Interesting Summer Vacation Part 1
By: kokopo618
“Will! Get down here!”
I scrabbled out of my bed and to my door tripping repeatedly along the way. My dad always uses the same tone of voice no matter what emotion he might be feeling, so I may be in trouble or he may be congratulating me on my excellent performance as his son for the last 16 years, but given my performance it is probably the former.
As I am running for the stairs I can hear pop music coming from my sister's room. I don't really like pop music, to me it all sounds the same with indiscernible catchy lyrics to boot. I've talked to my sister about it she says I don't "get it" I've always looked up to my sister and she is probably right, most times I feel like I "don't get" a lot of things.
"What's up dad" I say casually, while wracking my brain for things I could have done wrong.
My dad, William Collins Smith Sr. is the very definition of a man's man he's tall, strong, confident, square jaw, short dark brown hair, he's a handy man, he knows how to do just about anything a man is supposed to know how to do. Unfortunately I inherited none of these traits from him, and I'm sure I not the only one of us that's noticed, he has never voiced disappointment of me but I suspect I am not what he envisioned when he imagined a son.
"Don't worry you are not in trouble" he said picking up on my fake casualness, "I just got off the phone with Carl Olsen, an old buddy of mine from childhood, who I haven't spoken to since you and your sister came along, anyway he is opening a lake side lodge resort and he doesn't have enough people booked for opening weekend and he doesn't want the place to look like a failure so he offered to send us up there for free"
"Wow that's awesome, are we going soon? Should I pack now?" I asked.
"Yes and no, we're going on Saturday and staying for a week but you don't need to pack the resort provides clothes and everything you could think of, no packing required."
"That seems a little strange," I say.
"I thought so to but all I had to do was put all our information in the computer and send it to them and our cabin should be prepared by Saturday, they advertise as the most all-inclusive lodge on Swan Lake."
"Okay, I'll go tell Katie." I say, heading up the stairs.
This sounds way too good to be true I thought as I headed up stairs to tell my sister, something has to go wrong. I don't like thinking this way I would like to be more positive, but I have not had the easiest life and negative thinking often seems more realistic to me. I shouldn't complain we're not dirt poor, I haven't had much tragedy in my life besides the death of my mom but that happened when I was very young, I don't remember much of her, but I am still unhappy a lot, especially at school, I'm not very popular in fact I'd say I'm actively unpopular I often think if I started talking in a southern accent people wouldn't bat an eye. I used to do volleyball and gymnastics until about 6th grade when it became way less cool for a boy to do that sorta thing, plus I didn't need to appear less manly than I naturally do. I am very small for my age shorter than all the boys and some girls, I wear baggy clothing to hide my skinniness, I keep my hands in my pockets and wear a size too big shoes to cover my dainty hands and feet, I try to go as unnoticed as possible and it works.
"Hey Katie?" I say while knocking on the door. I can still hear the pop music on in her room I can't tell if it's a different song or not.
"Yeah, come on in little bro" I walk in and see Katie reach for her phone to turn her music off, "sorry I know you don't like this music"
"Don't worry about it," I reply.
My sister is 21 years old, beautiful, and to put it nicely she enjoys the company of men, nothing I judge her for, of course, I respect the hell out of her, after mom died she took over a lot of responsibility and basically helped raised me, she cooks and cleans, and I don't think dad could do it without her, which is perhaps why she doesn't move out, but despite all her hardship she is one of the most positive people I've ever known, she is about the only person who can cheer me up when I'm down.
"So, what's up Willy," she says with a big dumb smile on her face.
I look to her side at her mirror where I can see the both of us. People have often said we look similar, we are both blonde and we have similar features unfortunately those features look much better on a girl than a boy. Full lips, a small nose, big doe eyes with thick long lashes. It's partly my fault I do keep my hair pretty long for a boy.
I tell her about the trip and the all-inclusive stuff and of course she is very excited.
"I can't wait for all the shirtless hunks," She sings.
"What about John, you know, your boyfriend?" I ask although I expect I know the answer.
