Dan Becomes Dawn - The Beginning
By Kathi Jo Daniels
Chapter One: The Invitation
Monday, August 30, 2004
I received a call from an investment group partner asking me to travel to Steamboat Springs, Colorado, to evaluate a mortgage purchase. We rotated through the group, and it was my turn, so I started making plans.
I lived in the Denver metro area for several years, and this would be a good time to visit some old friends. Searching through my old contacts list, I came to a former neighbor I hadn’t talked to in far too long and called him.
Roger saw my name on his caller ID and answered. “Dan Burke! We haven’t talked in forever. How are you doing? Hang on just a minute, I’ll get Lisa.”
He put his phone on speaker. “Hey there Dan, what’s happening?” asked Lisa.
"Hey, Lisa. Great to hear your sweet voice. I’ll be flying into Denver and driving to Steamboat. I need to be there on Monday, September 13th. Would Saturday, the 11th work for you guys?"
"That would be great. We are having a watch party for two college football games on Saturday and would love for you to be here. Come in on Friday and stay two nights. My alma mater hasn’t been in a nationally televised game in over twenty years!"
"I don't think that would be a problem. I can go to Steamboat on Sunday evening. Look forward to seeing you in a couple of weeks."
“That sounds great. Grab a pencil. We’ve moved. Our new address is: 1958 South Flanders Way, Unit A, Aurora, 80013. That is in building 19."
“Okay – I have 1958 South Flanders Way, Unit A, Aurora, 80013. Building 19. Is that correct?"
“Yes. Read-back is correct.”
“Great. I can Google the address. Look forward to seeing you on the 10th.”
Roger asked, "Will you be coming as Dan or... what is your feminine persona? Dawn?"
Due to a drunken evening several years ago, after I had moved away, Roger had learned of my crossdressing but had not seen me dressed. His wife, Lisa, had been told of this, but there had never been any mention since.
I was surprised that he remembered the event and had brought it up. "Well, which would you be more comfortable with?"
"You can come however you wish. You’ll be welcome here either way."
"Wow. I’m stunned. I mean pleased! But surprised. Lisa, what do you think?"
"Absolutely! I’d love to meet Dawn.”
“What about the others coming to the party?”
“No one coming to the party will have an issue, even if they discover who you are.”
“Well, if you’re sure, I’ll make plans.”
“We’re sure!” they both answered.
We ended the call, and I started contemplating what to do.
I finally decided. Yes! I’m going as Dawn. If that is a problem, I’ll go to a hotel room.
I’m going to do this! There are several things I’d need to take care of. Looking through several websites, I found Phyllis’ Fantasies south of downtown Denver that catered to crossdressers and transexuals.
I called to ask about services and schedules. Phyllis answered the phone. I explained that I would be introducing my female persona to friends for the first time, and wanted everything to look perfect. She said she understood completely. I wanted fingernail and toenail polish, makeup, wig brush-out, and ear piercing. I would buy the makeup and nail polish for future use. Phyllis said she could do everything and it would take about three hours. I booked an appointment for one p.m.
Now I needed an airline flight to arrive as early in the day as possible. I found an outbound 8:00 a.m. non-stop that arrived at 10:20 a.m. I paired that with a return the following Friday that would leave at 10:00 a.m. and arrive at 3:45 p.m.
I’d need two wardrobes: the weekend as Dawn, and the workweek as Dan. Four outfits for Dawn: Friday evening, Saturday during the day, Saturday evening party, and the drive to Steamboat Springs on Sunday. The more I thought about appearing publicly as Dawn, the more excited I got about it. I didn’t just want to do it; I wanted to do it right. I decided that everything Dawn wore for the weekend, from the skin out was going to be brand new and classy!
Introducing Dawn to Roger and Lisa, I want a stylishly fashionable cocktail dress. Using Amazon as the host shopping website, I was able to search several suppliers. I found a knee-length burgundy empire waist short-sleeve chiffon dress with a square neckline. On the same site, a pair of black open-toe slingbacks with 2” heels.
A lingerie supplier displayed a basque with garter tabs, which appeared to be a better option than a corset and garter belt. Lace bikini panties were on sale, buy six and get two free. I selected three in black, three in white, and two in nude. Almost forgot stockings and added a black three-pack. For Saturday, Saturday evening, and Sunday morning I would need lace underwire 40-D bras. These were also on sale, buy two and get one free. Added two white, and one black for free.
Continuing my search for a party dress to wear on Saturday evening, a red poppy flower caught my eye. I chose a simple V-neck dress in navy floral for Saturday morning that paired with white women's flat sandals.
For the drive to Steamboat, I wanted something comfortable and found an elbow-sleeved A-line dress in white with blue panels and shoulders. Remembered earrings, and added a small hoop, a large hoop, and a pair of studs.
To make sure I wouldn’t miss a minute of my time as Dawn, I added something sexy for bedtime -- three nighties: a stretch mesh and lace three-piece peignoir set in sky blue; a revealing & charming cream baby doll; and a red underwire baby doll set. For the five nights in Steamboat Springs, a white night dress with a ruffle neck & sleeve and bow was added to the order.
Finalizing and checking out, I opted for two-day delivery - you don’t want to know the total cost! Either do this right - or don’t do it at all!
With all the important details taken care of, I worked out the mundane parts of the trip. Reserve a rental car and locate a condominium in Steamboat Springs for the week.
Two days later my order arrived as expected. I spent several hours trying on everything and was pleased that all fit perfectly.
Chapter Two: Transformation
Thursday, September 9, 2004
Two weeks flew by, and suddenly it was time for my trip. I packed female clothing in one large suitcase and my male work clothes in a second. The suitcase containing my female clothing had a tote bag with my shaving gear, basque, breast forms, heels, stockings, and wig. The cocktail dress and purse are in a hanger bag in the suitcase.
I smeared Nair over my arms, hands, legs, feet, and torso, let it set, and then took a shower to wash off my body hair. I filled the bathtub, added bath oil, and settled down - with a tall Scotch - for a long soak, using a razor to remove any remaining hair.
Friday, September 10, 2004
Friday morning, I took the shuttle bus to the airport, checked two suitcases, took my computer case, went through security, and boarded the flight. We arrived in Denver on time; I claimed my luggage, found the rental car shuttle, and checked out my car.
I stopped at a liquor store and bought a 1.75l bottle of Tito's Handmade Vodka for Roger and Lisa. I added four bottles of Classico Chianti to supplement their wine rack.
I drove to Phyllis’ Fantasies, retrieved the tote and hangar bag, and went into the store. A lady greeted me, introducing herself as Phyllis, and asked how she could help. I told her I had an appointment for one p.m. as Dawn. We confirmed that I had requested toe and finger polish, makeup application, wig brush, and ear piercing.
She led me to a dressing area and invited me to get changed, pulling the curtain to provide privacy. I removed everything from the tote bag, stripped to my panties, and put all my male clothing into the tote bag.
First, I put on my tube-style breast forms and black basque with garters. I had not shaved this morning knowing I would need a close shave before applying makeup, so I did that next.
A few minutes later Phyllis stuck her head around the curtain and asked if I was ready to begin. I said yes, so she came in, and had me sit in a barber chair.
Together we selected a pastel shimmering pink nail polish to coordinate with my burgundy dress. After applying polish to my fingers and toes, she instructed me to just sit still and let everything dry as she applied my makeup. The chair reclined, so I was almost prone. As Phyllis was applying each segment of makeup, she did an excellent job of explaining what she was doing and how I would do it next time. She applied beard cover, foundation, eye shadow, eyeliner, mascara, lip pencil, and gloss, all shades selected to coordinate with my nails and dress.
When finished, I put on my wig, and she combed it out and asked me which pair of earrings I wanted to wear.
I showed her all three pairs and accepted her recommendation of the larger hoops. Using an air gun, she pierced each ear and inserted the hoops.
Phyllis said I could now get dressed. I rolled my stockings on and started to attach them to the garter tabs on the basque. She stopped me and suggested wearing panties over garters would make bathroom visits much easier. This made sense, so I fished the garters under my panties and attached them to the stockings, stepped into my dress, zipped the back, slipped on my heels, and fastened the buckles.
Phyllis uncovered a large mirror so I could see myself.
To be very honest, had I been shown this as a picture, I would never have believed what I was seeing. Not to brag, but the woman looking back at me was exquisite! I was elated that this transformation had turned out so remarkably.
Without thinking, I turned and hugged Phyllis, giving her a peck on the cheek.
I asked to buy the nail polish and makeup that had been used. She escorted me to the front desk, and I checked out.
Chapter Three: Coming Out!
Friday, September 10, 2004
Back in my car, I put the makeup into my purse, and the tote bag into my luggage, brought up directions on my phone, and headed for my coming out experience.
I felt much more confident, to the point of euphoria, as I drove to meet Roger and Lisa. Just having the seat belt bisect my bosom was a thrill.
I found the correct address, parked in the driveway, took a deep breath, retrieved my purse and the bottle of vodka, and went up the steps to the front door.
Seconds after I rang the doorbell, Roger answered. "Good afternoon, Dawn. You look fantastic. Please come in."
"Thank you, Roger. I am just a little nervous." I handed him the bottle of vodka.
He hugged me. “You can relax. We’re happy you’re here.”
I still had butterflies in my stomach as Lisa came into the foyer and rushed to give me a big hug and a light kiss. "Oh, my goodness! You are stunning!"
Having our breasts mesh together as we hugged was exhilarating. "Thank you, Lisa. I was nervous about how you would react to seeing me as Dawn."
Lisa leaned back, holding my hands at arm’s length, and looked me over. "You’re so beautiful. I’m thrilled to see you. Welcome! We’re glad you’re here. Please, come in and make yourself comfortable." She pulled me into another hug and kiss.
I followed as she led me to the family room, thrilled by the sound of my heels clicking on the floors. Lisa offered me a loveseat as she settled into a recliner.
Roger followed us and continued to the kitchen, returning with a tray holding three Martini glasses and a large Martini shaker. He set the tray on the coffee table and filled the glasses, offering one to me and one to Lisa.
