last time. They were both solid on their choice for Sam’s hair, but it gave them something to do as Maggie maneuvered through the heavy morning rush-hour traffic.
Maggie parked them in their usual reserved parking area and let them out of the car. “Have a good time, girls. Knock ‘em dead Samantha.”
They held hands as Lisa led Sam to the elevator and up to the salon. Florence was behind the receptionist’s desk and she was every bit as beautiful as Sam had remembered. “Good morning ladies,” she greeted them. “Coffee, tea or soft drink?” she offered.
They both declined. Sam tried out his girl voice in public for the first time ever. “Well then Samantha, Olivia is waiting for you. Please follow me.” Sam was in public for the first time and he was nervous. Even though he had been to the salon before, and he had met the same girls, that had been as Sam. Now he was Samantha. He practiced his girl walk just the way Mona had taught it to him, as he followed Florence. Lisa followed with the styling book.
Sam thought Florence was very nonchalant about Sam and Samantha. She knew Samantha the girl was really Sam the boy. He thought that should have been strange to Florence. It was strange to Sam! But there was no reaction from Florence, or as far as he could see, Olivia either.
Olivia greeted Sam and sat him in her styling chair. “Ok, I understand we’re going to do a cold fusion today. Is that correct?”
Sam hadn’t heard that wording before and he hesitated to answer, “Yep,” Lisa answered. “Here is what we have picked out,” and she handed the book to Olivia. It was open to the Tyra Banks picture.
“Very nice,” Olivia said. “Really nice. Samantha can I remove your wig and see what we are working with?” She set Sam’s wig on a nearby counter and stepped back. “Yes, I think this style will work very well with your face. When is your party?”
“Saturday evening,” Sam answered in his best girl voice.
“I really like this style for you, but it is a pin curl style. That complicates things just a bit.”
“How so?”
“As I understand your schedule, you are coming in on Saturday afternoon to have your hair done, and get makeovers. Is that correct?”
Lisa answered with a “Yes.”
Returning to Sam, Olivia said, “You are going to have very thick hair when I finish. It won’t dry very fast, and it especially won’t dry fast when it is pinned down to your head in a thick curl. Generally, pin curl sets are put up at night and you sleep on them. In the morning they are dry and you can brush them out.”
“Why can’t we use a drier?” Lisa asked.
“Because of frizzies. The human hair I use has a tendency to frizz. Hot air from a drier will make it worse. This is a style where you definitely don’t want any frizzing.”
“What do you recommend?”
Olivia spoke to Sam, “Come back for the last appointment tomorrow. I’ll set your hair and you can go home and sleep on it. Pin curls aren’t like roller curlers, so they are much easier to sleep on. When you come back on Saturday, someone can brush you out when they do your makeup. That would be my recommendation.”
Sam just looked at Lisa waiting for her advice. He sure didn’t know the schedules or any other appointments. “Give me a second,” and Lisa took out her cell phone and walked away.
“And we may have one other problem, Samantha. I don’t know if I have hair that can match your color. The style you chose brushes the hair away from the face and exposes the scalp and hair roots. That is the worst place to have a color mismatch. It will be obvious to everyone.”
“What do we do then?” Sam asked.
“First, let me bring my swatches over and see if I can match your color. If I can’t then we have two other options. I can call over to the supply house and get an emergency delivery. It will add a bit more cost.”
Sam knew that money was no object. “That is not a concern,” he said. “And if they don’t have the right color?”
Then I can match as close as possible today, and tomorrow before setting your hair I can color the attachments and your hair together. That really is the best way to match up the color.”
“How long will that last?” Sam wondered. This didn’t sound good to him.
“Most colorings last 3 to 4 months, or until your hair grows out.”
Sam made a grimace, “Too long. Are there washable colors?”
“Sure. They don’t look as good as the permanent colors, but it will be ok.”
Lisa returned and said, “We can come back tomorrow afternoon for a set. That should work for us.”
“We might have one more problem,” Sam said. He quickly summarized his conversation with Olivia.
“Well first, let’s find out if you can match his hair with what you have on hand. Then let’s worry about alternatives,” Lisa said.
It only took Olivia 10 minutes to check though her inventory and find out she didn’t have the correct match. “I’ll call the supply store immediately.” Olivia stepped away while she made her phone call and then returned. “Good news,” she announced. “They have what we need, but it will take an hour to get here.”
Lisa was on a tight schedule. “Well let’s pierce his ears and attach his eyelashes while we’re waiting.”
Olivia returned with a cart and all the paraphernalia she would need. It took no time at all to swab Samantha’s earlobes with alcohol, measure and mark the center of his lobe and then pierce it with a starting stud.
That completed, Olivia began attaching artificial lashes to Samantha’s existing lashes. She washed Samantha’s eyelids with a mild cleanser. The artificial lashes were individual, curved and came in 3 different lengths to add realism. It took the full hour to attach the eyelashes but they made an enormous improvement in Samantha’s appearance.
“Only non-waterproof mascara,” Olivia told Samantha. Then she gave him a number of other instructions to follow to provide maximum longevity to the eyelashes. “If you are extra careful, your lashes will last up to 2 months.”
“I sure hope not,” Sam thought to himself.
The difference in Sam’s eyes was remarkable. Even Sam thought so. With a bit of curling and some dark brown mascara they would turn heads on Saturday.
It was almost 10:30 before Olivia was able to start with Sam’s hair extensions. “We need to leave no later than 6:30,” Lisa told Olivia. “Can you be finished by then?”
“Barely, I’ll need help to go that fast, and someone else will need to do his manicure. I’ll need help,” she pleaded.
“Ill get you some help,” Lisa said as she once again took out her cell phone and made a call to her mother. It wasn’t long after that a beautiful girl came over to assist Olivia.
Sam looked at the assistant and couldn’t believe his eyes. “Do they grow them here or something?” he wondered. Jillian was as beautiful as all the other girls he had seen in the salon. She had olive colored skin and dark brown hair. She was probably Italian. Her skin was perfect, her lips were large and plump, and she looked like she too was wearing eyelash extenders. She was fairly tall, maybe 5’9” in her 3 inch heels, her waist was tiny, her hips were large and her cleavage couldn’t be contained by her push-up bra.
Jillian assisted by sorting out the extensions from the bundle they arrived in, inspecting the adhesive and handing them to Olivia as she called for them. Olivia was working along the scalp and hairline of Samantha, picking up a few hair strands at a time, grouping them and straightening and pulling them taut, then lying the extension next to the hair bundle as close to the scalp as she could manage. Then Olivia squeezed the hairs and extension together with a pliers like contraption that fused the keratin-based adhesive to the real hair. Then she moved to the next hairs and repeated the process.
It was a slow and tedious process. Olivia would have to take an occasional break and Jillian would step in for her. Jillian wasn’t nearly as fast as Olivia, but she eliminated any down time.
While they were working away, a manicurist arrived and gave Sam a manicure. Sam’s nails were short but Mona and Lisa had decided not to add acrylic extensions to his nails. Not very many college co-eds had long fingernails, and they might look just a little phony. The manicurist soaked Samantha’s nails, and then cleaned up the cuticles before adding a base followed by a colored polish. Because of Sam’s striking pink suit, the manicurist was told by Lisa to use a pink polish. Saturday, they could remove the pink and apply a more appropriate color for Saturday evening.
The rest of the time Sam rested his eyes or flipped through a woman’s magazine. Cosmopolitan seemed to be popular for some reason, and they had many past issues. Lisa was continuously moving around, talking with Sam, chatting with the cosmetologists or calling her mother and giving her a running update. Olivia and Jillian continued working feverously.
Because of their deadline, the girls worked through lunch. The salon called out for sub sandwiches, and Sam practiced his dainty eating procedure, trying not to get any lipstick on the bread. After eating, Lisa gave him his purse and he took out his lipstick and a compact with a mirror. He relined his lips and puckered them together just enough to smooth out the lipstick. He did it just the way Mona had taught him.
Early in the afternoon he was served a soft drink and in late afternoon he received tea. Both times he practiced leaving just the slightest trace of lipstick on the glass. Once again, Lisa would give him his purse and he would take out his lipstick and freshen his lipstick. Practice, practice and more practice.