"Oh he's done," she says.
"That was your quickest one yet."
"I'm going for a world record" she counters, smiling.
"Good luck with that," I say walking out the door.
Maybe this is just what I need, we haven't had a vacation in a while and I don't have much going on here, so maybe this will get me out of my slump, at the very least It should be interesting.
Author's Note:
Uh, hi there readers or no one, I've been a fan of the stories on this site for a while and got an idea for one I haven't seen on this site so I decided to write it. To be clear I am no writer, I do not know what I am doing, and I will make many mistakes along the way, but I believe trying new and stupid things makes life Interesting see what I did there, so wish me luck, anyway I hope you got some enjoyment out of this beginning chapter of William Smith's story, I know it's pretty short but the following chapters will be longer this was just the beginning. Oh, and feel free to comment whatever you want, If it's positive that's great, if it's negative I'll probably agree with you, again I am not a writer.
Interesting Summer Vacation Part 2
By: kokopo618
"Will get down here I need your help." I was already half awake so my dad's call didn't startle me too much, but I still rushed down stairs. It was already Saturday morning, the day of our trip, the week flew by.
"What do you need Dad," I ask groggily.
"I need you to take this suitcase out to the car," He says, dropping a large suitcase in front of me.
"I thought the resort provided all the clothing?" I ask.
"It does, but the owner sees this as us doing him a favor so we can keep all the clothes we want, it's mostly for your sister."
"Got It," I say bending over to lift the suitcase. I look for the handle, find it and try to lift and my heart breaks just a little when something I should have expected happens, I can't lift it, I get a better grip and still, nothing.
"Katie come help your brother," Dad yells. I can almost taste the disappointment in the air.
"Sorry can't, I'm in the bathroom," she yells back, I know she is sincere, she knows how much I hate disappointing him.
"Don't worry Dad, I got this," I say feigning confidence. I try dragging it and I still can't move it.
Dad sighs loudly, "Here let me help," He bends over to lift the one side of the suitcase while I hold the other. It is obvious that he is doing all the work. We slowly walk in silence until about half there he repeats something he's said before.
"I know you don't like hearing this son, but you need to start lifting weights or doing some push ups."
"I know dad, I'll try," I say sadly. I hate disappointing him.
We reach the car and put the suitcase in. Dad tells me that we are all set and to go back in the house and wait for Katie. I go back, Katie's still in the bathroom so I sit with my head hung low and wait. Katie comes into the doorway, I get up and tell her we need to go, she tells me to sit back down. I sit down with my head down holding back tears. she sits next to me and begins rubbing my back slowly.
"I heard everything, I'm sorry, I know you hate disappointing him."
I don't say anything for a while,"I wish I was someone else," I whisper through the tears.
"What?" She says, caught off guard.
"I wish I was someone else," I repeat louder the sadness in my voice palpable, "Anyone else, being me is not working out and hasn't for a long time."
"Everything will be fine," she runs her hand through my long blonde hair, "Everyone feels the way you do at one point or another. I sure did, It will pass." She gently lifts up my head and looks at me in the eyes smiling, "look, we are going on a free vacation, we are going to have a great motherfucking time and we are going to turn that frowny upside Robert downy....jr."
I can't help but laugh at her silliness, I just hope she's right.
"Now, wipe off those manly tears and meet us in the car." She says running off.
I wipe off my tears and head to the car. I notice Katie has opted to sit in the back with me and she is already smiling ear to ear and dancing in her seat, all the moral support I'll ever need.
"Okay buckle up kids, It's gonna be a long ride."
The ride is long and boring as soon as I start to get hungry and in better spirits we stop at a dinner in a small town. We sit at a booth and almost immediately an short rotund old lady in her mid to late 60s appears as our waitress.
"What will y'all have to drink this morning," She says with an inexplicable southern accent.
"Coffee, black," Dad says evenly.
"I'll have a coke or Pepsi, whichever you have will be fine, thanks," Katie says gleefully.