Lisa raised her glass. "Here is to the Dawn of a New Era for us all." We clinked our glasses and sipped our Martinis.
We chatted for a while, catching up on the years since we had been neighbors. Roger had retired, and I had begun working part-time in a new industry.
We discussed the business I was involved with and how that worked. I explained that a group of us had gotten together and were picking up properties all over the country. We have to inspect each one before bidding - we don’t want to get stuck with one that needs serious remediation or hazardous material cleanup.
I began to relax as Roger and Lisa acted as if there was nothing unique about me wearing a dress. Roger suggested we should retrieve my luggage before we had too much to drink. We went out to the car and unloaded two suitcases, my computer bag, and the Chianti. Lisa took the computer bag and led the way to the guest suite.
I brought in one suitcase and the Chianti. Roger placed both suitcases on luggage racks. I gave Roger the bag of wine, thanking him for allowing me to visit.
"Are you sure it’ll be okay for Dawn to be at the party, or would it be better to be Dan?"
Lisa hugged me. "You’ll be perfectly fine as Dawn. No one will see you as anything but a beautiful woman."
“I stopped at a transformation studio to have my makeup and nails done. The stylist gave me instructions as she applied my makeup. I hope I can do it tomorrow as well.”
“She did a fantastic job. I’ll be happy to help if you have any issues.”
I showed Lisa the festival dress for the party the next evening. She approved and I hung it in the closet to let the wrinkles fall out. Lisa approved of my V-neck floral dress as well as the white dress with blue panels and sleeves as I hung those outfits.
"I only brought four outfits and two pairs of shoes. I hope that’ll be enough."
Lisa laughed and shook her head. "When you’re a girl, you’re a girl. But I think you’ll be fine, and we’ve got a laundry if you need it. Besides, we can always go shopping!"
We went out to the family room and picked up our Martinis.
Roger suggested it was time for dinner, so we moved to the dining room. Before we sat down, Lisa went to the kitchen cupboard and retrieved a very feminine ruffled pastel pink apron. “Here, you don’t want to get spaghetti sauce on that beautiful dress.”
“Thank you, Lisa. That is very thoughtful of you.” I put the apron on over my dress.
I opted for a Chianti instead of a third Martini. An easy meal of salad, spaghetti with meat sauce, and garlic toast was consumed with little conversation.
After dinner, we all pitched in to clean up and put away leftovers. I opted for an after-dinner Chianti instead of another Martini. Roger refreshed my wine glass and poured new Martinis for him and Lisa. I removed the apron and hung it back in the cupboard.
We returned to the family room. I settled into the loveseat while Roger and Lisa sat in their recliners.
"Alright, my friend! Now that we’ve gotten the preliminaries out of the way, why don’t you tell us the story!”
“The story?” I smiled “What story?”
That got a laugh. “C’mon! When you were our neighbor, we never saw Dawn, but she’s been in you for a long time. Where did she come from? When did you become Dawn?”
“Dish, girl!” Lisa added, smiling.
I laughed. Their interest in my story was so genuine, so welcoming, that I had to think for a moment how to best respond.
“Where to start? Okay. I started cross-dressing in grade school. Mother told me many times that I was supposed to be the daughter she never had. My brother is 3 years older. Between when my brother and I were born, Mother had a miscarriage. She was convinced that would have been the daughter she always wanted. Yes, it screwed with my psyche, though I know in my heart Mother didn’t do this intentionally. I’ll admit that I am a confused and conflicted person.”
Lisa and Roger were listening closely, occasionally sipping their drinks. I paused a moment and took a sip as well.
“I’ve tried to suppress my desires, but you can see how well that turned out! This was a serious contributing factor to my divorce. There have been some women I dated who allowed me to wear a nightie to bed, but that was the limit.”
It was harder than it should’ve been to convey my feelings without breaking into tears. I finished my wine and Roger, without asking, immediately gave me a refill.
"I seriously want to thank you for being so accepting. I was so nervous when I pulled into your driveway. You’ve made me feel very welcome and comfortable."
Lisa moved over to the loveseat and hugged me. "I know that was a difficult story for you to tell. Thank you for sharing with us. The woman sitting next to me is very beautiful.” She kissed me and I hugged her in return.
Chapter Four: Continuing The Introduction of Dawn
Friday, September 10, 2004
I was conscious of the two Martinis and two glasses of wine I’d consumed; I excused myself, retrieved my purse, and went to the bathroom. I said a quiet thanks to Phyllis for suggesting I wear my panties over my garters. After relieving myself, I washed up, refreshed my lip gloss, left my purse in the bathroom, and returned to the family room.
After four Martinis, Lisa was very relaxed. She rose, stretched, and said, "Dawn, we’re so happy you’re here. To tell the truth, you’re much more fun than Dan ever was!"
Roger laughed, clearly feeling his drinks as well. "Yes, and Dan wasn't nearly as beautiful! "
I went over to Roger and gave him a big hug, kissing him gently on the lips, then to Lisa and gave her a big hug and a firmer kiss on the lips. She returned the kiss.
Stepping back, I gave them what I hoped was a big, happy smile. "I am in awe of what has happened today. From the transformation studio to explaining my life to you, and your very welcoming acceptance. I am beyond words to describe how wonderful I feel. From the bottom of my heart, I thank you both."
We finished our drinks and retired for the evening.
After hanging my dress in the closet, I put on my red baby doll with a G-string, cleaned off my makeup and lip gloss, brushed my teeth, removed my wig and earrings, and called it the Dawn of a New Era.
Chapter Five: Acceptance
Saturday, September 11, 2004
I woke in a strange environment, wearing a nightie, G-string, and breast forms. It took me a moment to realize my situation.
I rose, made the bed, undressed, took a shower, shaved, and applied makeup as Phyllis had instructed me yesterday: beard cover, foundation, eye shadow, eyeliner, mascara, lip pencil, and gloss. I put on my wig, stud earrings, and a navy-blue floral V-neck dress with white sandals to complete my outfit.
Out in the family room, Roger was cooking breakfast: "You certainly look beautiful. Would you like some coffee?" I accepted a cup of coffee and went around the kitchen island and gave him a big hug and gentle kiss.
Roger returned my kiss. "Dawn, you are fabulous. You are more wonderful as Dawn than you ever were before." We clicked our coffee mugs and sipped.
A few minutes later, Lisa came out of the master suite wearing a cute skirt and blouse combination with sandals. She came and gave me a big hug and kiss. "You look beautiful this morning. That is an extremely cute dress. You did a great job with your makeup. We are happy you are here and comfortable being Dawn with us."
Roger prepared a breakfast of eggs, bacon, hash brown potatoes, and toast. We devoured this and then I helped Roger clean up the kitchen.
“Dawn, grab your purse, and come with me to the deli to pick up a tray for the party?”
“I’m not sure I would be comfortable out in public.”
“Not to worry. I will be with you. We are going to one store. Grab your purse, girl.”
I got my purse and went with Lisa to the deli, following her into Soso’s delicatessen.
“Hello, Lisa. How are you doing today? I have your party tray right here in the cooler.”
“Good morning, Louis. I’m doing fine. How are things in the deli?”
“We are staying busy, which is good. Who is this lovely lady with you?”
“This is Dawn. A friend from out of town. Dawn. This is Louis.”
“Very nice to meet you, Louis.”
“You are so beautiful. Would you like to have dinner with me? I will serve you a wonderful pancetta salad, and chicken piccata with a Chianti Classico.”
“That’s such a tantalizing dinner offer, but I already have plans for the evening.”
“Maybe you can come back another day and we can get to know each other?”
“Sorry, I’m leaving town tomorrow.”
I picked up the deli tray while Lisa paid.
Back in the car, “Oh, that was wonderful! Roger won’t believe that you were hit on!”
We both laughed.
We returned home. Lisa opened the door and I carried the deli tray to the kitchen.
“Roger! You aren’t going to believe this. Louis propositioned Dawn. Asked her to have dinner with him.”
“Well, we know he has good taste in women. You are a beautiful woman. I don’t doubt you will get many more offers – some will be serious.”
“Minor problem. I’m not a beautiful woman.”
“I look at you and see a beautiful woman. You’ll need to get used to men admiring your great looks.” Added Lisa.
Roger and I began to set everything up for the party.
"How many are we expecting? " I asked as I set out napkins, plates, and glassware.
"If everyone shows, and that’s a big if, there should be seven."
It’s time to get ready.
I undressed, showered, shaved again, and reapplied my makeup. Slipped on a red festival dress, put on my wig, added small hoop earrings, and finished with the same black slingback evening sandals I had worn yesterday.
When I returned to the family room, Lisa had me give her a spin and gave my makeup job a close look. When she was done, she smiled slowly and said, “Perfect. Just perfect. No need to do anything more.”
Chapter Six: The Party
Saturday, September 11, 2004
The doorbell rang and Roger answered, ushering two women and a man into the foyer. First was a blonde with short hair, about five-foot-five with brown eyes, and at least DD-cup breasts. She is wearing a sleeveless form-fitting blue and white polka-dot top with a white skirt, bright red lip gloss, and white sandals. The second woman was a little shorter with shoulder-length medium brown hair, blue eyes, and D-cup breasts. She is wearing a short-sleeve form-fitting red and white striped top with a navy-blue skirt, bright red lip gloss, and blue slingback sandals that made me positively jealous. Both ladies are very pleasing to the eye. The man was wearing a multi-colored polo shirt and grey shorts with sandals.
The man gave Roger a smile and an enthusiastic fist-pump before introducing the shorter woman. "Roger, this is our good friend Diana. Hope you don’t mind that we brought her along, she’s visiting for the weekend.”
Roger turned his welcoming smile on the unexpected guest. "Great to meet you, Diana! Of course, you’re welcome in our home – even if you have to bring Mark with you! And Nancy! Come in, all of you! We’ve got a guest to introduce as well -- this is an old friend, Dawn. Please, come in and make yourselves comfortable."