About 6:00 Olivia declared success. Jillian cleaned up the debris, and Olivia began styling Sam’s hair. Not all of the extensions were applied perfectly, and so some were slightly longer than others. Olivia had to clean them up, and cut the hair to the proper length and fullness for Saturday’s event. Sam’s hair was now very long and very full. If Olivia had attempted to wash Sam’s hair before cutting, it would have taken more than an hour to dry it. So Olivia spritzed a minimum amount of water on his hair and cut it semi-wet.
For the evening, Sam would have straight hair, parted at his crown and hanging to the shoulders. Olivia tried to dry the damp hair and style it a bit more with her hair brush, curling it under at the ends. But 6:30 came and went and Lisa could wait no longer. Olivia gave Sam a quick lesson in how to push his hair back behind his ears if it got in his face and that was about the extent of Sam’s hair tips.
As Lisa pulled him along to the receptionist’s desk, Olivia reminded him to tie it up before going to bed. “You’re not used to long hair and it will get in your way. The first couple of nights clip it up with a barrette or use a loose braid. Or better yet, wear a scarf.”
About all Sam could do was thank her with a wave as Lisa pulled him out the door.
“Is Maggie going to meet us at the car?” Sam asked.
“No, we’re not going home now. Miss Grace has invited us out to dinner.”
The girls were holding hands and walking down the sidewalk of a busy avenue. Sam was trying to remember his walking lessons and put them into action, but Lisa was pulling him along too fast. “Slow down,” Sam said. “I can’t keep up and walk like a lady. I don’t have your practice!”
Lisa slowed down and apologized. Sam pulled his hand free because he was having other troubles. Gusts of wind were blowing his skirt around and sometimes it felt like it was lifting up his skirt. He didn’t like the feel of that as it made him feel out of control. At the same time he was trying to hold a clutch purse in one hand, which although it sounds simple was another thing he was not used to doing.
“Where are we going? Out in the public? I’m not sure I’m ready for this,” Sam complained. “I’m not wearing much makeup and you can probably see my five o’clock shadow.”
Lisa laughed to herself. Sam did not have much of a beard to begin with, and Maggie had used more than enough cover-up to eliminate any 5 o’clock shadow. And the very reason that she had not told Sam about the evening dinner was to keep him from getting too worried. Once he was out in the public the deed was done and he would have to cope. The girls all felt that Samantha was ready for this push. And a push it was.
And on top of all that, Grace had yet to meet Samantha in person. She had seen plenty of photos and she was very pleased with the progress that Lisa and Mona were making. But she really wanted to see for herself how pretty this young boy was.
It was a four block walk to the restaurant, but it might as well have been four miles for Sam. As he tried to remember how to walk properly, the wind kept blowing his long hair across his face. He kept trying to push it back behind his ears, but he was afraid that he wasn’t doing it with enough feminine flair. And people kept looking at him. Men and women both watched him walk by, but the men looked longer. The women looked him up and down and even met his eyes sometimes. But the men seemed to be looking at his breasts more than anywhere else. Some of them smiled at him and one even winked. As they walked past pedestrians that were standing and waiting for evening rides, he was sure that he could feel their eyes following him along, probably staring at his ass.
Sam felt very uncomfortable. He heard the clicking of his heels on the concrete walk, and it sounded totally different than walking in the house. It sounded much louder and ominous for some strange reason. He didn’t want any attention, and yet it seemed that all heads and all eyes were drawn towards him. He knew that he was dressed nicely — in nice, fashionable clothes — but he truly did not understand how beautiful he was. His long hair and bright pink suit just begged people to look at him. Under different circumstances a woman might have enjoyed the attention and affirmation of her beauty, but Sam was too new to this game. The wind blew up his skirt again and forced him to quickly push it back down. The feeling of the wind under his skirt left him feeling vulnerable. It was a totally foreign feeling and it scared him.
He was forever thankful when they reached the restaurant and stepped out of the public’s eye. Or so he thought. He merely gave up one public appearance for another. Patrons surveyed him very carefully as the maá®tre d’ led the two young girls to a table near the center of the room. This was a test as much as it was practice for Sam, and Grace was going to put some pressure on him. He was going to be the center of attention for the entire restaurant.
When they reached their table, Mona, Grace, Eunice and Maggie were waiting for them. Sam was able to practice his hug and kiss with each woman as she stood and greeted him. Lisa seated him between Grace and herself. Mona sat next to Lisa so that they could exchange numerous whispers throughout dinner. Maggie wasn’t wearing either of her uniforms, as she too was in a nice dress with long sleeves, scoop neckline and a bit of cleavage showing.
Grace took control of the conversation. “Samantha you look ravishing in that suit. It fit’s you so well. You’re figure is amazing. Are you wearing a corset by chance?”
“Yes.”
“It looks amazing on you, dear,” and Grace patted Sam’s hand. “It also looks like your hair has grown since we last met.” Sam smiled a bit. “So how was the experience?”
Before Sam could answer a waiter showed up and asked if they would like cocktails.
Grace took charge, “Wine everyone?” Heads bobbed up and down. “Eunice would you please order the wine? You are our expert oenophile.”
“Any preferences on red or white?” she asked the group. No one had any strong feelings. “Does anyone know what they are ordering yet?” Silence and shrugs. “Ok, bring me one bottle each of a Cabernet Sauvignon and a Chardonnay. Just bring my usual,” Eunice said.
Grace returned her attention to Sam, “So how was your hair experience today?”
Before Sam could answer Mona jumped in and asked gruffly, “Is that how you had it styled?”
Grace gave Mona the evil eye and said slowly enough that everyone understood it as a reprimand, “Please allow the boy to answer one question at a time.” Point made; Grace had re-established herself as Sam’s guardian and Mona had re-established her reputation. “Please Samantha; tell us about your day. Did you enjoy it?”
“It was certainly long enough,” he started. The group of ladies chuckled and gave him their condolences. Sam then went into a rather long description of the process for having hair extensions cold fused to his existing hair. The group gave him their rapt attention and asked many questions. They kept him talking even though wine was brought and served.
“And have you picked out a hair style for Saturday?”
“Yes. Lisa and I really like it.”
“Well tell us about it.”
“I’m not very good at describing it. Lisa can you explain it?”
Lisa begged off and said, “Try your best Samantha. I’m sure you can describe it just fine.”
“Well,” and he paused trying to get his thoughts together. “It’s parted on one side, and that side is brushed back and away from the face.” He used his hands to try and show how the style would flow. “The other side is brushed forward and across my forehead, and then it too is brushed back away from my face as it falls to the side of my neck. The hair is very curly and full. Voluminous is the word the cosmetologist used. I think it will look very nice,” he concluded.
“How interesting,” Grace said. “I must compliment you on your voice. You must have been practicing very hard, because it sounds very promising.”
“Thank you.”
“Has Lisa explained that we are all coming to the salon together on Saturday to get our hair styled?” Grace asked.
“Yes. But I have to do things differently on Saturday.” Sam told the group.
“Really? How is that darling?”
“I’m getting it curled differently. Pin curls I think. Is that correct Lisa?”
“Yes.”
“So how is that different?” Grace asked with great interest. But before she could get her answer, the waiter politely interrupted and asked if they wanted appetizers. Lisa and Sam picked up their menus and looked through the appetizer list.
Sam whispered to Lisa, “There are no prices on my list.”
“That’s because grandmother is buying and you aren’t supposed to take price into consideration. Pick out something you like.”
The only thing Sam recognized was shrimp scampi — whatever scampi meant. So he ordered the small serving. The others already knew what they wanted and placed their orders.
Grace returned her attention to Sam, “So Samantha, how are things going to be different?”
“As I understand it,” Sam began in his practiced female voice, “my new hair is very thick, and pin curls dry very slowly. They lie flat on your head I guess,” and he looked to Lisa for confirmation. She nodded yes. “So because they lie flat on your head they dry very slow compared to those rollers. And I guess you can’t use a hair dryer on them because these extensions tend to frizz when you apply too much heat. So they have to dry naturally.”
“Ok, Samantha, I understand all of that. So how does it affect our Saturday styling? I was so looking forward to having you there with us,” she said with a slight disappointment in her voice.
“I’ll still go with you,” Sam assured her. “But I have to go back to the salon tomorrow afternoon to have my hair set, and then I have to sleep with all of the pin curls in my hair overnight so it will dry thoroughly. On Saturday they will remove my curlers and style my hair, so I will still have to go with you.”