"And for you young lady?" The waitress asks, unfortunately referring to me.
Katie puts her hand on my knee in solidarity. This happens a lot when I meet new people I've come to accept it in a way, but no matter how many times it happens I never know how to deal with it. Correcting her would only lead to her embarrassment and mine. My dad being here also complicates things.
"Uh..he's a boy," My dad says, breaking the short silence.
"Oh..oh I am so so sorry I am very old as you can see, my eyes don't work as well as they used to, and.."
"It's okay," I interrupt weakly, "I'll just have a water."
"Right away," she waddles, off embarrassed.
It was nice of her to pretend it was her fault. Not that it's my fault either, I can't help how I look. We order our food and eat in silence.
"That would happen less if you cut your hair, you know," Dad said knowing full well I knew.
"I know dad, I like my hair."
We pay and walk out to our car, we get in and before starting it, he pulls out his phone and checks it for a minute after a while of reading and rereading the same text he say, "huh, weird."
After it becomes clear he's not going to expand upon whatever he's talking about Katie says, "What's weird."
"I just got a text from Carl the owner of the lodge he says our cabin is ready and he is excited to welcome my daughters to his resort."
"Wow twice in one day that might be a record." I say trying to bring some much needed levity, it doesn't take.
"That's not it, I haven't shown him any pictures and when we were on the phone I only told him I had two kids he seemed busy I didn't want to hold him up, besides most of this message seem automated."
"Automated?" I think out loud, "Didn't you say you had to enter our information into the computer."
"Yeah, so?" dad says.
"Can you check that information right now?" Katie says, catching on.
"Yeah sure," Dad opens up the resort's website and goes to his profile and sure enough, it reads Cabin Occupants: Male: 53, Female: 21, and Female: 16. "No no this is a mistake, I swear I entered you as a male, this is impossible."
"It's okay," I declare, despite all evidence leading to the contrary. "Whatever happened, happened, now we just have to deal with it."
"Well," Dad says, composing himself, "We can't go home, we are more than half way there, plus this is also a favor for Carl, we can't back out, and we can't ask them to replace your clothes, they are far too busy and they might not have the money or supplies."
We are all silent for a moment, "What if we go with it," Katie says quietly.
"What do you mean go with it?" I ask, fearing I know the answer.
"You know, go with it," say repeats picking up volume and pace, "The next town over is big enough so it has a mall, we could get you an outfit and.."
"Uh dad?" I say looking for help.
"Sometimes you have to take one for the team son, and right now It's just about our only viable option. It could work even in boy's clothing people mistake you for a girl."
Realizing this has a chance of happening I lose what little composure I had, "No no no no no viable? no no what? no no no absolutely no, no!"
I know I can't expect you to be willing to do this, so I'll tell you what, we go to the next town over Katie gets you an outfit, we'll see what you think, if you're not comfortable, we'll go back home no harm done, but you have to promise to keep an open mind, deal?"
"No one at the resort knows I'm a boy?" I asked meekly.
"No one. And no one ever will." Dad answers confidently.
"Okay, I'm promise."
Katie bursts out in joy "You will not regret this little sis, this is going to be so much fun, you're going to look so cute."
"Okay, to the mall." Dad says, starting the car.
I regret this, I think to myself as we pull out.
Half of an hour later of Katie going on about how cute I'll be, we pull into the mall parking lot.
"Okay, so the plan is, Katie you take Will and get him...situated, I'll get something to eat and wander around and we meet back here in an hour."
"Oh dad, please, you know us girls and our shopping make it two." Katie said giggling, looking down at me. I groaned.
"Fair enough, good luck you two, and Will It's very brave what you're doing, I'm proud of you."
It has been a while since he has said anything like that I forgot how good it feels, my happiness is interrupted by Katie grabbing my hand and dragging me in the mall, "Come on girl let's get our shop on!" she yells a bit too loud.
"Where to first Will?" Katie asks after we enter the mall.
"I don't know, you're the girl."