The three came in and introduced themselves, then the girls, and I, as one of the girls, gravitated toward the kitchen while Roger and Mark went to the family room. Diana looked familiar, though I couldn’t remember where I might have known her.
Lisa, Nancy, Diana, and I gathered around the kitchen island.
Roger came in and asked what everyone wanted to drink; he already had the TV tuned to the football game. I had a feeling there might be quite a bit of drinking tonight and opted to start with a beer.
Diana sat next to me. “What kind of work do you do?”
“I’ve retired from maintaining operating systems on large-scale computers. I worked for a variety of companies. In the Denver metro area, the first was a credit card company, then a software development group in the Tech Center. After that, I bummed around as an independent contractor, before retiring, and moving to Florida, where I live now.”
“I worked at a bank in computer operations,” Diana replied. “We also supported a credit card system. Later I worked at a telecommunications company. I wonder if we ever crossed paths.”
Roger took a brief phone call, then told us, "Wanda and Laura are stuck in Silverthorne with a breakdown, so they won’t be able to join us."
Roger began distributing drinks and announced a toast. "We are pleased to have two new guests with us this evening. Welcome to Diana and Dawn."
We all lifted our glasses into the air, chanted, "Hear, hear!" and took a sip. I was near Diana, so I clinked glasses with her, and we both took another sip.
"So, you will all know, this is the season-opening game for my alma mater, the Western Illinois Leathernecks, which haven’t been in a nationally televised game in over twenty years! They are playing the Kansas Jayhawks in Lawrence, Kansas. The second game will feature Mark's alma mater, the Valparaiso, Indiana, Beacons will be playing at the University of San Diego. We are lucky they are not playing against each other, as they have done recently. Between games, there will be hot dogs and hamburgers. There are bowls of snacks and a deli tray, so find a seat."
The game began, and we all sat and watched, cheering for Roger's alma mater. At the end of the first quarter, we took a break to refresh our drinks and snacks.
We sat and watched more of the game. At the end of the half, everyone went to get more snacks, refresh their drinks, and stood around the kitchen island chatting.
“I knew many systems personnel that went to the tech center. What’s your last name?” Diana asked.
Suddenly a light bulb went off and I remembered where I’d met Diana. I had a moment’s hesitation about how much to say, then decided I would trust Lisa’s assurance that no one here would have a problem if they knew the truth. “Aha!” I said. “It took me a few minutes to recognize you, Diana Chapin. We worked together when I was at the credit card company and you worked in computer operations. I was the senior systems programmer, Dan Burke.”
Diana shrieked. “Oh, my goodness. Are you kidding me?”
Nancy looked over, “What’s wrong?”
“Dawn and I used to work together! She was Dan back then!”
Nancy was stunned. She looked at Lisa, who smiled and came to my side, putting her arm around my waist. “Yes, we met Dawn yesterday, and are thrilled! Several years ago, we were backyard neighbors to Dan.” She turned to me, “You are among friends. There is nothing for you to worry about.”
Seeing the anxiety in my eyes, Nancy opened her arms “Oh, my goodness. Come and hug me. You are lovely. I’m perfectly fine with you wearing a dress.” She gave me a big hug and called out “Mark, you need to hear this.”
Luckily, there was a time-out on the field. Mark came over; “What’s happening?”
“Dawn, you don’t need to be worried. We are accepting. You are gorgeous.”
Turning to Mark, Nancy said, “You will NEVER believe this, but Dawn used to be Dan – she and Diana worked together!”
To emphasize their tolerance, Mark gave me a big hug and a soft cheek kiss. “You’re a very beautiful lady. I’m happy to meet you.”
“Thank you.” I smiled. My eyes became somewhat misty. “Here, we don’t need to ruin the mascara!” Nancy and Lisa both chuckled as Diana picked up a napkin and daubed my eyes. Taking my hand, she led me over to the table, pulled two chairs face to face, and sat down holding both my hands in her lap.
Nancy and Lisa smiled and went to join their husbands.
“Please tell me about the amazing person behind those beautiful brown eyes.” Her smile radiated warmth.
“I’m just a guy who enjoys dressing in female clothes. I’m not gay. I like women. I’d never been out of my house when dressed until yesterday when I introduced Roger and Lisa to Dawn. I offered to be Dan today, but Lisa insisted. She said no one would be offended. I hope you aren’t insulted.”
Diana hugged me "I’m not offended nor insulted, just surprised. You’re beautiful. I’d like to know more and catch up. How long will you be in the area?”
"I’m driving to Steamboat Springs tomorrow. After I retired and moved to Florida, I started working part-time with a property investment group. I’ll be there for the week, returning home on Friday."
"There isn’t any reason for you not to go out in a dress. No one would have any reason to question who you are. Would you mind some company in Steamboat? "
She was genuinely interested.
"I’d love to have you join me if you don’t mind being on your own during the day. We can certainly spend some time together and have dinner."
"I’ll only spend a couple of days with you. I have my car and will continue to Aspen on Tuesday. I’m on my way to see my daughter and her new son. I’m having a hard time being a grandmother!"
"You’re a very beautiful grandmother," I assured her. "Why don't we convoy up tomorrow and you can leave on Tuesday? I’ll drive over to Mark and Nancy's and we can leave from there.”
“Great!” she replied, enthused. “When do you want to get on the road?”
“It’s about a three-hour drive, why don't we plan to leave at one o'clock?"
Diana retrieved her cell phone. "Get your phone so we can exchange numbers."
I went to get my cell phone from my purse in the guest room and gave it to Diana.
We exchanged numbers. When Nancy saw what was happening, she also exchanged numbers with me.
“Nancy. Put your address in as well so I can meet Diana tomorrow.”
Roger asked, “Who wants hamburgers, and who wants hot dogs, and how many?” We all called out our requests. He came into the kitchen and began cooking hamburger patties and hot dogs. It was a short break between games, so we grabbed our food and sat to watch Mark’s alma mater.
“Sorry, I missed the end of your game. Who won?” I asked Roger.
“It was closer than expected, 24 to 17. Kansas forced a fumble with less than two minutes remaining, and ran out the clock.”
When the second game was over, Mark, Nancy, and Diana got ready to leave. Nancy came to me with a big hug and kiss. "Dawn, you are beautiful. It was very nice meeting you. We would love to get together with you again."
Mark also hugged me. "We would love to visit with you. Let us know when you will be back in the area."
Diana gave me a soft kiss. "See you tomorrow afternoon."
Mark, Nancy, and Diana departed.
Chapter Seven: After the Party
Saturday, September 11, 2004
I helped Roger clean up all the snacks. We refreshed our drinks and sat down to relax.
"That was an interesting afternoon and evening," I stated.
"We’ve known Mark and Nancy for quite a while," answered Lisa.
"I understand you and Diana are planning to get together again. Is she going to Steamboat Springs with you?" asked Roger.
"Yes, I’m meeting her at Mark and Nancy's at one o'clock tomorrow. She’ll go with me to Steamboat, then leave on Tuesday for Aspen."
"That is fantastic,” Lisa said, enthused. “I’m sure you’ll have a wonderful time!"
“You know, if you don’t HAVE to be back in Florida right away, speaking of returning, what are your plans for next week?" asked Roger.
"I’m booked on a flight back to Orlando at 10 am Friday."
"Would you please consider changing your return flight? Please come back for the weekend, and go home on Sunday. Please!" Begged Lisa.
"Yes, we would love for you to come back. Please!" Added Roger.
"Certainly, I don't see that as a problem. Thank you very much for the invitation! You are the most gracious hosts. I can make the change in the morning."
We finished our drinks, hugged, kissed, and retired for the evening.
After cleaning my face, I brushed my teeth, removed my earrings and wig, put on a cream baby-doll nightie, and went to bed.
********** To Be Continued **********
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Dan Becomes Dawn – Part 2
By Kathi Jo Daniels
Chapter Eight: Time for Work
Sunday, September 12, 2004
I woke Sunday morning, got up, made the bed, showered, shaved, and put on panties and a bra. After applying makeup, I chose an elbow-sleeve A-line dress in white with blue panels and shoulders with white sandals. Then my wig and finished with small hoop earrings. I packed everything, and put my suitcases by the bedroom door.
Taking my computer to the kitchen, I said, "Good morning, Roger. How are you today?"
He looked up and gave me a big smile. "Dawn, you look lovely. I’m fine. How about yourself?"
"Thank you. I’ve had such a great time; I hate to leave. But I look forward to next weekend."
"We’ll be thrilled for you to return. Can I get you some coffee?"
"Stay seated. Thanks, I can get it. What’s in the news?"
"Honestly, I mostly read the comics and puzzles. The rest is usually crap."
I poured my coffee, powered up my computer, and changed my return flight from Friday to Sunday afternoon. A pleasant surprise - the Sunday flight was cheaper than the Friday one, so Southwest gave me a credit to use on a future trip. I put my computer away and stowed it in the bedroom with my suitcases.
A few minutes later, Lisa joined us and gave me a hug and kiss. "Dawn, you look fabulous! Your makeup is perfect. You’ve learned quickly."
I returned the hug and kiss. "Thanks. I changed my return flight to Sunday afternoon."
"Wonderful! We’re thrilled that you’ll be returning and staying the weekend."
Roger began preparing breakfast -- pancakes, and bacon. The smell of frying bacon was tantalizing. He served Lisa and me and then joined us. When we finished, Lisa and I cleaned the kitchen.
"It’s about time to get everything loaded and go meet Diana. Thank you so much for allowing me to visit your home. I’ll always remember my first weekend as Dawn."
Lisa gave me a big hug and kiss, once again thrilling me as our breasts meshed. She took my computer case and headed to my car. Roger also gave me a big hug and kiss, picked up one suitcase, and followed Lisa. I took the other suitcase and followed. We loaded everything into the back seat, hugged and kissed again, and I drove away.
Chapter Nine: Trip to Steamboat Springs
Sunday, September 12, 2004
It took about half an hour to drive to Mark and Nancy's house. I parked in the street and went to the front door. Moments after ringing the doorbell, Mark opened the door and invited me inside.