“Well that’s a relief,” Grace said. “I really do want you there with us Samantha.”
For one of the rare times Eunice spoke. “Sleeping on pin curls isn’t hard,” she said. “They’re nothing like roller curlers,” and she looked at Grace with a little smile.
“That’s right,” Maggie added. “You will probably have to wear a scarf over them to keep them in place; you don’t want to pull out one of the pins. But you will hardly notice you have your hair set.” Unspoken was the caveat that after you had slept on rollers as many times as Eunice and Maggie had, you would hardly notice pin curls.
Grace once again patted Sam on the hand, now that she knew Sam would join them on Saturday. She noticed Sam’s nail polish and picked up his hand to look at his nails. “Did you get a manicure today?”
“Yes.”
“I thought so. Your nails look very clean. They are a bit short though. Is that how girls wear them these days?”
“I’m not sure,” Sam answered. “You’ll have to ask Lisa.”
“I think I will. Lisa, are Samantha’s nails too short or is that how girls are wearing them?”
“They are a bit short grandma.”
She patted Sam’s hand and said, “Maybe next time you can add some extensions.”
The appetizers arrived and they suspended the conversation just long enough to get served and take a first bite. Sam had never had shrimp scampi before and he really like them.
Grace started up the conversation again. “With that long hair I can’t tell, did you get your ears pierced today?”
“Yes ma’am,” Sam answered. He held back his hair so that everyone could see his temporary studs.
“Please Samantha, don’t call me ma’am. Miss Grace would be better, if you please.” Grace didn’t want to get too informal with Sam. After all, he wasn’t one of them yet. And he certainly needed to know that there would be a pecking order in the family. He would be the lowest. So Grace asked that he use the Miss moniker. “So Sam, you will be ready to wear earrings on Saturday?”
“I guess so.”
“I ask, because I am told that you asked for some special earrings.” Grace looked him in the eye waiting for his response.
Sam blushed a little. “I wasn’t really serious. I was only joking with Lisa.”
Again Grace rubbed his hand and said, “Don’t apologize for what you said. If my sources are correct, it was the best request that you could have made. It tells me that you understand our situation a little better.” Sam smiled just a bit for Grace.
Grace released his hand and returned to her appetizer. “Samantha, I think I have just what you want. I’ll bring them with me Saturday.” The smile on everyone else’s face told Sam that he would be getting some special earrings indeed.
The women finished their appetizers and the dishes were cleared away. The waiter returned and took orders for entrees. After he left, Grace again took up the conversation. “Samantha, I want you to know exactly how much we all appreciate what you are doing and what you are going through. And I especially want to thank you, since I am the one that came up with this plan and asked you to participate. So here is a little something to show my gratitude.”
Grace handed Sam a long narrow box. It was wrapped in shiny paper and had a tiny little bow on it. Sam accepted the gift and expressed his thanks. “Go ahead, open it,” she told him.
Sam removed the ribbon and paper and found a velvet box. He was apprehensive about this box, because it looked like a box that a watch might come in. A very expensive watch he was thinking. He opened the box and he was more than surprised to see what it contained. Mildly shocked might be a better description. Inside the box was an expensive looking necklace.
“Go on, take it out,” Grace instructed. “Maybe it will go with your dress on Saturday.” Sam removed it from the box and held it up. It was a gold herringbone chain with a pendant hanging from it. The pendant had a nice size diamond inlaid in a gold fixture. “I see you’re not wearing a necklace,” Grace continued. “Please let me help you put this on.” Grace took the necklace from Sam. “Turn around and hold up your hair,” she said. She clipped the necklace on him and said, “Turn around, I want to see how it looks on you.”
Sam obliged. The other girls made appreciative comments about how nice it looked on Sam. Sam was still stunned. “She gave me a necklace?” he thought. “What in the world am I going to do with a necklace?” Sam knew he had to say something but all he could come up with us, “Thank you so very much. It is very pretty, but you shouldn’t have.”
Everyone laughed politely. They knew exactly what Sam meant by “you shouldn’t have.” They all thought it was a quick repartee. But it didn’t change anything. Sam was becoming more of a girl in their eyes than he wanted. And there was nothing that he could do to change that impression.
And Grace made his status even clearer when she moved the conversation along. “Samantha, you look so pretty. I know you have put a lot of effort into this week, and I for one believe it has paid dividends.” The other women agreed. “Tell me darling, what kind of bra are you wearing? You look so good on top.”
Gulp. This conversation was getting stranger and stranger. Grace was going to take the rest of the meal and move the conversation into girl talk. And she was going to make sure that Sam was going to be in the middle. They were going to start with clothes and fashion and move into other typically female topics.
Sam stammered for a moment and tried to answer, “I don’t know for sure. It’s white.”
The women laughed. Lisa came to the rescue, “It’s an Olga underwire, back-hook and no padding.”
“No padding?” Grace asked in surprise. “My goodness girl, how big are you?”
Again the other women chuckled and Sam remained stumped. “I don’t know.”
Grace looked over at Lisa who responded, “36C. Samantha is using Amoena breast forms.”
“36C? No wonder you look so good. You’re very big Samantha. Lisa, how big are you?”
“I’m 34C grandma.”
“How about you Mona?”
Mona looked right at Sam and said, “36C. We’re the same size.”
“How nice,” Grace said. “You can trade bras. Maggie, time to tell.”
Maggie also looked at Sam and said, “I’m a little bigger, 38C.”
“Eunice?”
“I’m too old and droopy to get into this conversation. But I’ll tell you what I used to wear, exactly the same as Maggie. And we did trade once in a while,” she giggled.
Mona quickly jumped in, “Mother, you started this, how big are you?”
She laughed and said, “I plead the fifth. I’m with Eunice.”
Sam was shocked once more. He couldn’t believe they were going around the table revealing their bra sizes. He shouldn’t be here during this kind of conversation. He wasn’t one of the girls. This was definitely girl talk, and not meant for mixed company. But Sam just didn’t get the big picture. This wasn’t mixed company; he was going to be treated as one of the girls from now on.
Once more Grace came back to Sam, “Samantha, what size is that suit you are wearing. It looks wonderful on you; with your corset it really brings out your curves.”
“I’m not sure,” he said blushing. The other women noticed his blush and knew they were pushing him further than he wanted to go. He didn’t feel comfortable in this conversation and that is exactly what they wanted. Not that humiliation was their goal, but it was fun teasing the boy. No, they wanted him to feel like he was being treated as one of the girls. They wanted him to think that this cross-dressing was more than just dressing. Sam was becoming a girl in the minds of these other women.
“Samantha is wearing one of Harriet’s old suits. So that would make it a 12,” Lisa offered.
“Well Harriet certainly isn’t a 12 anymore,” Grace said. “The last pictures that I saw of her she looked more like an 8.”
“Yes, that is what she wrote in her last letter,” Mona confirmed.
“What size dress do you wear Lisa?”
“I wear a 10, grandmother.”
“That means Harriet is smaller than you now. I guess that school has done her some good!”
For some reason everyone laughed. Sam didn’t understand the joke.
“Well Samantha, maybe you have something to shoot for now,” Grace said.
“I don’t understand. Shoot for what?”
“A size 8 dress, Samantha dear” and she laughed lightly. “Harriet did it, so maybe you can too.” Then she set her hand on Sam’s and said, “I am only joking dear. It’s just that we are so proud of Harriet. She has come a long way.”
Sam shrugged to signify that he didn’t understand.
Grace leaned close to him and whispered, “Harriet was born with a disadvantage, that’s all. It’s something we don’t like to talk about,” and she cut off further questions about Harriet.
Entrees arrived and everyone began eating. Everyone watched Sam as he ate his lasagna and sipped his wine. They watched so much that he was becoming self-conscious. After several minutes Grace said, “You are doing a very good job eating. Lisa has taught you well.”
Now Sam understood why they were watching him. They were checking his feminine table manners and his eating. “I guess I passed,” he thought.
Grace moved the discussion along to Samantha’s dressing preferences. “Samantha, what kind of stockings are you wearing?”
“Nylons.”
“Oh I know that. I mean do you prefer garters and regular stockings, or do you use pantyhose or self-holding thigh-highs?”