Katie ignores me, obviously in deep thought, "I wonder if they have...or if the sell..and if still..."
"Uh Katie, hello? I'm gonna need you to use full sentences from here on out."
"Yeah sorry, uh I'm gonna go find a store, you wait right here I'll be back soon."
"Okay" I say after she had already run off.
She comes back about ten minutes later, with a bag that reads "Big Richard's Big Richards Emporium" on the side."
"Whats that from," I ask.
"Uh..Big Richard's Big Richard Emporium ...duh." she tells me.
"You're not going to tell me what that is are you?"
"No, not yet. Now we need some clothes" She says changing the subject.
We walk around the mall passing by many clothing stores and not stopping at one. "What are we doing?" I ask impatiently.
"Well, it has been a while since I've been a teenage girl so I don't know what stores and clothes are in or out."
"You know the resort provides all the clothes right? when only need one outfit"
"Yeah, but if we're gonna do this we might as well do it right," she says, "Which is why we've been following those two girls around."
She points out two pretty teenage girls around my age "You are insane." I tell her.
"I Know, Look they're heading into the Gorp™ let's go"
We enter the Gorp™ and it's a teenage girl's dream more clothes than you'll ever need, hair stuff, nail stuff, panties, bras, and a lot of things I am not familiar with. I quickly become very embarrassed and nervous once I realize where I am. I'm following Katie around skittishly while she picks up some clothes and I feel like I don't belong.
Katie notices my discomfort, "Why don't you wait in the changing room honey, I'll be there in a second."
Once I'm in the changing room, I pace back and forth quickly, I close my eyes and breathe deeply trying to avoid a panic attack. I've gathered myself by the time Katie comes into the room. She is still carrying the Big Richard's Emporium bag and a large pile of clothing, more than I need.
"I wanted to give you some options." she says reading my mind.
I grab a bra from the pile, "this seems big are we gonna stuff it with socks?"
No, we are gonna use these, she reaches into the Big Richard's bag and pulls out prosthetic breasts, a Prosthetic vagina, and two containers of pills.
"Wow," I say flabbergasted.
"I know, I know, but you can't stuff your bra for a week without people noticing, especially other girls, and female clothing requires some boobage plus a flat chested female looks different than a boobless boy."
What she was saying made sense, and I trust her, "Okay, how do they work?"
"They are actually very advance, they turn off nerve connections on your chest and replace them with electronic ones on the boob, I'll I have to do is gently press them on your chest for a minute or two and when they attach you'll be able to feel through them like the real deal."
"Okay what do I have to do?"
"Take your shirt off and stand there and look pretty." She says giggling, causing me to giggle back. What a weird day.
I took off my shirt and Katie picked up the breasts and gently pressed them to my chest, and I learned a minute or two can feel like an entirety when your sister is pushing fake boobs on your chest. All of a sudden I could feel Katie's hands on my chest I thought the boobs had fallen off so I looked down to see two rather large perky breasts fully attach to my chest. Surprised and more than a little scared I stumbled backwards and with each step the boobs... my boobs jiggled along the way. Once I calmed down a bit I started poking them Katie was right, I could feel them, I noticed the my.. the nipples were fully erect.
"Why are the nipples so hard." I ask Katie.
"It must be cold in here," she explains, "here put this on." She hands me a red frilly bra. I hold it up and try to put it on for a while, until I have to admit I don't know how to.
"That's okay sweety," she says as I hand her the bra. She walks up behind me and puts it on me backwards, "I had trouble with these bastards when I started wearing them too, all you have to do is put them on backward like this, hook them up like this, spin it around, and put the straps over your shoulders like this and you're done, now you do it." She takes it off and hands it back to me. I put it on backwards, I hook it, I spin it around, and I put the straps on my shoulders.
"Good job," Katie says, clapping, "you're a natural, you are already better than I was at your age."
"Thank you," I say not knowing how proud I should be of my supposed talent.
"So how does it feel?" Katie asks.