"Greetings, Dawn. You look great." He hugged me.
"Thank you, Mark. How are you doing today?" I gave him a soft kiss.
"Everything’s wonderful. Please come in."
Nancy came over. "Hello, Dawn. What a cute outfit." She hugged and kissed me.
Diana was next, wearing white shorts and a light blue sweater that accentuated her curves, hugging and kissing me. "You look wonderful. Ready to go?"
I gave her an appreciative smile. “Absolutely!”
“Alright, then, what’s the plan?” she asked, sounding eager for adventure.
"I thought I’d follow you on I-70 through the Eisenhower Tunnel to Silverthorne, which should take about an hour. We can stop for a potty break and continue up Colorado Highway 9 to Kremmling and US 40 into Steamboat Springs. We should be there about four o'clock. Time to unpack and find something for dinner. Does that work?”
"That sounds like a plan."
Diana turned to Mark and gave him a hug and a kiss, thanking him for his hospitality.
She repeated this with Nancy and turned to me. "I’m ready when you are."
Nancy gave me a hug and a kiss, as did Mark.
We started our trip. I followed Diana for this first segment.
Before we reached the Eisenhower Tunnel, Diana called to suggest stopping at the Wendy’s just north of I-70 on Highway 9. We took the Silverthorne exit, and I followed her into the Wendy's parking lot.
We got out, and I stopped her. "Please stay with me. I’m not confident in public yet.”
She smiled. "Dawn, honey, you have NOTHING to worry about! You look fabulous!"
We went in, and with a brief detour to the ladies’ room, used the kiosk to order and pay for some drinks to go – with no human intervention! – and resumed our trip.
About two hours later, we crested the summit of Rabbit Ears Pass and began the descent to Steamboat Springs. I passed Diana and led her to the condo complex. We parked, entered the building, and took the elevator to the third floor. I punched in the combination of the keypad lock on the door, and we entered.
This is a two-bedroom unit with a full kitchen. The master suite had a private bath, and the other bath opened into the hallway. We checked everything, found no problems, returned to our cars, and retrieved our luggage. It took two trips to bring my computer bag and both suitcases. We unpacked what would be needed this evening and plopped on the sofa.
Chapter Ten: First Time Out!
Sunday, September 12, 2004
"What should we do for dinner?"
"I told you at Wendy's, I’m not yet comfortable in public dressed as Dawn, so I don’t want to go to a sports bar."
"And I told you at Wendy’s that you’ve got nothing to worry about. No one looking at you would think anything was out of the ordinary. You are a lovely woman, and I’ll be there if anyone asks questions."
"Thank you. Please stay with me. If, for example, you need to go to the restroom, please, take me with you."
She leaned over and kissed me. "You’ll be just fine. Where do we want to go?"
I picked up a visitor guide and located the recommended restaurants. The Ore House was close and looked like a more upscale establishment instead of a sports bar. Diana agreed and went into the bathroom. When she returned, I went and refreshed my lip gloss. We grabbed our purses and headed out.
The Ore House was across the street, so we walked there.
Upon entering the restaurant, we asked the hostess for a quiet booth away from the door. She led us to our seats and gave us menus. There were just a few patrons. Moments later, our waitress came with two glasses of water and introduced herself as Jennifer. "You ladies are certainly fashion divas tonight. I love that sweater!" she said to Diana. She complimented my dress and added, "You’re both dressed to slay. Are you going clubbing later?"
"No, we just got to town and will return to the condo. But thank you.” Diana responded, smiling at the over-the-top compliments.
Diana asked for two bottles of Prosecco. Jennifer left to get our drinks as we read the menu. "Since this is your first time out in public, I think we should celebrate."
Jennifer returned with our two bottles and champagne flutes. Then asked if we were ready to order.
I looked at Diana. She asked for the Strawberry Avocado Salad, fresh spinach, grilled chicken, strawberries, avocado, goat cheese, and candied walnuts with raspberry vinaigrette dressing.
I requested the Harvest Salad, spinach, granny smith apples, bleu cheese crumbles, toasted walnuts, and dried cranberries with a sweet apple vinaigrette dressing.
Jennifer left to place our orders. I opened the bottles and poured bubbly, handing a glass to Diana, then filled mine and lifted my glass. “Diana! This is like a dream to me. I’m out here, in public, showing a side of me that I’ve always had to hide. I absolutely couldn’t have done this without your support. So, here’s to my fantastic dinner partner!”
“Oh, Dawn. I’ve got a feeling we’re going to have many more dinners together.” She touched her glass to mine.
As we sipped our wine, I smiled as I noticed my lip gloss left smudges on the rim.
A waiter delivered our salads, and we ate quietly. We finished, pushed the plates away, and drank our remaining wine.
A busboy cleared away the empty dishes. Jennifer came to see if we would like any dessert. We declined and she went to finalize our bill. When the bill came, I retrieved my credit card from my purse and handed it to Jennifer.
Diana waited until Jennifer was out of earshot and asked, "Wonder what she’ll say when she sees the name on your credit card."
I suddenly felt panic. This could be a big problem.
Jennifer returned with a big smile. "You certainly had me fooled, or did they misspell your name on your credit card? It says CID on the back, but I’m betting you don't look anything like your driver's license."
Diana laughed.
"Yes, Jennifer, you’re right. Is that a problem?" I asked.
"Not even maybe! I think you look beautiful and admire your being confident enough to come out in public."
"To be honest, I was scared to come out in public. Thanks for your acceptance."
Diana chuckled. "I told her no one would know, but she was still nervous. Thank you for acknowledging that she passed."
"Not a problem. You look more feminine than most of the women that live around here. You’re beautiful."
"Thank you so much. I appreciate your compliments."
She left the bill and my credit card. I added the tip, a bit more generous than normal, signed the charge slip and we left.
When we got outside, Diana said, "I told you it wouldn't be a problem, even if someone discovers you’re not a woman."
"Thank you, but I’m still not overly confident in myself."
"You’ll do just fine. Let’s go over to that liquor store and get something for cocktails," she pointed across the parking lot. "Come on, you need some practice."
We went to the liquor store. I picked up a small shopping basket.
Diana asked: "Do you drink Martinis?"
"Yes, but no vermouth. Do you use gin or vodka?"
"I like either, but vodka will go with many other drinks," she answered as she put a 1.75L bottle of Tito's Handmade Vodka into the basket. I selected two 750ml bottles of Ruffino Chianti Classico and two of Duckhorn Napa Chardonnay, she added a can of mixed nuts. Looking at the cashier, I was relieved to see that they used a chip reader instead of handling the credit card. I was confident there wouldn’t be any issues, so I pulled out my credit card, and we checked out. The clerk put our bottles and the can of nuts into a pair of cloth tote bags, and we walked back to the condo.
Chapter Eleven: Explain Yourself
Sunday, September 12, 2004
"I don't know about you, but it’s been a long day. How about we have a drink and relax for a minute?"
"Absolutely!" Diana put the two bottles of Chardonnay in the refrigerator. She set the Chianti and vodka on the kitchen counter and searched the cabinets for a shaker. Not finding one, she pulled out a plastic water pitcher with a lid, filled it with ice, poured a good measure of vodka, and began shaking. There were no Martini glasses, so we used highball glasses, they served the same purpose. She poured two drinks.
We clicked glasses and sipped.
"Would you like to explain when and where you started crossdressing?"
"Okay. It’s a drawn-out story, so refresh your drink and have a seat."
We refilled our "Martini" glasses and sat on the sofa.
“Yes, I cross-dress occasionally. Not all the time. Like others I’ve read about, I started in grade school trying on my mother's lingerie. After moving away from my parents there were years when I didn’t have an opportunity, but it still stayed in the back of my mind. There’ve been some women who occasionally allowed me to wear a nightie to bed. None had ever condoned or encouraged the practice. It was a major contributing factor to my divorce. My ex accepted it to a degree when we first married, then became intolerant. I had never been out of my house when dressed before introducing myself to Roger and Lisa on Friday. I feel more relaxed. It is euphoric. I like having a bosom. There are times I wear a bra and panties with golf shorts and a shirt, nothing feminine.”
When I finished, she gave me a hug and a sincere kiss. "Thank you for sharing with me. You’re a beautiful woman, and I hope to see you more than just these two days. I can only imagine how difficult it was to relate this part of your life."
We hugged, kissed, and sipped our drinks. I set my glass on the end table and leaned over to Diana. We hugged and kissed passionately. The smile she gave me when we came up for air was as warm an invitation as I had ever received.
I unbuckled my sandals, stood, and unzipped my dress, letting it fall to the floor. I was now standing in my bra and panties.
Diana smiled and wasted no time stripping down to her underwear, and then we were back on the sofa, kissing deeply. I peeled off her panties. She laid back, allowing me to kneel between her legs, and I buried my face in her pussy, tasting the wetness and essence of her arousal, a tangy, addictive taste that drove me wild.
As my tongue flicked and swirled around her sensitive clit, her breath became short and rapid. Her hands found my head, pulling me deeper into the warmth between her thighs. “Yes, just like that,” she moaned, her back lifting slightly off the sofa as she pressed herself into my face. I reveled in the taste and scent with each moan and twitch from Diana. I alternated between long, slow licks and quick, pointed thrusts of my tongue, finding a rhythm that left her writhing beneath me. Finally, she came with a loud cry, her legs trembled and shook, the muscles in her thighs contracting and releasing in an uncontrollable rhythm. I continued to lap at her, teasing her through the orgasm until she gently pushed me away, completely spent.
"Oh, my goodness, that was fantastic! What a wonderful experience! Thank you." She pulled me into a big hug and passionate kiss. “Thank you. Thank you. You’re incredible.”
Once she recovered, she kissed me, pulled my panties off, and gave me a world-class blowjob, resulting in my exploding into her mouth. She took all I had, then gave me a deep kiss, feeding me cum. I swallowed and returned her kiss.
“Did you like the taste?”
“Creamy. Not bad. A little salty.”
“You’ll learn to like it. That’s something women experience.”
“What! Are you implying that I might eat more cum in the future?”