“Oh. I’m wearing thigh-highs.”
“Is that what you prefer?”
“I guess.”
“I’m an old fashioned girl myself. I like the feel of a garter against my leg. How about you Lisa?”
“I prefer garters too. They just seem so much more feminine.”
Grace glanced around the table for the others to respond.
“Old fashioned, I’m afraid.
“Me too.”
“Can’t beat them.”
Grace looked at Sam, “But I think the thigh-highs have more styles available now. It’s hard to find some of those glittery stockings or the elaborate lacing in my old-brand.”
The conversation covered stockings for a few more minutes. “So what else have you been doing this week?” Grace asked Sam.
Finally, a change of topic. “Mostly riding and swimming.”
“I heard that,” Grace acknowledged. “Lisa loves to ride her Cinnamon. What horse have you been riding?”
“Abigail.”
“She is an excellent starter, and very tolerant of an unsure hand. And Jennifer tells me she likes boys.”
“I wouldn’t know about that, but she has been easy to learn on.”
“Lisa also tells me that you have been wearing your bra and breast forms while riding.”
Damn she knew how to humiliate a boy! Right back to intimate and embarrassing girl stuff. “Yeah,” was all that Sam said.
Lisa came to his defense. “Samantha glued on her forms to get more used to them for Saturday. Naturally she has to wear a bra with them, especially while riding.”
“I know,” Grace said. “Otherwise the jiggling might knock you out,” she said to Sam. Everyone started laughing loudly. Sam began blushing even more. Sam laughed just a little to be polite.
“It’s kind of fun isn’t it? Bouncing your breasts and showing them off. Those breast forms probably jiggled all over when you were riding. Trust me, we all understand. It’s just part of the fun of being a girl.” The other women all agreed.
Once again, Grace took Sam’s hand and held it while she spoke. “I understand all of this Samantha. I know what you’ve been wearing and why. And again I want to say that we all appreciate your efforts. Have you been wearing one of Harriet’s bikinis when you go swimming?’
Why did she bring that up? “Yes.”
Plates were removed and orders were placed for dessert. During dessert the women talked about the latest fashion show in town. Mona urged Maggie to pick up one or two of the latest dresses for work. They asked Lisa about school work and talked about fashion with her. Which way were dress hems going on campus? The rest of the meal’s conversation covered girl talk, but left Sam out of the picture. He was happy for that little respite.
At the end of the meal the women took out their lipstick and freshened their lip color. Sam was expected to do the same. He opened the little clutch purse on his lap, and took out his lipstick and the compact mirror. He opened his mirror first, then his lipstick and while holding the mirror in his left hand he daintily applied the lipstick with his right. He softly touched his lips together, inspected their appearance in his mirror, and apparently satisfied with his performance he returned everything to his purse.
“Excellent job, Samantha,” Grace complimented him. “You’re going to be fine on Saturday. Eunice, why don’t you call George and have him bring the limo around. Mona, you might want to call Chas. I guess we’re done here. The little girl’s room is that way, Samantha. Just in case you need to use it before we leave.”
“Thanks, maybe I should.”
“I’ll go with you,” Lisa said.
The girl’s rest room was unoccupied when they arrived. “Hang your coat on the back of the door, and since you are wearing a skirt you can take it off and hang it also. That way there isn’t a chance for an accident.”
Sam entered one stall and Lisa entered the adjacent. “How was your meal?” she asked Sam.
“Ok. The lasagna was fine.”
“I think grandmother really likes you.”
“I guess.”
“Oh, I’m sure. I have never seen her so animated. Usually she says very little at dinner. She normally let’s everyone else do the talking.”
“Really?” Sam wasn’t so happy that she had done all of the talking tonight.
“Yeah. I can’t believe how much she was talking to you. It was just like you were one of the family.”
“I know.” What Sam really meant to say was, “I know that everyone in the family is a girl.” But he left that unstated.
They finished their business and met at the sink. As they washed their hands Lisa looked in the mirror and saw Sam’s necklace. “You know how I know grandma likes you?”
“How?”
“Your necklace. That had to cost at least five thousand dollars.”
“Really?” Sam was amazed. “It cost five grand?”
“At least. She likes you Samantha. No doubt about it.”
Strange thoughts entered Sam’s mind. “What in the world am I going to do with a five thousand dollar necklace? Wear it to gym class? This is so fucked up.”
CHAPTER 15
For Sam, Thursday night was once again spent sleeping in his female under garments. But he did loosen his corset just a hint before going to bed. The corset was extremely difficult for Sam to accept. Yes, he was getting a little more used to wearing it, but it was very constrictive and nothing reminded him of his feminization more than the corset. Not his breast forms, not his brassiere, not his panties and not even his negligee. The others could almost be ignored while sleeping, but not that damn corset.
Lisa in her guest room, and Mona and Maggie in the study watched Sam loosen his corset as he got ready for bed. No one was too concerned. The big point was that he was still wearing it to bed. None of them would have done that, so they were thrilled that their little poppet was still doing it.
Friday morning was another home day. Sam changed into clean panties and bra, and Lisa found him another clean pair of her old, tight-fitting jodhpurs. He slipped on his boots and a clean blouse from Harriet’s room and joined Maggie for an extended breakfast. Maggie was very good at putting Sam at ease, and Sam enjoyed talking with her. Maggie really seemed to understand him. It was almost as if Maggie had gone through the same things as Sam was now experiencing. Little did Sam know.
Sam was getting more comfortable on Abigail, and Jennifer was slowly extending his lessons each day. She was teaching Sam some new things, and Sam and Abigail were doing quite well. While Jennifer gave Sam his lessons, Lisa and Cinnamon went jumping and working on her dressage. When Jennifer was finished, Lisa would take Sam on the trails around their estate.
“I have to take you to the farm sometime. There are lot’s more trails and we can do a lot of running. You’re getting good enough that you could appreciate the farm.”
“Where’s the farm?” Sam asked.
“The one I’m talking about is in North Carolina.”
“How far away is that?”
The chatter continued for the rest of their ride, and Lisa used Sam’s riding as another future tool to help control him. Everything the Hawthorne family did was planned to pull Sam further into their plans and limit his abilities to resist.
After riding, Maggie made them a small (fat-free and nutritious) snack. Again Sam chatted with Maggie about cars, and electronics. Afterwards it was up to Harriet’s room to change. Lisa gave Sam a bright white bikini for the afternoon swim. She also gave Sam a swimming cap to keep his hair dry. Sam used it, but it was unnecessary since he found it safer not to put his head in the water.
The kids swam, and tanned (at least Lisa tanned), and chatted the first half of the afternoon away. At 3:00 it was time to get ready for their drive into town. When they entered Harriet’s closet to look for a dress Lisa said, “Mom made a suggestion concerning your dress today. You don’t have to do it, but she thought it might be good practice.”
“What is it?” Sam asked warily.
“To help you practice for sitting and crossing your legs, she thought a mini-skirt would be good for you. It will ride up above the knee and will make you more self conscious about where the hemline is. She thinks it will help you adjust your sitting position and just be good practice overall. What do you think?”
“As long as it isn’t too short, I don’t want anything to peak out.”
Lisa laughed. “Everything is tucked away very nicely, so nothing will peak out. But I understand your thinking. And that is partly why mom suggested it. It will help you be conscious of what you are doing.”
“Are we going out in public tonight?” he asked.
“No, that wasn’t the plan. We are supposed to come back here for one more night of dressing and practice.”
“Hmmm.”
“Did you want to go out?”
“We haven’t done anything together except for one movie this whole week,” he complained.
“I’m sorry,” she apologized. “I really did expect us to go out more often. I was hoping to go out dancing too. But then grandmother came up with this deal, and I really wanted you to come to the party. You’ll get to hobnob with some powerful people, and see some people show off their money. I just thought it would be very interesting for you.” She paused for a minute.
“And I thought it would give you a chance to see what my family is really like. I was worried that you would think us too snobby and you wouldn’t like me anymore. I really like you Sam, and I was afraid that just seeing the house and pool and limos and stuff would scare you off. I know we have money and I know that it can be intimidating. That’s why I never said anything about it at school.