"Well," I say thinking about how my life lead up to this point, "It provides support, my back already started to hurt from the extra weight, and um.." I look over to the mirror and see a cute teen girl with shoulder length blonde hair, and big boobs in a sexy red frilly bra," um.. they look pretty." I say without thinking.
"Don't sell yourself short sis you are already beautiful and we're not even done yet."
"Thanks" I say blushing with embarrassment, again questioning the complement.
"I also got you some blonde hair extensions by the way, you ready?."
"lets do it."
The hair extensions work real well, they feel like real hair, and flow with my natural hair nicely. I wish they took longer to put on as I am dreading the next part.
"Okay," Katie says,"let put on your Va-JJ."
"Um, can I do this one by myself?"
"Nope, sorry it requires another person." Katie says apologetically, "Close you eyes and take a deep breath everything will be all right."
I inhale then exhale then inhale then exhale. I'm starting to calm down, when with my eyes still closed Katie leans over and pulls my pants and underwear down.
"what the hell," I yell whisper, covering my crotch with a hand. There isn't much to cover. I've always had a small member, I'm pretty ashamed of it Katie hasn't seen my penis since I was a baby, and I don't want her to think any less of my manliness than she already does.
"Sorry but it had to happen one way or another." She says, "Now move your hand so I can put this on."
I move my hand, she get on her knees, she sees my one inch wonder, she doesn't say anything not that I expected her to, she then pushes the prosthetic pussy into my crotch and holds it. I thought the boob application was awkward, but this is on a whole other level. "I'm uncomfortable," I say, feeling my dick and balls being contorted into an unnatural position
"I know, me too," she replies.
"How will I pee?" I ask, perhaps too late.
"If I'm applying this correctly you'll pee out your dick and though the opening, like a normal girl, more or less, you'll see, It'll all be very natural.
"What if I get a boner?" I ask meekly.
"Just like your tits this will switch your nerve connections, It won't allow you to get boners, but it will cause you to pre-cum at an increased rate simulating a girls pussy getting wet."
"There are not my tits," I correct her. She doesn't say anything, "I won't get a period or anything, right?"
"No, I'm a little jealous, you get all the positives and none of the negatives."
"Lucky me," I say sarcastically.
Once again without warning I can feel Katie touching my..uh the prosthetic "it's on, it's on, it's on." I yell. Katie takes her hands away quickly. I cover up my crotch with my hands again instinctively.
"Here," Katie says as she hands me panties that match my bra.
I grab them, with one hand still over my crotch and look them over, "Is this it?" I ask only half joking.
"Nope, panties are just that small, well the good ones anyway." Sensing my discomfort Katie continues, "Why don't I wait outside and you figure out what you want and you'll wear it out, don't hesitate to ask for help, I'll be right outside. Good luck cutie." She leaves.
Oh boy, I think to myself, what have I gotten myself into. I lift one leg and stick my dainty foot in one of the small holes in the panties I pull them up sightly then lift my other leg and insert it, I slowly slide the panties up my skinny legs I am met with a little resistance from my wide hips and thighs, the feeling is euphoric and I am sad when I reach my crotch and the feeling is over. I check myself out in the mirror, wow this thing really stretched out. It goes about halfway down my ass cheeks and a little in the crack. I never noticed how big and firm my butt was, the panties make it look very good. They make my crotch look very clean as well, I rub my hand on the front of them and I can't feel any bumps. I also notice a cute little bow on my bra. My long flowing blonde hair adds to the image of a gorgeous teen girl. "I can't believe this is me," I say to myself quietly.
I snap out of my daze, I can't waste any more time, I might as well dig through the clothes. I notice the shirts the girls we followed in here were wearing, but in a different colors. There are some loose shirts, some tight shirts, some leggings, some jeans, some shorts, some really short shorts, and more sets of Bras and panties. the bra and panties I'm wearing now are good enough I decide. I don't want to wear anything too girly, but there is not much choice in this pile of clothes. I pull out a pair of jeans and a loose pink shirt tank top thing. The jeans are really form fitting and I struggle to pull them all the way up, my boobs jiggling all the way through, when I finally pulled them over my ass they fit pretty nicely and made my butt look even better. I giggled to myself, then cursed at myself for being so damn girly. The shirt was much easier I just pulled it over my head it was loose around my tummy and waist, but tight around my chest and it showed off plenty of my fake cleavage. I modeled myself in the mirror for a while and then I called Katie in.