“Oh, Dawn! Honey, you’re a beautiful woman. There’s no doubt that you’ll be pleasuring a man. You couldn’t go to the grocery store without getting hit on!”
“Well, when Lisa and I went to the deli before the party I did get propositioned!”
“There you are. Yes, I think you might eat more cum in the future!”
We sat back and sipped our drinks.
"I hope this is the beginning of a wonderful relationship."
Diana answered: "Yes, I hope so. It’s certainly been a pleasure so far. I love how you satisfy me with your tongue.”
“As you’ve just discovered, my penis isn’t that big. So, I’d always been concerned that women might not be fulfilled. That’s why I learned to satisfy women orally.”
“You certainly learned well and have totally satisfied me with your tongue.” She leaned over and gave me a passionate kiss.
"To try a new subject, what made you want to come with me to Steamboat Springs?"
"I remembered you from work. That was over fifteen years ago, and you were married. I’d just gotten divorced. You always treated me respectfully at work, so I doubted you’d be a threat. I certainly didn’t recognize you when we met yesterday!”
She paused for a moment, taking a sip of her Martini. “Lisa gave you a wonderful endorsement. She knew you years ago, and loved you then, but not as much as this past weekend when you came out to her and Roger. She said that Friday night and Saturday morning showed her more than the years of being your neighbor. In other words, you came highly recommended, and I haven’t been disappointed! “
We kissed and sipped our drinks, content for the moment to simply be together. It felt more intimate to me, somehow, that we were both simply wearing bras, than it might have if we'd both been completely naked. The band around my chest, the pull of the breast forms on my chest, anchored my budding perception that Diana accepted me -- accepted Dawn -- as both a friend and a lover.
“How long have you known Nancy and Mark?”
“I met them several years ago through a guy I was dating. He and I split up, but Nancy and Mark remained friends. The drive from McPherson to Aspen is more than ten hours, so I spent Friday night with them.”
Diana looked down, then looked me in the eye, but apparently, nothing in my expression caused her concern. “After a few drinks, Nancy asked if I was familiar with swinging. I was not. She asked if I was curious. I was. She introduced me to sex with a woman, which I’d never experienced before. It was wonderful. Different than anything I’d ever experienced.” She smiled. “Sex with you is like that, too.”
I was amazed. “Thank you. I take that as a sincere compliment.”
“After that, I gave Mark a blowjob with Nancy watching. I’d never done anything like that before, you know. Being with two people. It was fun, and, I don’t know. Liberating? Exciting? All of that.”
“Wow! I’m surprised. You don’t strike me as a swinger. Not that I know anything about the practice. I haven’t been involved, so who am I to judge? Is this something that you would want to continue?”
“It was a new experience. I would only continue if I knew the participants. Nancy told me they party with Roger, Lisa, and two single women. I believe Wanda and Laura were supposed to be with us yesterday. This is all new to me, but I would be willing to explore it further.”
“I’ll have to ask Roger and Lisa when I return on Friday. They never mentioned anything about swinging to me. Of course, Friday was when they met Dawn, and Saturday was the football party, so not much of an opportunity. Still, I’m surprised.”
“Come here and let me hug you,” I held out my arms.
Diana cuddled next to me. I put my arms around her.
"Where do you live now?"
"On a farm near McPherson, Kansas, about sixty-five miles north of Wichita. My parents both died in a car wreck, and I’m working to sell the homestead. All the farm acreage is leased out, but I still have the house and barn to deal with."
"Are you looking to sell the entire farm or just the buildings?"
"I’d like to dispose of everything. I’m the only remaining child, and my two daughters don't want the property."
"How bizarre. This is exactly what I’m doing here in Steamboat Springs. I’m a partner in a group of investors. We buy estates. Would you like me to evaluate the property and give you a bid?"
"That would be wonderful. You would need to see everything first, right?"
"Yes, a property inspection, title research, the leases you mentioned, everything that’s pertinent would have to be examined."
"How soon could you do this?"
"I’ll be here in Steamboat Springs this week, returning to Florida on Sunday. A week to pull some information from the county and discuss it with my partners. How would the following week work for you?"
"When I leave here, I’m going to Aspen to visit my eldest daughter. She has a new baby boy. I’m not ready to be a grandmother! I could be home by then. Would it just be you coming for the inspection?"
"Yes, since I’ll submit the information, I’ll have first dibs on making the inspection. You’re a beautiful grandmother. Your grandson will wrap you around his little finger!"
"Well then, why don't you come a couple of days earlier and we can renew this relationship?"
I laid her back on the sofa and went down for round two. When she was satiated, I collected my panties, dress, and sandals, heading for the bedroom.
"Where are you going? Come back here, I’m not through with you!"
Diana hugged me, reaching behind and unhooking my bra, letting my breasts swing free. She took one in each hand and caressed them. “I can’t believe they aren’t real,” she nuzzled. “But you can’t feel this, can you?”
“I can feel that you’re touching them. But no, it’s not like it’s my skin. Not like what you feel.” I hugged her and unhooked her bra, letting her breasts swing free, then leaned down and planted a series of kisses on her nipples, causing her to moan in pleasure.
Now naked, I went to the bedroom, removed my makeup and earrings, and put on a sky-blue lace nightie with a G-string. Returning to the living room, Diana was still lounging on the sofa, wearing nothing, sipping on her Martini.
"That’s very sexy on you. I’m thrilled at how you arouse me as a woman."
"Thank you. I take that as an amazing compliment. You thrill me even when you’re wearing nothing!"
We both laughed and sipped our Martinis.
Diana gathered her clothes, went to the bedroom, and returned wearing a nightie.
"What do you have for tomorrow?"
"First, I’ll have to remove my breast forms and fingernail polish.”
“Since I’ve spoken with the contact for the property, I can’t show up as Dawn. We’re scheduled to meet at ten o'clock. He will deliver several documents. I’ll walk around the property looking for anything that might be an issue. There’s significant time spent studying the county clerk records, some online, some in the office. If everything is in order, I’ll evaluate the local market value and submit a report to my business partners. They’ll review everything and make an offer. This should be finalized by mid-day Thursday."
"Is this the same process you’ll follow with my property?"
"Yes, we have a detailed method that’s been used for quite some time. This gives everyone a fair value. Understanding the time value of money, we make an offer that allows you to be relieved of the burden while we can make a reasonable profit within a decent timeframe."
Diana picked up the ‘Martini shaker’. "Would you like more? There’s still some in the shaker," she laughed.
We split the remaining contents and sipped, then retired for the evening.
Chapter Twelve: Time for Work
Monday, September 13, 2004
I woke up on Monday morning while still snuggled with Diana. Getting out of bed, trying not to disturb her, I went to the bathroom and removed my nightie, G-string, and breast forms, showered, and shaved. I took nail polish remover and cleaned my fingernails so that no shimmering pink remained.
I went into the bedroom to get my clothes.
Diana was awake and sitting up in bed. She gave me a long look, then turned back the covers and patted the bed beside her. She was naked. “Come here a minute.”
Feeling a little nervous, I sat where she had indicated.
She ran her index finger up my thigh and smiled. “You’re a sexy woman, but you look nice this way, too.”
I could feel myself start to react to her fingers’ wandering. “You think so?”
“Good enough to eat.” She giggled. “Though, I was thinking I could use my other lips?”
I rolled her onto her back, spread her legs, and began eating her pussy until she was satiated. She rolled me onto my back, climbed on top, impaling herself on my rock-hard penis, and started riding me until I exploded. We rolled onto our sides and cuddled, kissing passionately.
“How was that, Mister Dan? Were you satisfied?”
“Utterly fantastic. You’re a dream come true! Were you fulfilled?”
“Yes. And I think we can enjoy this many more times in the future. As Dan or as Dawn, you’ve got nothing to be worried about.”
We kissed passionately. I gathered my clothes and went back to the bathroom to clean up and get dressed. “I’ll be back around noon. I’ll leave you a note with the door code. We can go to lunch, but you’re on your own for breakfast.”
She kissed me. “Hurry back!” We kissed again, and I departed.
All I wanted was a cinnamon roll and a cup of coffee, so I took my computer, drove into town, and found a cafe. At about nine-thirty, I drove to the property address, arriving as a pickup was pulling up to the gate. We both exited our vehicles.
"Hi. I’m Dan."
"Nice to meet you, Dan. I’m George. Here are all the documents you requested. Shall we inspect the property?"
George unlocked the gate and drove through. I followed and stopped. He went back and locked the gate, then led me to the structures. We walked around the house, barn, and corral, chatting casually about the conditions. After about two hours, we returned to the gate. George unlocked and I drove away, returning to the condo.
Diana was out of bed and dressed. She had gone to a cafe for breakfast and returned.
She greeted my return with a warm smile and an invitation to repeat the morning romp. We ended up satisfied and cuddled next to each other.
“Are you going to meet anyone else today?”
“No, everything else for today will be online.”
“Then, I want you to put on a dress!”
"I'll be happy to, but I have to ask. Do you only like me as Dawn? Or, do you prefer me as Dawn?"
She shook her head, smiling warmly. "No, sweetie. I want you in a dress because it's so obvious that YOU prefer Dawn. You LOVE wearing dresses and pretty lingerie. Seeing how much you enjoy being dressed and how much more content you are is a joy to behold. I can see how happy it makes you, how much more relaxed you are. You have a sparkle in your eyes, and you laugh more easily. Not to mention how great you are between my legs. That alone is worth the reward!"
Was I happier as Dawn? And if so, what did that mean for me? It was tough to think about, but she was being honest. I had to be honest, too. Yeah. Yeah, I am.
“What did I do to deserve you?” A giant hug and deeply passionate kiss followed.
I put on breast forms, panties, a bra, wig, makeup, and hoop earrings and slipped on the red poppy festival dress and white sandals.
“Yes. You look much better.” Diana gave me a hug and a kiss of approval. “Tell me. If I wasn’t here, what would you be wearing? right now?”
“Probably this, but without the makeup.”