“So I wanted to get you home and show you how well you could fit in, what with riding and swimming and the evening shows that we never went to. But I figured Saturday would be my big chance to show you how people can have lots of money, but still enjoy the fellowship of friends and have a nice evening together. We’re not all that much different from everyone else.”
Sam sighed. “I like you too Lisa. I have to admit that I was a little scared when I found out how rich you are. I don’t have any money, and I was worried about how your family would treat me.”
“See, that is why I wanted to take you to the dinner party Saturday.”
“I understand,” and Sam gave Lisa a hug and kiss.
“Thanks,” Lisa said. “And even though this isn’t what I had planned, I think grandmother’s idea has forced us even closer together. We have had to spend more time together preparing for Saturday and making you pretty and passable.” With a twinkle in her eye she added, “And you got to see what it is like to have boobs and go bounce them around while riding a horse. Not every boy gets to do that.”
Sam chuckled just a bit. “And wear a corset around the clock,” in mock disgust.
“Sometimes you have to take the bad with the good.”
“Let me tell you, this corset is no picnic.”
“I know. And again I thank you for doing everything you have done. You have been an angel,” and she gave him another kiss.
“So we’re back here tonight for more torture?”
“Rehearsal. I think that sounds better than torture, don’t you.”
“I guess.”
“And besides, your hair is going to be rolled up and in a scarf. It probably wouldn’t look good at dinner or a show.”
“You’re right,” he said resignedly. “So what am I wearing to the salon?”
Lisa held up a black lace mini dress with jersey lining, lace frill down the front and delicate lace trim around the neckline. The lace sleeves were long with patterns in the shear fabric.
“What do you think Sam? Do you like it?”
“It’s pretty enough, and short enough. I will have to pay attention when I sit down.”
“And that’s the purpose of it,” Lisa said enthusiastically. “You want to pay attention so it becomes more natural tomorrow.”
Sam put on his dress and a pair of 4 inch heels. If nothing else, he was learning to walk in high heels this week. That thought triggered additional thoughts; he was also learning to wear brassieres, lipstick, nylon stockings and an entire host of other things that he didn’t want to learn about. This was wrong. This whole thing was just wrong.
After a moment of self-pity Lisa prodded him along. “Let me call Maggie and we can do your makeup.” Sam pushed his hair behind his ears and plopped himself down in the vanity chair. What else was he supposed to learn? He glanced at his pink nails as he pulled down the hem to his skirt. It was short!
Maggie did his normal style makeup for the evening, so it was a little dramatic for daytime. She dropped a few items in Sam’s black purse, and then she gathered up her cosmetics and walked down to the limo with the kids. Maggie was watching Sam walk and she was pleased with what she saw. “Samantha, that dress does great justice to you. It shows off your long legs and the thin waist you have. You’ve got your girl walk down absolutely perfect, and in those heels and that dress you look like a model from behind. Men are going to notice!” Maggie gave a clandestine thumb up to Lisa.
“Just what I needed,” Sam sighed.
Maggie was holding the rear door to the limo open while Sam tried to slide in without his skirt sliding up too far. Lisa whispered to Maggie, “Make us walk to the salon, I want him to show off his legs.”
When they reached Washington Maggie said, “If you don’t mind I’ll drop you off on fourth. We’re into the start of rush hour and I could get stuck on Cedar for a long time. I don’t want you to miss your appointment.”
Lisa quickly agreed, “No problem.”
Maggie found a spot to double park, and she opened the rear door for them. Lisa hopped right out, but Sam slowly slid across the car seat, and carefully placed both feet on the street before he stood. He quickly pushed his skirt down as far as he could — which wasn’t far. They stepped over to the sidewalk and Lisa gave Maggie a little wave.
Lisa touched Sam’s arm and pointed, “This direction.” Maggie had given them a six block walk and Sam had to concentrate the entire distance. Twice Lisa said something to Sam and he missed it. The sidewalks were just as busy as the previous night and Sam was getting even more attention. With his heavy makeup, 4 inch heels and short skirt he looked hot. His training had paid off and he walked and moved like a real girl. He wasn’t strutting or wiggling his hips like a young girl might do to draw more boy attention, but he still received more than enough attention.
There was a slight wind and it easily blew up his legs and gave him that scary sensation he had experienced the night before. But now his skirt was even shorter and his apprehension even higher. It was a nerve wracking experience for the amateur girl. He looked straight ahead, and more often than not down at the sidewalk. He didn’t want to chance a crack in the sidewalk tripping him up. The click-clack of his heels, the wind blowing around his legs and the stares from the men constantly reminded what he was wearing and what he must look like.
Only Sam didn’t fully understand what he looked like. Dressed as he was, and with his long hair blowing around him he looked not only sexy, but young. He looked like one of those sexy young girls that work behind the cosmetics counter in the department stores. Like those girls, he was dressed and made-up to draw attention. The men couldn’t keep their eyes off him, and like Maggie, they appreciated the view from behind, just as much as from the front.
Sam could feel those eyes on him and they sent shivers up his spine and puckered his cute tush. Walking became twice as hard as he concentrated on holding shoulders back, pushing his hips out just a bit and getting those legs to take turns stepping in front of each other. His elbows were turned in, and his arms swung ever so slightly beside him.
For her part Lisa was enjoying the show. She liked turning heads herself, but she was thrilled that Sam was catching as much attention as he was. They had done an excellent job of dressing him today, and this walk just brought in tons more compliments. She was flashing smiles at the men as Sam was concentrating on his walking. “Smile,” she whispered to him, but he never heard her.
They reached a corner and had to stop for a light. She leaned over and again said, “Smile more. Relax, you’re too tense.” He tried to relax, but it was just impossible. He ginned up a bit of a smile as they were off across the street. A man winked at Sam. A couple more said hello. Even the girls were looking at him.
For six long blocks he concentrated on surviving. Finally they reached the Hawthorne Building and stepped inside. He still wasn’t home free. The first floor had a lobby and several shops that were filled with people. But he was close now. He could taste victory. Remembering Lisa’s words he smiled and relaxed just a little. He allowed his arms to swing just a bit more and his hips wiggled a tiny bit more. As they pushed their way through the crowd, Lisa stepped behind Sam to walk in single file. She could sense the change in Sam’s attitude and could see his step relax. Damn! He looked good from the back. His corset had squeezed down his waist, the dress and those high heels made his legs look shapely and long, and his hair flowing behind him truly did make him into one cute girl.
Lisa had picked a winner!
Sam finally reached the salon and stepped into safety. He let out a soft sigh and looked at Lisa. “God that was scary!”
“You did wonderful, Samantha. You have it down perfectly. You are one convincing chick! And pretty to boot!”
“Thanks,” he said, but what he thought was, “Just what a guy wants to hear; you make a hot chick. Fuck!”
Florence greeted them and called over Olivia, who led the two of them to her work area. Sam was seated in front of a sink and Olivia washed and conditioned his hair. Then she spent a long time wrapping towels around Sam’s head and trying to soak up the excess water. She didn’t want to rub his head with the towels, so she kept wrapping dry towels around his hair and tried to sop up the water that way. When Olivia felt that Sam’s hair wasn’t too damp she moved him over to her styling station.
The actual setting of Sam’s hair took less time than the drying. Olivia sectioned about a one inch square of scalp and drew out the hair in to a bundle, then wrapped it around a finger. Half way to the scalp she removed her finger and held the ring tightly while she continued to roll it up against the scalp. At that point the ring of hair was perpendicular to Sam’s scalp. She gave the ring a half twist and laid it down flat, then fastened it with pins. Voila! One ring done.
When she was done, Olivia did a survey to make sure every ring was tightly pinned down, then she tied a silk scarf over Sam’s head. “I suggest sleeping on a silk pillowcase if you have one,” Olivia said. “This scarf will slide smoothly over the silk pillow and there will be less chance of pulling a pin.”
“How about satin pillow cases?” asked Sam.
“Just as good. You’re done Samantha. I don’t know who will brush out your hair tomorrow, but I’m sure you’re going to have a beautiful style. Enjoy the party!”
Lisa signed and called Maggie to make sure she was in the normal parking location. She and Sam walked through the lobby to the reserved elevator and waited in front of it. “Aren’t you going to call it?” Sam asked.
“Nope. Maggie is coming down and she will stop it here.” Sam patted his head and felt the silky smoothness of the scarf as it flowed over his curls. “How does it feel? Can I touch?” Lisa asked.