"Yeah are you oka-," Katie puts her hand to her mouth. I got scared did I do something wrong? "oh my god, you're gorgeous"
Relieved, I ask, "Really? I look okay?" twirling around.
"You look amazing Will, great choice too, that outfit is perfect for you."
Hearing her call me Will was a little jarring, I did not feel like a Will right now. "Thank you, I don't really know what I'm doing though," I admitted, "So should we return the other clothes?"
"Hang on a second," She said reaching for her phone, after a second she continued, "I'm sorry, but I gonna be too hot out today for jeans, you'll be miserable."
"Oh okay I'll find something else to wear." I say, like it's no problem, truthfully I'm a little sad don't get me wrong, I'd much rather be wearing boy's clothing but I liked how this felt and looked on me. I turn around back to the pile of clothes and bend over to pick up new ones.
"Oh, and sis," Katie said with only her head peeking through the door, "Nice ass." she closes the door giggling.
I giggle. I have got to be more mindful I just gave her a great show just by bending over.
I pull down my jeans they are not as difficult going down as they are up, my boobs and butt jiggle nonetheless. I pull off my shirt thing and I'm back in my underwear. I bend over and pick up a simple white tank top. I pull it over my head, I have a bit of trouble get it over my boobs. It's much tighter than the pink shirt but it reaches all the way down to my waist, it also helps my bra support my fake ample bosom making the boobs appear larger. I adjust it in a few places and once I decide it looks good I reach back down and grab white shorts, I'm not sure they are shorts at first because they are so small, but Katie said It would be hot out today so at least I'll be comfortable. I slide the miniature shorts up my legs, again my butt gives me some trouble, but I get them on and button them up, they feel great and I look great in them, but I'm not sure how to feel about that. My thinking is interrupted when I notice how shapely my legs are, my ass and upper thighs are huge, but just before my knee my legs get skinnier leading all the way down to my dainty feet.
"You can come in now." I say to Katie.
I look myself over once more to see if I look okay. Katie comes in.
"Will, oh my god, you look amazing, perfect outfit." she says barely able to contain herself, "Are you comfortable?"
Hearing my name again was hard on me, "As comfortable as I can be in all.. this," I lie, truthfully I'm more comfortable than ever, besides in my boy clothes, of course, but I don't want to sound too excited.
"Well good, you look great, I brought you some shoes, thankfully they will go great with your outfit." she handed me a pair of small white tennis shoes and white socks, "I had to guess your size in women's shoes so tell me if they fit."
I grab the shoes and socks and sit down on the bench. Katie sits down next to me staring in awe as I bring up my shapely legs, one at a time putting on the socks and shoes. "They fit perfect, thanks sis."
"No problem, you did most of the work picking out your outfit."
I really liked that she called it my outfit, it felt like I created beautiful. I noticed myself in the mirror again and saw myself smiling wide, I toned it down a little, not wanting to appear so happy about my situation. then my eyes drifted to the two pill bottles Katie bought earlier. "What are those for," I ask gesturing to them.
"Oh, I almost forgot," she said, rushing over and picking them up, "This one will make your Adams apple shrink and make your voice sound more girly and light, your Adams apple is pretty small already and you voice hasn't deepened yet so you'll may be fine without it but it will certainly help."
"Is it reversible?"
"Yes completely, once you stop taking it, your Adams apple and voice will return to normal," She continued,"And this one increases the release of estrogen and decreases the release of testosterone."
"Oh okay," I say even though I don't really know what she's talking about.
Sensing my confusion Katie simplifies, "basically it will cause you to act more girly naturally, and it is also reversible, you should take both now and every day in the morning."