“You like being Dawn. You’d rather be sitting on the sofa wearing a dress and drinking wine than wearing shorts and a golf shirt out with the boys drinking a beer. How do you dress when you’re working at home?”
“Just like this but without the makeup.”
“I think Dawn is beautiful. I think Dan is handsome. I’d be happy to be with either or both of you.” She gave me a hug and a passionate kiss.
“I have to tell you. When you hug me like that, and our breasts mesh, it thrills me!”
She hugged me again, reaching down and caressing my penis, which was rigid.
“I’m happy to know that little tidbit. It could come in handy sometime.”
I set up my computer and dove into work, just taking a brief break when we walked down the street to a cafe Diana selected for lunch. I was still not completely confident in my female presentation, but with repetition, Diana's strong reassurance, and the absence of any embarrassing incidents, I began to calm down.
I returned to my computer and continued working.
About four o'clock, Diana interrupted me and said it was time for dinner. She had called the Ore House and asked to be seated in the section with Jennifer. We walked to the restaurant, and Diana informed the hostess of her request. She took us to the same booth as last night and told us that our waitress would be Jennifer.
Jennifer came to our table and was thrilled to see us again. Diana scooted in a bit and invited Jennifer to sit beside her.
"You both look beautiful. If I didn’t know better, I’d think you were just two girlfriends out for dinner."
"Thank you, Jennifer. I keep telling Dawn that no one has any reason to question her."
"This is new, so I’m still a little nervous. I thank you for your support."
Jennifer was able to chit-chat for a couple of minutes before getting back to work – it was still early and the restaurant was slow. Then she put her waitress face back on. "What would you ladies care to drink?"
"How about we start with two glasses of Chardonnay?" suggested Diana.
We examined the menu and decided, again, on the salads. Jennifer returned with our wine and took our orders. After our salads were served Jennifer stopped to see if everything was in order.
Again, Diana was able to get Jennifer to join us for a couple of minutes. She slipped into the booth. The restaurant wasn’t very busy on a Monday night. Diana and I worked on our salads and chatted with Jennifer for a few minutes. We learned that she works Sunday through Tuesday, which are the slower nights and goes to Regis University on Wednesday and Friday, pursuing a bachelor’s degree in business administration.
We finished our salads, Jennifer brought the check, and I gave her my credit card. She did not question the CID this time! We returned to the condo.
Diana opened a bottle of Chardonnay and poured two glasses.
We hugged and kissed, peeling off each other's clothes until we were both naked. I laid Diana down on the sofa and proceeded to bring her to multiple orgasms. When she was satiated, we cuddled and finished our drinks.
Diana laid me down on the sofa and began giving me a blowjob. When I was rigid, she climbed up and mounted me, riding until I exploded.
“Well, Miss Dawn. Did you enjoy that?”
“You are wonderful. We certainly have come a long way in two days. I thought it might be odd to have sex when dressed as a woman. If you are okay with having sex with Dawn, I have no objections.”
“I don’t have any reservations about having sex when you’re dressed.”
We hugged and kissed again. I went to the bathroom, removed my makeup, and put on my red baby doll.
"That’s a very sexy nightie. You just rock. I’m excited to see you look so wonderful."
"Thank you, beautiful. I do feel sexy wearing this."
She gave me a big hug and went to put on her nightie. While she was changing, I refreshed our glasses of wine.
When she returned, she took her glass and used her other hand to stroke my cheek. "I’m sorry that I have to leave tomorrow but look forward to seeing you next week."
"Yes, I’ll certainly be lonely here without you. I’ve enjoyed your company and your acceptance and encouragement of Dawn."
"You’re a very beautiful woman. Don’t be afraid to go out in public. No one will know the difference."
"Not sure if I’m ready to go out solo but I’ll try to be more confident."
I laid her back on the sofa, removed her panties, and proceeded to please her again.
"Maybe I should stay here instead of visiting my daughter!" she gushed.
"No, you need to see her and that new grandson. We’ll be together next week."
We finished our drinks and retired for the evening.
Chapter Thirteen: Goodbye for Now
Tuesday, September 14, 2004
We woke Tuesday morning, and I began caressing Diana. She took off her panties and laid back to allow me to bring her to a massive orgasm. Once she recovered, she peeled off my panties and proceeded to suck me until I came. She came up and gave me a passionate kiss, feeding me cum. I swallowed and returned her kiss.
“You need to get used to swallowing cum. That’ll be in your future.”
We got out of bed and showered together. Some parts of our bodies got squeaky clean! Diana put on a sleeveless blue and white top with a matching blue skort.
"You look fabulous. Good enough to eat!"
"You have done those multiple times to my complete satisfaction!" She gave me a big hug and a passionate kiss.
I shaved and put on panties, khaki trousers, and a golf shirt.
"Sorry, I have to visit the county clerk today, so it’s male clothing."
"That’s too bad. You should wear a dress and see if they notice."
"Not today. Maybe when I come to Kansas, Dawn can go to the county offices."
We loaded her suitcase into her car and walked across the street to the cafe for breakfast. We finished, came back to her car, hugged, kissed and she drove away.
I drove to the county offices and began my property research, spending the rest of the day reading the massive number of records on this property. This area was settled in the 1860s and there had been many owners of this property. Doing a complete title search was a very tedious process.
I returned late in the afternoon, undressed, put on breast forms, bra, wig, makeup, and hoop earrings, and slipped on the navy-blue floral dress and white sandals. There were butterflies, but I walked over to the Ore House and asked the hostess if Jennifer was working tonight. She said yes and took me back to the same booth.
Jennifer came to the table, recognized me, and gushed, "I’m so thrilled to see you again. You’re simply stunning. Where is Diana?"
"She went to Aspen to visit her daughter and meet her new grandson. I still have a couple of days of work, but she insisted that I come out on my own. I thought you’d be the best person to encounter in this situation."
"You know I accept you. You look and act like a woman. As Diana said, there’s no reason for anyone to think otherwise."
"Thanks, I appreciate your encouragement."
"What would you like to drink?"
"A special night deserves a special drink. How about some Prosecco?"
"That sounds wonderful. Do you know what you want to eat?"
I again ordered a salad.
"I’ll put your order in and get your drink. Be right back."
Jennifer returned shortly with a split bottle of Prosecco and a Champagne flute.
I opened the bottle and poured it into the flute, allowing the bubbles to rise to the rim before subsiding. I asked her to take my picture to send to Diana, then amended that request to have her in the picture. She sat next to me, and I took a selfie.
I sent the picture to Diana, "Guess where I’m at tonight!"
A few minutes later she responded, "Fantastic. You both look beautiful. I’m proud of you for going out solo. Hugs. Miss you. Kisses!"
Jennifer returned with my salad. I showed her the message from Diana.
"How wonderful. When will you see her again?"
"I’ll go to her property in Kansas next week."
The hostess brought a couple to the area, so Jennifer left to take their orders. I ate my salad and drank Prosecco. Jennifer came over to see if I needed anything more.
I declined and gave her my credit card. She went to process the charge and returned with the slip. I signed, thanked her for everything, and hugged her.
She hugged me. "I agree with Diana. I’m happy that you came out on your own. Please don’t be afraid. No one will be able to tell."
We exchanged cheek kisses and I returned to the condo, undressed, scrubbed off my makeup and lip gloss, removed my bra, wig, and earrings, and put on my nightgown.
I made a Martini and tried to find something on TV.
My phone rang - it was Diana.
"Hey, sweetie. How are you doing?"
"Hi there, gorgeous. How was your trip to Aspen? How are your daughter and grandson?"
"The trip was just fine. They are both doing great. What are you doing now?"
"Just got back to the condo. Nothing on TV. Made a Martini. Put on my nightie. Just hanging out. How about you?"
Diana laughed. "I was almost expecting you to say you had brought Jennifer back and were entertaining her!"
"No. She is sweet but not someone I’d want to get involved with. You’re much more of my style, and I don't want to harm our relationship."
"That’s nice. I’m happy to hear that you respect our relationship. I’m thrilled that you went out, even if you only went to see Jennifer. As you get more confident, you’ll enjoy going out more. Hope your work is going well. Talk to you soon. Kisses in all the right places!"
She hung up. I finished my Martini and went to bed.
Chapter Fourteen: Wrapping Up Work
Wednesday, September 15, 2004
Wednesday was spent finishing in the county clerk's office. It’s a full day. I never knew researching could be so exhausting. I called the property owner and asked to meet him tomorrow to check out some issues. We agreed to meet at nine-thirty. I wrapped up, picked up a Subway sandwich, and went to the condo. I had no desire to go out tonight, so I put on breast forms and a nightgown, ate my dinner, and went to bed.
Thursday, September 16, 2004
I met the owner Thursday morning, and we walked through the buildings and along the fence line. When we finished inspecting the property, I filled my car with gas, picked up a Wendy's burger, and returned to the condo.
I’d worn all my bras, panties, and dresses, so it was time to do some laundry. The unit had a washer and dryer, so I loaded everything and started the washer.
I finished the property report and emailed it to my investment group partners.
It had been a week since I had removed my body hair, so I smeared Nair over my arms, hands, legs, feet, and torso, let it set, and took a shower. The washer cycle finished, so I moved everything to the dryer.
I filled the bathtub, added bath oil, and settled down -- with a Martini -- for a long soak.
The past week had been unbelievable. Coming out as Dawn to Roger and Lisa was unbelievable as they accepted my femme persona. Reacquainting myself with Diana has been spectacular. I have to ask myself, where am I going with all these changes. Diana asserted the fact that I liked to be Dawn, wearing a dress instead of a golf shirt and shorts. She also said she had no doubt Dawn would be pleasuring a man. Who is this that I’ve become?
These, and many more, thoughts are rattling around in my brain. I’m certain I want to pursue a relationship with Diana, and she wants me to be Dawn when I visit next week. This is a big bubble that I hope doesn’t burst.
After my bath, I put on breast forms and a white nightdress with a G-string. No reason for any makeup. I repainted my fingernails with shimmering pink polish. I packed, laid out clothes for tomorrow, brushed my teeth, and retired for the evening.