As Lisa slid her hand over the scarf Sam answered, “Kind of tight and a little damp. It’s a new sensation for me.” Lisa gave him a smile. The elevator chimed, and the doors opened to show Maggie waiting for them.
“How did everything go, Samantha?”
“Fine, no problems.”
“Your first salon wash and set. That’s kind of a special day for a girl,” Maggie said.
“I guess,” Sam answered. But his mind was rebelling with the thought, “I’m not a girl, damn it!”
When they reached the estate, the two kids met Mona in the salon. They exchanged their practice greetings, then Mona stepped back to survey Sam. “You look really good in that dress, Samantha. It really shows off your legs, and I must say you have gorgeous legs. That dress and your scarf remind me of a 40’s pinup girl. They used to wear scarves like that for their cheesecake poses. You’ve got the legs and curves for a nice pinup poster yourself. Maybe you can have Maggie make one for Lisa’s bedroom.”
“Mom! Enough already!”
Sam was getting flustered by all of these girly compliments. He didn’t care how good he looked, he didn’t want to be continuously complimented and reminded of his girl persona. And now Mona wanted a picture of him pretending to be a female pinup in his girlfriend’s bedroom? That was just beyond weird.
“We’ll get some pictures of you in that dress when Maggie gets changed into her maid uniform. In the meantime, please sit.” Sam sat as he had been taught. “Nice, please walk over here.” Sam stood and walked with his feminine stride. “Beautiful. You’re turning into a beautiful woman, Samantha. Everything you do looks wonderful.
“About the only item that really needs work is your voice. You’re doing well, but we will probably have to give you a little help tomorrow. Let’s start the DVD with you standing.”
Before he started his voice training Sam wanted to know what type of help Mona was referring to.
“I talked with our clinic doctor today. She gave me a mouthwash that you can gargle with before the party. It tightens your vocal cords and raises their pitch just a bit. But what it does best is make you slightly hoarse. That will cover your voice just enough to make you passable. Once before dinner and once after you need to use an inhaler she gave me, just to keep the cords tight. The medicine wears off in only a matter of hours.
“Will that be alright with you Samantha? It is approved by a doctor.”
Sam didn’t like the idea of messing around with drugs, and he considered this a drug, but it had been approved by a doctor. “Just as long as it isn’t permanent,” he said.
“Oh no,” Mona reassured him. “If you keep practicing your voice lessons, it won’t take long before you won’t need any assistance. You’re making wonderful progress on your voice as it is.”
Sam didn’t want to get into a discussion with Mona, but after tomorrow night he didn’t plan on ever doing this again. Of course he was wrong; he just didn’t see the writing on the wall yet.
Mona put him through his paces for almost an hour, then quit for Maggie to take some pictures. “Why are we still taking pictures?” Sam asked Lisa. “We’ve decided on hair and everything, haven’t we?”
“Please humor Maggie,” Lisa told him. “She likes photography and she doesn’t get to shoot models very often; especially models as pretty as you.”
“I am not pretty, damn it!” he thought to himself. Sam was getting frustrated with all of this girl talk and all these compliments about being pretty. Yeah, he knew they were trying to pump up his confidence for tomorrow, “But please, just ease back a bit,” he silently wished. “You’re trying to turn me into a real girl.”
But they wouldn’t ease back on Sam. During dinner Mona was more detailed in her inspection of Sam’s eating manners. It was the toughest rehearsal he had gone through. But at the end Mona turned back into her cheerleading mode. “Samantha, how old did you tell us you were?”
“Eighteen.”
Mona looked a bit wistful, “Yes, 18. That was the same age that Lisa had her coming out party. She was a beautiful debutante and we were so proud of her. For some reason I keep thinking that tomorrow should be your coming out party. You would make such a beautiful debutante.” Somehow Mona gave Sam the type of look that demanded a response from him.
The last thing he wanted to say, but he had no choice, “Thank you Miss Mona.”
“What do you think Lisa? Maggie? Wouldn’t she be a beautiful debutante?”
Both women agreed. Sam was getting annoyed, but could say nothing. After the dinner, Mona took Sam back to the salon and he spent one more hour on his feet. “I want you to be walking in those heels tomorrow night like you’ve done it your entire life,” Mona told Sam.
“Yes, Miss Mona.”
The DVD finished playing through for the second time that evening. Mona was finished with his training. “That’s it Samantha. No more training or practice or rehearsal. Tomorrow is the real thing. You don’t have a thing to worry about. You’re going to be fine. You look beautiful, and you have learned all of your lessons better than I could have possibly wished. And best of all, I have watched you these last couple of days, and you look so comfortable and natural as a girl that nobody will be the wiser. Thank you so much for putting forward all of the energy and effort that you have shown. You’re going to be the hit of the party. Now off to bed with the two of you. We have an exciting day ahead of us.”
Lisa followed Sam to Harriet’s room, just because she wanted to ogle Sam’s legs on the way up the stairs. Sam stripped down to his undergarments and then slipped on his robe and followed Lisa back to her bedroom. They spent just a little time snogging and petting before Lisa sent him off to get ready for bed. She went to her guest room to do the same.
As soon as Lisa was in her room she turned on the monitor and watched Sam prepare for bed. He removed his underwire bra and panty girdle and used the toilet. Then he removed his makeup the way Lisa had taught him and he moisturized his face before brushing his teeth. Lisa had left him a sleeping bra, so he slipped it on like an expert, then slid his negligee over his head.
Sam found his lip plumping balm and walked over to the large mirror to finish his nightly routine. He slid it over his lips while he watched himself in the mirror, then slid the cap back on the balm and just looked at his reflection. He stood there for several moments while his emotions from the past week came bubbling to the surface and finally he was able to voice out loud all of his pent up frustrations.
“What the fuck am I doing? I’m standing here putting on lip plumper to make my lips big and pouty! I am getting ready to go to bed in my girl friend’s bedroom, and I’m wearing her satin negligee. And that’s just the start. I have long hair and I am going to go to bed with my hair rolled up and a scarf over the curlers. Tomorrow I get it styled. And wait there’s more! I also have boobs glued to my chest and I’m wearing a bra. Jesus H. Christ, I’m wearing a fuckin’ for real bra. But hey, that’s not all! I’m also wearing a corset that has been cutting me in half all week. Yeah, that’s right, I’m not just wearing it to bed, but I’ve been wearing it for a week.
“Man, what is wrong with me?” he asked dejectedly. “Why didn’t I go to Daytona Beach? I can see it all now. I get back to the dorm and there is my room mate, all tanned with a shit eating grin on his face. “How was Florida?” I ask. “Great, wonderful. You should have been there. Look at my great tan. And the girls were awesome. Gorgeous. I got laid 3 times. So how was your vacation? Did you get laid?”
“Well, not exactly. It was different,” I tell him. “How so?” he asks. “Well I went home with my girlfriend to meet her family. I find out they’re just about the richest people on the planet and I’m not exactly in their socio-economic circle. When I get there I get the third degree and I find out her mother hates me. I don’t know why they even kept me around for a week. I guess they felt sorry for the little poor kid or something.
“Then they’re having this big party, but I can’t go as me. I’m not good enough for them, so they turn me into a girl. I spend the rest of the week dressing and acting and pretending to be a girl. I went to the beauty salon more times than you got laid. I’m standing here right now with pink nails and curlers in my hair, both compliments of my latest trips to the salon.
“I spent the week wearing tits and a bra. I had to wear a corset almost around the clock so that I could get used to it and be a better girl for them at their party. Christ! How fucked up is that? You got laid and I got to be a girl.”
“And when the week is over, she’ll dump me. I mean what girl wants a femmed up boy friend? And of course there’s the money thing. Why did she bring me home in the first place? I’ve got no money or rich friends. I’ve got no social training. I don’t belong in their world.
“I’m toast. Dumped like a bag of rocks. Like a femmed up bag of rocks. But I guess it wasn’t a total waste. I know how to walk and talk and sit and stand just like a real girl. And hey, I got my legs waxed. How cool will that look in the boy’s shower?”
Sam walked over to the bed and dropped on it. “Yea, how totally screwed up can one guy get? And fuck it, I like her. But what can she possibly see in me? I’m nothing more than a play toy, a Barbie doll. Tomorrow she shows me off as her girly sorority sister, and Monday she sends me back to the ghetto as useless trash.” Sam was turning into an emotional wreck.
Lisa was going into shock as she watched the spectacle. She quickly called her mom and cried, “I’m losing him! I’m losing him!”
“Relax dear, we will not lose him. We pushed pretty hard this week and we talked about the potential pitfalls. Remember? We talked about this.”
“Yes mom, but …”
“And we have a contingency plan, right?”
“Yeah, but will it work?”
“Of course it will dear. Trust me. Now you know what you have to do.”
Lisa took a big breath to calm herself down. “Right, I need to give him my thank you present tonight. I have to make sure that he knows that I really love him and I like him for what he has done for me this week.”
“That’s correct. We’ve talked about sex and how to use it. You heard him talking about getting laid. Sex is important to him and it will assuage most of his worries. Do you have condoms?”
“Of course.”
“And remember, he is dressed in girl’s clothes. That makes him the submissive in your relationship. That part starts tonight. Make sure that he is the submissive and you are the aggressor. You have to be on top when you first make love to him. That is very important. Understand?”
“Yes, yes, yes. We’ve been over this a hundred times. But will it save him?”
“Go find out. And good luck.”
“Mom, one more thing. I don’t feel comfortable with you watching. I want you to promise to turn off your monitor for the rest of the night. And tomorrow night too.”
“I promise. Now go save Samantha.”
The lights were out, Sam was snuggled in his satin sheets and satin negligee, wearing his silk scarf over his curled and pinned hair and lying on a satin pillowcase. And he was feeling as depressed as any pre-suicidal boy ever felt. He heard the knock on the door and didn’t really want to answer it. He wanted to wallow in his self pity rather than hear about what a great girl he made. Lisa knocked a second time, then cracked the door just a little.
In a small voice Lisa called out, “Sam? Sam, can I come in?”
“Yeah.”
Lisa stepped in and closed the door. She tip-toed over to her bed and found the night light on the nightstand. She dropped a small package on the stand, flipped on the light and sat down on the bed next to Sam. “How are you feeling?” she asked.
“Ok,” he answered.
“Sam. I have something to say. Please listen and don’t say anything, ok?” Sam said nothing. “Sam, I’ll just come right out and say it; I really, really like you. When I brought you home to meet my parents, I admit that I didn’t know how things were going to go. My mom can be difficult at times, as you well know. And there is a difference in our family finances, to put it kindly. But I thought I liked you and I wanted to take that chance.”
She paused for a big sigh. “I was terrified as to how things might turn out, but it was the best thing I ever did. What you have done this week is beyond the ability of mere mortals. You have shown me so much love and respect that I can’t begin to explain how much you have meant to me. I am so sorry that we didn’t go out to movies and go dancing and spend more time together alone. But I can’t imagine ever coming closer to you than with what we have been through this week.
“You have been an angel, and angels need to be rewarded. I know that I have told you that I am saving myself for someone special. Well, I have found that someone special and I want to spend the night with you. I want to say thank you in the most special and intimate way that I can think of. May I join you in bed for the night?”
Sam was in shock, again. What a weird week this had turned out to be! But Sam still liked and respected Lisa too much to let her do this without one final, sincere question, “Are you sure about this? Because once it’s done it can’t be undone.”
Lisa stood and untied the sash on her robe, and slid it off her shoulders. The satin robe fell to the floor, leaving her in standing in her frilly, pink, baby-doll negligee. Without speaking she lifted the hem of her negligee over her head and pulled it off, letting it drop to the floor also. Standing there in the glow of a single 60 watt light bulb, her skin glistening with anticipation she said, “Sam, I have never wanted anything so much in my life. Yes, I am sure. May I join you?”
Sam lifted the satin sheet off his body and welcomed her. Lisa lay down on top of Sam’s body and began kissing him in the most intimate way they had ever kissed. She was slow and testing as she gradually penetrated his lips with her tongue. At the same time, Lisa was gently pressing her breasts against the fake breasts trapped inside Sam’s brassiere. “Samantha’s brassier,” she thought. “I am making love to Samantha, and she feels so right for me. Her breasts feel so real and so soft pressing back against me.”
No longer tucked and trapped beneath layers of silk and spandex, Sam pushed his penis upwards and against the body of his lovely Lisa. It felt so fine and right and delightful. Lisa was paying attention and didn’t let him dry hump her too long. She didn’t want to take a chance on him reaching orgasm too soon. She rolled over on the side of Sam and reached down to take his penis in her warm hands and began stroking and rubbing his hard erection. “He’s not very big,” she thought. “But she has a wonderful clit.” She smiled to herself as she continued to plunge her tongue into his mouth and at the same time she continued to softly and slowly stroke his penis.
After a few moments Sam began tensing and Lisa knew she had to back off. She released Sam’s penis and told him, “Rest just a moment.” The condom was lying right where she had dropped it on the table. She found the condom, opened it and unrolled it in the dark. “Hold your negligee up, I have something for you to slide into.” Sam did as he was told and tried to push his erection higher in the air so Lisa could find it more easily. She slid the condom on her lover, then threw a leg over Sam and straddled him and his encased penis.
Lisa again lay on top of Sam, pushing her breasts against his, and found his lips with hers. “If his lips are bigger it’s not by much,” she thought as they resumed their French kissing. She refused to let Sam enter her, as she pushed herself against his penis, swishing it back and forth between their bodies. Sam resumed his pushing against her, and she knew she would have to relent and let him enter her.
Lisa sat up and raised herself off Sam by just a little. She reached down and found his penis and guided it into her. Then she lowered herself onto Sam and squeezed his entrapped member using her vaginal muscles. Sam immediately started pushing against her, and Lisa tried to slow him down. “Stop my pretty lover. Don’t move,” she told him. “Just rest for a moment. Feel me squeeze you and let us enjoy this sensation. Remain still and let me have you for my very own.”
She remained in a squatting position over Sam and slowly squeezed her thighs and vaginal muscles against Sam’s penis. Then she would relax and allow him to relax also. Sam would get anxious and try to press deeper into her moist pussy. “Relax dear. Relax and let me do the work. Feel me and enjoy me. Let me take control,” she whispered to him. She leaned forward and touched his breasts. She gently massaged them envisioning the day when Sam’s breast would be real and they would respond to her touch and caress. She couldn’t wait until the day that she could lick and nibble his hard nipples.
Instead of rocking up and down, she began sliding back and forth, letting Sam’s penis slide in and out just the slightest. “Can you feel this?” she asked.
“Oh yes.”
“Don’t move. Remain perfectly still and let me do this for you. Let me slowly bring you to climax my sweetheart. For five long minutes she slid back and forth, then up and down very slowly. She pressed against him so that her very own clitoris received the maximum attention and pleasure that she could milk from her lover. Twice she shuddered and came to a stop as she reached orgasm. She held very still and waited for the shudders to penetrate through her body and finally come to a halt. She could feel her nipples harden and she told Sam, “Feel my breasts and nipples. Touch them, squeeze them and play with them. Arouse me with your soft touch,” she instructed him.
Sam felt her breasts, their soft skin and texture, their desire to swing freely and jiggle when his lover moved her body. And when she achieved her orgasm, he could feel those nipples engorge and harden. Lisa continued to use Sam’s penis to stimulate her clitoris and she soon had Sam soaking wet from her fluids. A third orgasm and then a fourth. She was breathing so hard that she couldn’t go on much longer; she had to bring this to a close. She fell forward and lay on Sam’s body as she picked up her speed. She began squeezing even harder and moving even faster as she slid up and down on Sam’s erection. She slammed her hips against his and her cunt against his pelvis. Harder and harder she pushed until she achieved her fifth and most spectacular orgasm. She let out a scream as she forced her body against Sam’s and felt his pulsing penis ejaculating inside her. She tensed all her muscles as she held Sam inside her with all her might and desire.
And finally her energy and strength left her. She fell onto her lover’s body in a slippery mass of quivering flesh. How grand. How glorious. How magnificent. How lovely. She, Lisa Hawthorne had taken the virginity of a boy, and had held him submissive the entire time. Her body shuddered one more time at the thought of how she had sexually controlled the boy lying under her heaving and sweating body. She had feminized him and put him into female accoutrements, and then she had made love to him. He now belonged to her. That was her hope and desire.