********** To Be Continued **********
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Dan Becomes Dawn – Part 3
By Kathi Jo Daniels
Chapter Fifteen: Back to Denver
Friday, September 17, 2004
I rose Friday morning, showered, shaved, put on a bra and panties, and applied makeup. I selected my navy-blue floral V-neck dress and white sandals.
On the drive back to Denver, I thought about what Diana had told me about swinging. I didn’t know anything about it and couldn’t form an opinion, but I was very surprised to learn that Mark and Nancy were swingers with Roger and Lisa. It made me think about my interactions with both couples the prior weekend. Had they been sending signals that they might want me to join them? I decided to play it by ear and see what unfolds.
I arrived at Roger and Lisa's shortly after three o'clock. Roger answered and greeted me with a hug and a soft kiss. "Welcome back, Dawn. You certainly look cute in that dress. Come on in, I’ll get your other suitcase."
"There’s also a bag with a partial bottle of vodka and some wine. Would you please grab that as well?" I asked.
"Certainly," he responded.
Lisa met me in the foyer with a hug and a kiss, our breasts meshing together, which thrilled me. "Hello, sweetie. Welcome back. You’re beautiful. I can’t believe how feminine you’ve become."
"Thanks. I’m forever grateful that you’re so accepting."
I wheeled my suitcase to the guest suite and unpacked what I planned to wear for the next two days. Roger came in with my second suitcase and put it on the other luggage stand. I knew I wouldn’t need anything from that one until Sunday.
"Thanks for bringing that in. You can have all the alcohol. I can't take it with me."
"No problem. When you get settled, come on into the family room."
I hung my dresses to let the wrinkles fall out and joined Roger and Lisa in the family room. Roger had poured me a Martini.
“Cheers. Here is to another great weekend with wonderful friends!” I hoisted my glass, and we touched rims.
“Hear! Hear!” they both responded.
"We’re discussing options for dinner. Do you have any preferences?" asked Lisa.
"Either tonight or tomorrow, I insist on taking you to dinner, my treat, and we’re not going to some hamburger joint! What do you have planned for tomorrow?"
"Nothing scheduled, just hang out, maybe see if there are any interesting football games, whatever comes to mind," answered Roger.
"Why don't we do something casual tonight and go out tomorrow? We can make reservations at one of the nicer restaurants. I hope you won’t be upset if I need to wear my cocktail dress again. I only brought one nice dress with me!"
Lisa smiled. "That’s a beautiful dress, and you should wear it again. Of course, that means I’ll have to dress up as well. I haven’t done that in quite some time. It’ll be fun."
"Which of the restaurants would you prefer? Don't be skimpy, this is on my expense report," I offered.
"We can give that some thought later; how about something to eat?" asked Roger.
We moved to the kitchen. I opted for Chianti with dinner. I couldn’t manage many Martinis.
"Here’s to wonderful friends!" I toasted them.
We clinked glasses and sipped.
Lisa went to the kitchen cupboard, retrieved her ruffled pastel pink apron, and helped me with the back tie. “You can wear my apron again!”
“Thanks, Lisa!” I laughed and gave her a hug and a kiss.
Roger chopped a salad, heated some meat sauce for spaghetti, and toasted garlic bread. The same meal we had last week.
After dinner, we all pitched in to clean up and put everything away. I removed Lisa’s apron and returned it to the cupboard. Roger poured me another glass of wine, and we retired to the family room.
Chapter Sixteen: Plans for Tomorrow
Friday, September 17, 2004
"Before we get too deep into our drinks, where do we want to dine tomorrow? I remember several options. Ocean Prime, Shanahan's, Del Fresco's, Maggiano’s, Ruth's Chris - what is your pleasure?"
"I vote for Ruth’s Chris," said Lisa.
"That works for me!" said Roger.
I laughed, retrieved my cell phone, called Ruth’s Chris, and made a reservation for five o'clock on Saturday, tomorrow.
"We’ll take an Uber. That way, we won’t need a designated driver. We can party like rock stars!"
"Okay. We have all that taken care of. Now, we’re dying to know. How did your trip go? Was it a success? Did you and Diana have a good time?" asked Lisa.
"The trip was fine. The property looks promising. I sent my report to the partners last night, and they’ll negotiate the pricing.” I took a sip from my wine and dismissed that subject. I knew that wasn’t what they wanted to hear! “Diana and I had some great times together. She’s so very accepting of Dawn. During the day, I’d be Dan, but Diana insisted on Dawn in the evening.”
Lisa grinned. “Excellent! So, are you two officially an item now?”
“An ‘item,’ for sure! Not positive if it’ll be monogamous or permanent, but I hope it will be fun and rewarding. I’m looking forward to next weekend when I meet her at her parents' home in Kansas.”
Lisa laughed. "I’m thrilled for you. Diana is a very wonderful person. If she accepts, you two can have a delightful time."
Lisa came over, sat beside me on the loveseat, and asked, “Have you ever done any swinging?”
“No. Diana mentioned that Nancy and Mark introduced her to the practice and that they swing with you and two other ladies.”
“Would you be interested in participating with us?”
“This is new to me, but I am intrigued.”
“As Dawn, would you like to do girl-on-girl?”
“Oh, yes! That would be wonderful!”
Lisa removed her shorts and panties and laid back on her recliner.
I knelt between her legs and buried my face in her pussy, swirling my tongue around her sensitive clit. Her breath became short and rapid. She pulled me deeper into the warmth between her thighs. “You are wonderful,” she moaned, her back slightly lifting off the recliner as she pressed herself into my face. I alternated between long, slow licks and quick, pointed thrusts of my tongue, finding a rhythm that left her writhing beneath me. Finally, she came with a loud cry, her legs trembled and shook, the muscles in her thighs contracting and releasing in an uncontrollable rhythm. I continued to lap at her, teasing her through the orgasm until she gently pushed me away, completely spent.
"Oh, my goodness, that was fantastic! I’m spent. What a wonderful experience! Thank you." She pulled me into a big hug and passionate kiss. “You’re incredible.”
"What a beautiful experience. I’m thrilled you pleased Lisa. Thank you," added Roger.
Dawn had just orally satisfied one of the most beautiful women Dan had ever known.
Think of having a raging hard-on!
“Since you have transformed into such a beautiful woman, you will want to know how to satisfy a man."
“Diana told me the same thing.”
“Would you like to try giving a blow job?”
"I have never done this, so I am not sure."
Lisa jumped up and ran to the master suite, coming back with a lifelike dildo. I wondered why she would have a dildo, but I didn’t say anything. She went to the kitchen and cleaned it with vodka. Returning, she presented it and suggested I take as much as possible. I opened my mouth, and she gently inserted the dildo.
"Open wide and let the dildo slide deep into your throat."
"That's a good girl!" she cooed approvingly as she moved the dildo back and forth, in and out. "Now you have the idea."
She continued to pump the dildo in and out of my throat for a few moments, then withdrew and announced, "I think you get the idea. Now for the real thing?"
I thought back to the conversation with Diana when she fed me my cum.
Her comment “Yes, I think you might eat more cum in the future” was becoming true.
"Roger, would you like to be my first?"
"Before we start, you should take off your dress."
I unbuckled my sandals, stood, unzipped my dress, stepped out, and laid it over the back of the loveseat. Standing in my bra and panties, I felt exposed. I recalled Diana stating that at some point in the future, I’d be pleasuring a man. Well, here I am.
"Roger, why don't you sit on your chair and let Dawn kneel? That would be more comfortable for her."
Roger removed his shorts and briefs and sat on his recliner. His penis was standing at attention! Lisa was right beside me, offering encouragement and suggestions. “Now take him into your mouth, but just the head at first. Suck gently and use your tongue.” As I bent forward, she stroked my back to urge me on.
I knelt and extended my tongue, licking a broad stroke up the underside of his shaft. He let out a low groan at the sensation. Encouraged, I swirled my tongue around the head, lapping at the bead of precum that had formed at the tip.
Doing the best I could, I wrapped my lips around Roger’s cockhead, giving it a soft suck. I swirled my tongue, eliciting another moan from him. Slowly, I began moving my head, taking a little more of him into my mouth with each downward motion.
“That’s it, Sweetie. Nice and slow,” Lisa encouraged. “You’re doing great. Remember to breathe through your nose. Relax your throat to take him deeper.”
“When he starts to cum, keep sucking and swallowing. Don’t stop until he finishes. The salty taste and texture can take some getting used to, but I know he loves having the cum sucked out of his cock.”
After pumping back and forth for a few moments, Roger began to convulse, shooting his cum into my throat. I swallowed and swallowed, but there was more than I could manage, and the overflow dribbled out onto my chin. Roger finally pulled back, and I sat up straight.
Lisa came to me. "You did great! Did you enjoy that?" She used her finger to wipe some cum off my chin and fed it to me.
"WOW! Yes, I think I did enjoy my first blow job! Roger, was that satisfying for you?"
"You were fantastic. I can’t believe this was your first. I’d enjoy that again!"
Lisa took a warm washcloth and wiped more cum from my chin, then cleaned Roger.
I sat up, found my glass of Chianti, took a sip, gathered my dress and shoes, excused myself, and went to the bedroom. After hanging my dress in the closet, I repaired my smeared makeup and lip gloss. Put on my red baby doll with a G-string and padded back into the family room. "How do you like this?"
"Oh, wow! That’s beautiful. You’re very sexy!" Lisa gushed.
Roger had pulled up his briefs and shorts while I was gone. "Would you like me to buy you a drink, Miss Dawn?"
"Please just refill my Chianti if you would."
Roger poured a full glass and handed it to me. I took a sip and asked, "Am I dreaming, or has this been a wonderful evening?"
"Come sit on my lap, you little sexpot.”
I sat on Roger’s lap. This is all new to me, but I’m excited, with a raging hard-on that is barely being contained by my G-string. Okay. It’s not being completely contained! I can feel Roger’s powerful hard-on pressing into my butt.
Roger began caressing my breast forms. “Do you like that?” he asked.