“That was beautiful, Sam darling. Thank you.” She allowed him to pullout of her and she fell onto the bed, exhausted. “That was wonderful,” she sighed. “Thank you so much.”
Sam said nothing as he lay beside her, panting and catching his breath. His corset had never been so confining as at this moment. His breast forms and bra had never pinched so much as right now when all he wanted to do was melt into the soft satin sheets of the bed.
He finally caught his breath and said, “Lisa, that was wonderful. You are amazing. Thank you so much. You were great.”
“You earned it, Sam. You certainly earned it.” In moments they were both breathing regularly as they fell asleep.
Comments
Kinda sad, really
"Together with her mother and grandmother, Lisa knew they could break Sam’s confidence and pride, and take control – if not outright ownership – of his body and mind."
He really cares for her and is doing a lot of this just because he does. And they're doing their best to use his love against him and "break" him like an animal. Just because it's what they want. There's no love here - just ego turning a person into a thing to be owned.
"She had feminized him and put him into female accoutrements, and then she had made love to him. He now belonged to her. That was her hope and desire."
I'm still hoping Sam can "break" free instead of being broken, but I'm getting the feeling that they'll use all those photos against him for insurance if he tries to run.
I guess we'll have to wait and see what comes.
Randa
Kinda Sad, Really
Randa;
" ... but I'm getting the feeling that they'll use all those photos against him for insurance if he tries to run."
Wait and see!
GLH
Lisa has a chance to tell
Lisa has a chance to tell him the truth about her desire and what is happening to him but if she should say "send the pictures to etc..." his best action would be to say "go ahead" and run for his life.
Or maybe he'll do it for the money perhaps like dad and grand-dad.. ?? not so much known about them *shrug*
Anyway, tis only a story and at this moment i still hate all three women and still want them to fail miserably (tho doubtful) so you must be writing well
This is a T site.
I'm not pleased with Sam being badgered into this. Oh, I live full time and am post op, but after a few false starts, I did it voluntarily as if I was born and bred for it. I'd be happier if Sam and Lisa rebelled against those old bitches. Sure, the couple could play all they want, but in the final analysis, if he was happy as a male, then why change?
Khadijah
I agree completely!
I was going to write exactly what you have written, RL. Now I don't have to.
Evil women - they are not offering a family, as another commentator argues, but rather more like brainwashing/(wo)manipulating him into employment as a sexual servant - Mona uses the term "concubine". No matter how feminine he becomes, even if he has SRS, they will never consider him a woman and their equal.
I'm interested to see which of many possible ways they are going to keep him in skirts after the party; blackmail seems much too crude for any but a last resort. And they don't really want a Samantha acting sullen and unhappy - I don't think they particularly care if he actually is sullen and unhappy as long as "she" acts the way they want him to.
I think what Lisa wants is a Maggie clone, but unlike Maggie, Sam has not entered into this wanting to be a woman. I think if the females win, at best Sam will be Samantha permanently because he loves Lisa but never because he wants femininity for himself; I think when he is alone, he will suffer bouts of self hate that could lead to major mental problems and possible suicide later. Ultimately, Lisa will be disappointed.
I wonder if the author will have Sam accidentally hear the women talking over their plans for him or have him find out in some other way. I hope so. My hope would be to have Sam decide that he likes being Samantha for "her" own sake and so continue with the feminization part of the program. But document everything. As soon as they've made her all the woman she can be, at their expense, show them what she's got (copies, of course), demand a hundred grand and the whole wardrobe, and walk away, telling Lisa she never wants to see her deceitful face again!
"All the world really is a stage, darlings, so strut your stuff, have fun, and give the public a good show!" Miss Jezzi Belle at the end of each show
BE a lady!
Sam's long gone already.
RAMI
If there was any fight left in Sam to prevent his becoming Samantha, I think that ability was destroyes as Lisa mounted him, and took the female superior position as she deflowered Samantha.
I'm concerned as to how evil the women and their male sub partners will be at the party, and if the attention paid to Samnatha by the two hired studs will be too much. Are they there to treat her as a lady, or is she to be treated as the sub-missive she male he is being turned into. Since he has had sex with Lisa tonight, will he be expected to have sex with the studs.
I hope they are not that cruel. But one never knows.
RAMI
Sam is still there
Judging by the soul searching that came before, being ridden to climax once won't push him over the edge when he's still a man inside. Not once has he bought into the "i enjoy being a girl" brainwashing yet, and once Sam figures out that it was all a scam, things might be VERY different.
Still hoping he runs, far and fast! *grin*
Randa
The Samantha Project - Chapter 11-15
Did they ever think that Sam might want to be Samantha physically and have surgery?
May Your Light Forever Shine
May Your Light Forever Shine
Hmmm....
Although the story is interesting, it currently does have the feel of a paint-by-numbers plot, even though (hopefully) the submission won't go as far as the various means of sexual humiliation (cuckolding, anal intercourse, anal with other men) that are a common device in such tales.
And it seems as though transformed males are allowed to use their intelligence, as long as it doesn't conflict with the wishes of The Familyâ„¢ - as evidenced in an earlier episode by Maggie holding an executive position within a company. And I have a sneaky suspicion that Maggie isn't the only transformee we've met - Harriet sounds a very likely candidate, and so do some (if not all) of the salon girls (the salon's almost certainly owned by The Familyâ„¢)
It'll be interesting to see how this plays out - and if there's a twist at some point in time. Unfortunately, given how many members of The Familyâ„¢ are involved in this project and practically monitoring him 24/7, it seems unlikely he'd be able to do anything to seize the initiative and get away with doing something against the wishes of The Familyâ„¢.
EAFOAB Episode Summaries
As the right side of the brain controls the left side of the body, then only left-handers are in their right mind!
A bird in a gilded cage
Given that Sam passes the test (extremely likely) Lisa and her family are offering him a financial worry free life - at a price - his masculinity. But in additional to financial security they are offering Sam, an orphan, something else: An extended family. Something that Sam must feel the lack of and desperately want. A female dominated family to be sure but still. Throw in sex, affection, and maybe even love with Lisa and the deck continues to get stacked against him. When faced with the combined force of 3 female generations running the campaign will Sam be able to resist? I rather doubt it. But so far it has only been seduction not force. As long as it continues in that vein it's still (kind of) fair. It appears that Maggie and Eunice have previously bought into this and do not appear to be suffering.
That said, what are Lisa's feelings toward Sam/Samantha? Does she love him/her or is she only looking for a pet? Marriage seems to be the ultimate goal. From the start of the story Lisa is asked if he is marriage material, although Mona does make a disturbing reference to Sam as a concubine. Again Sam will, at some point, have a choice. Although I expect the women to leave him only one choice.
So while not actually liking any of the women at this point in the story I cannot see that they have coerced or harmed Sam. The choices have still been his.
The only question mark I have is the frequently mentioned Harriet. Obviously Lisa's now femmed brother. Did he have a choice?
I found this story to be well written and flow smoothly. The dialogue is good and the plot line is believable. (Well, after a suspension of disbelief) Thanks for sharing.
Femmed Men
Were all social presure off, I think that perhaps 25% of men could be much more feminine. It's the taunting and social presure that cause many males to become football, hunting, gun, motorcycle, rock climbing freaks. If we look back even 100 years, it was the man who did all the really heavy, freaky stuff, and women are only 87% as big as men. Actually I think the difference is often much bigger as I have seen many 110lb women married to guys who are 230lbs, especially in Middle Eastern countries where almost all the women I know are 5'3" or less. Lots of the men are close to a foot taller than that.
So, if you take an orphan who is in the small range for men, .... Do we know Sam's height?
K
Femmed Men
Sam is less than 5'10" in 4 inch heels.
GLH
The women are all disgusting
as are the femmy men they've converted or manipulated. They've turned their son into a girl - if that's love, it doesn't fall into any category I recognise. They've manipulated Sam into a position which is becoming harder to escape, and now Lisa has given him the treat of being properly screwed, during which she comments on the thickness or lack of it of his lips. The only person she loves is herself - stuck up little tart.
Come on Sam, fight back against the tyrannical family who don't have a single cell of decency between them and even less humanity.
Angharad
Angharad