I leaned back and gave him a passionate kiss. I’d never done that to a guy before!
“Would you like me to introduce you to sex as a woman?”
“I think that might be wonderful!” I fear I’d gone into the abyss.
Lisa retrieved her dildo and instructed me to bend over the back of the loveseat. She coated the dildo with KY jelly, flipped my nightie out of the way, pulled the G-string aside, and gently slid the dildo into my anus. More emotions. Internal arguments. What the hell was I doing? I thought I was a man. I’m being introduced to sex as a woman. It was painful at first, but after she had the dildo beyond my prostate, it became a pleasant feeling. She probed back and forth until I gasped, and my knees buckled.
Removing the dildo, she took a condom, stroked it onto Roger, and let him penetrate me. Roger pumped several times until he convulsed, and again my knees buckled. He withdrew and took a towel to remove the condom and discard it in the trash. I held on to the loveseat for a few moments until my knees could support me. Lisa took another towel and wiped the KY jelly from my butt and hugged me. "How are you doing, Sweetheart?"
"I’m doing fine. That was euphoric. Thank you."
I pulled up my G-string, went to Roger, and hugged him. "Thank you for being the one to take my cherry. It was a wonderful experience."
Roger gave me a soft kiss. "Thank you for letting me be your first. I’d love to do this again."
I gave Lisa a big hug. “This is all new to me, but I think I could learn to enjoy it.”
We all sipped our drinks and relaxed for a minute, hugged and kissed, put our drink glasses in the sink, and retired for the evening.
Sleep didn’t come immediately. What has happened to Dan? Will he ever come back? Has Dawn taken over Dan's life? Has Dawn become bi-sexual? Does Dawn want to transition? These questions kept rolling around in my head. None were answered.
Chapter Seventeen: A Time to Relax
Saturday, September 18, 2004
I woke Saturday morning, got up, made the bed, showered, shaved, and put on panties and a bra. After applying makeup, wig, and stud earrings, I chose my A-line dress with elbow sleeves, white with blue chest pockets, shoulders, and belt, and a pair of white sandals.
Roger was in the kitchen sipping coffee and reading the paper.
I poured a cup of coffee, gave Roger a hug and soft kiss, and we clicked mugs.
While I was reading the comics, Lisa came out in a red sleeveless sweater that hugged her magnificent curves, with white shorts and sandals.
Lisa gave Roger a big hug and kiss, then came to me with the same.
Roger prepared breakfast. Lisa and I cleaned up the kitchen.
There were some football games on the TV in the background. Around three o'clock, Lisa and I decided it was time to start getting ready for dinner. We left Roger watching TV and went to change.
I stripped, scrubbed off my makeup, showered, shaved, and re-applied makeup. Zipped up my basque with garters, rolled on stockings, and attached them. Then panties. I stepped into my dress, zipped up the back, slipped on my sandals, and fastened the buckles. I fluffed out my wig and finished with large hoop earrings. This is the outfit I wore a week ago when I introduced Roger and Lisa to Dawn.
Chapter Eighteen: Out to Dinner
Saturday, September 18, 2004
Lisa and I went into the kitchen at about the same time. She was wearing a blue sheath that accentuated her ample bosom.
I brought up the Uber app on my phone, entered our current location and our desired destination, and waited for a driver to bid. Once we had a good option, I confirmed - the estimated time to pick up was five minutes. We went outside and waited for the driver to arrive.
A car came around the corner, stopped in front of the house and we climbed into the back seat and confirmed that we wished to go to Ruth’s Chris in the Tech Center. About twenty minutes later, we arrived, went inside to the hostess, gave my name, and were immediately seated at a booth.
A waiter came to the table, introduced himself as Dave, and asked if we’d like a cocktail before dinner. We all ordered vodka Martinis, and he went to the bar. A few moments later, he returned with our drinks and began to tell us about the specials for the evening. We asked him to come back after we had a chance to enjoy our cocktails. Dave went away.
We clicked glasses and sipped.
Dave returned to the table and asked if we were ready to order.
We asked if he could take a group picture. He suggested that we stand over by a planter. We posed, and he took three pictures using Roger’s phone.
We then selected something from the menu. Knowing I couldn’t take a doggie bag, I chose a smaller entree, a petite filet with baked potato, house salad, and a glass of Cabernet Sauvignon. Waiting for dinner, we sipped our Martinis, enjoying each other's company.
Dave returned with our salads. Roger and Lisa ordered Martini refills. We ate our salad, and Dave returned with our entrees, the Martini refills, and my wine. The dinner was fantastic.
As we were completing dinner, I brought up the Uber app and ordered a return driver. Dave brought our bill. I gave my credit card, and he went to process the charge.
Moments later, Dave returned and asked to see my ID, as was requested on the back of my credit card. I showed him my driver's license and he commented that I looked much prettier than my ID!
We all laughed.
I added a generous tip, signed and we departed - the Uber driver was waiting at the entrance. We returned home. It was only about eight o'clock.
Chapter Nineteen: After Dinner Drinks
Saturday, September 18, 2004
Lisa sat next to me on the loveseat: "Would you like to repeat our adventures of last evening?" I smiled and kissed her.
We had been naked together last night, there was no reason to be modest. I unbuckled my sandals and kicked them away. Unzipped and stepped out of my dress, draping it over the back of a chair. I unclipped and removed my stockings, unzipped my basque, and removed my panties. I was standing there naked and aroused.
Lisa watched me, then stood, kicked off her sandals, peeled off her dress, and removed her bra and panties, "Here I am, pleasure me!"
Roger was enjoying the show. He kicked off his shoes and socks, removed his shirt, stood, dropped his slacks, and removed his briefs: "Your choice, Miss Dawn!"
We were all naked. Roger and I were aroused, with hard-ons. I knelt in front of Roger, took him in my mouth, and proceeded to satisfy him. After a few moments, he convulsed and exploded into my mouth. This time, I was able to contain all his cum without any dribbling out onto my chin.
Once again, the statement from Diana that I would be swallowing cum came to mind. Her prophecy had come true.
I went to Lisa reclining on the love seat and dove into her pussy and began tickling her to multiple orgasms. She moaned and squirmed and began to buck and thrust, finally pushing me back and rolling away.
Roger picked me up and bent me over the back of the love seat, penetrated me, and began thrusting. After a few moments, he exploded and gushed into me, causing my knees to buckle. He withdrew, and I held onto the loveseat until I could stand.
Lisa motioned for me to sit on a recliner. She knelt and took me into her mouth, pumping me until I finally convulsed. She took my entire load, came up, and gave me a deep kiss, feeding me my cum. I swallowed and kissed her.
We all sat back, naked, and sipped our drinks.
"This has been one of the most enjoyable sexual experiences in my lifetime. There’s no way I could have fantasized about this in my wildest dreams. Realize that just three weeks ago, I was just a closet cross-dresser. I’d never been out of my house while dressed. I’d never had any interaction with anyone while dressed. I’d never had sex with a woman or a man while dressed. All of these events have happened in the last twenty-one days! I don't know about you two, but I’m exhausted."
“We’d love for you to come back and join us for one of our swinging parties. Mark and Nancy will be there. You will also meet Wanda and Laura, who didn’t come to the party last weekend. If Diana could join us, that would be wonderful,” Added Roger.
“Oh, HELL YES! Let me know when, and I will try to return.”
We finished our drinks, hugged and kissed each other, gathered our clothing, and retired for the evening.
In the bathroom, the face looking back was not very pretty. Lip gloss and makeup smeared unbelievably. After cleaning my face, I brushed my teeth, removed my earrings and wig, put on a cream baby-doll nightie, and went to bed.
Chapter Twenty: Time to Return Home
Sunday, September 19, 2004
Waking Sunday morning, I knew it was time to put Dawn away and return home. For ten days, she had been on cloud nine. Introducing her to Roger and Lisa, what a fabulous time! Meeting and enjoying Diana was fantastic. We’re going to meet up again. Being introduced to sex as a woman was exhilarating, and it will happen again.
I got up, stripped the bedding, and removed my nightie, G-string, and breast forms. Showered, shaved, and put on nude lace panties because some things never change! Used nail polish remover to clean my fingers and toes, so no shimmering pink remains. A golf shirt, shorts, and dock shoes - much easier to get through airport security! Packed everything, and put my suitcases and computer bag near the front door.
Roger was already in the kitchen, frying bacon and pancakes.
I hugged him. "This has been a whirlwind experience. Thank you for your hospitality and especially your acceptance of Dawn."
Lisa came out in a form-fitting powder pink blouse, white shorts, and sandals. She hugged and kissed me. “You look very different than Dawn. She’s much prettier.”
“And Dan has no hair, boobs, or makeup!” Added Roger.
After breakfast, it was time to leave. We loaded my luggage and computer bag, hugged, kissed, and said goodbye. I returned my rental car, took the shuttle to the terminal, checked my luggage, went through security, and boarded my plane.
The flight was uneventful. I went to baggage claim, retrieved my bags, located my shuttle bus, and returned home. Then to the mailbox to retrieve a week's worth of mail.
I missed having a bosom. I stripped and put on breast forms and a blue baby doll nightie with a G-string.
Back into the kitchen for a healthy glass of Chianti.
I repainted my fingers and toes with shimmering pink nail polish. Once they dried, I unpacked everything and admired my new wardrobe of bras and panties, dresses, and shoes. There was no need for makeup, a wig, or earrings, so I refilled my glass of Chianti.
A text message to Diana was returned with a phone call.
"I miss you," I said.
"Where are you?" She asked.
"I’m back home, with a glass of Chianti and wearing my blue baby-doll nightie. Where and what are you doing?"
"Still in Aspen. I’ll leave on Wednesday, spend the night with Nancy and Mark, and return to McPherson on Thursday. I miss you and look forward to seeing Dawn again. I want us to be happy together. And I can’t wait to have you between my legs again!”
"Hugs and kisses. Travel safe. See you Friday."
We hung up, I finished my wine and called it a night.
***** The Saga Continues - Dawn Visits Kansas will be coming soon! *****