"Got it" I say committing the information to memory. I don't want to act any girlish than I already do, but Katie wouldn't have got them if it was a bad idea. I take the two pills they taste sweeter than I expected. Katie asks if I'm ready to go out because our 2 hours is almost up, I'm not but I tell her I am. We walk out of the dressing room and into the store I look around and see other girls-I mean I see girls shopping for clothes and things. I'm prettier than most of them, oh my good, why did I think that. I'm just a little nervous is all, I hope my hair still looks okay, I should have checked it. When we walk out of the store I start seeing a lot more people and I feel like they are all looking at me. I put my head down and like a scared animal try to make my body appear as small as possible.
Katie notices how I'm walking and leans over to whisper in my ear, "If you walk like that more people will stare."
"I'm scared," I admit weakly.
"I know, sweety, but pretty girls aren't supposed to walk like that."
"I'm not a pretty girl," I say not even sure if I believe it myself.
Katie ignores me, "pretty girls walk with their chin up, smiling. Use those beautiful legs of yours to take long strides, and make sure you sway your hips, okay?"
"I'll try, but I'm not a pretty girl, okay?" I compromise. Katie doesn't say anything. I try to remember her directions chin up, okay easy enough. smile, sure why not. long strides, okay. Sway my hips, done. I can feel my butt jiggle every so often from the swaying and the boobs jiggling every stride. I look up at Katie She's is walking in the same way She directed me to. She looks confident, happy, and beautiful. I can only hope I look that good as I continue to mimic her walk.
We walk the rest of the way in silence, she is usually not this quiet so I feel like I did something wrong again. We enter the parking lot and I can't hold it in anymore. "Katie stop," she stops, turns in my direction and looks down at me and I look up to her,"I want to apologize if I've been at all difficult this-this is a new experience for me and-no I'm not going to make excuses." My eyes start to well up with tears, "I know I'm not the perfect brother or person, and you are perfect and so supportive and.." I have to wipe tears off my face and I notice Katie's eyes are watering as well,"I just wanna thank you for all you do for me and for everyone and I wanna thank you for today, I couldn't have done it without you, I love you so mu-" I can't speak I'm sobbing too hard, I look down.
I hear that Katie is crying too, I look up and I can see she's crying as much as I am. She gently grabs me by my exposed shoulders and looks me directly in the eyes, "listen to me," she says through her tears, "you are perfect, and I love you too, I love you so mu-" She explodes into tears and so do I. She brings me into a warm sisterly hug. I can feel our boobs rubbing up against one another, but I don't care. We stand there embracing and crying on each others shoulders for a while. I never want to leave this hug.
She pulls away first, she looks down to me smiling, I look up and smile back, she lightly wipes the tears off my face. "Are you okay?" She asks.
"I'm better now," I say, "thank you."
We both take a few deep breaths trying to compose ourselves.
"You were right, you know, your not a pretty girl." she says.
"I know," I say, looking back down with a tinge of sadness in my voice, I know she wants me to be but I'm just not.
"You're a beautiful young woman." She says. I look back up at her and giggle.
"I don't know if I'm ready to be a girl or a woman," I say, "But I think I can be your little sister for a while."
"That will always be more than enough for me." she says and kisses my forehead.
"Now. Is my makeup alright." Katie asks.
"As beautiful as ever sis."
"thanks sis, I need it to be, now that I got some competition" she says giggling
"I surrender." I reply giggling back. maybe this trip won't be as bad as I thought.
We hear something drop to the side of us, we both turn sharply.
"Will?" dad says, ignoring the food he dropped, "Oh my god!"
"uh..hey dad" I say nervously, passively waving my girly hand. Well this is going to be interesting.
Author's Note: Wow that was certainly longer than the first one. Well, first off I wanna thank everyone who read the first part whether or not you enjoyed it. This part would have been released earlier but my cat decided he was more important so he rubbed his head on my mouse and in the process deleted all of my work, but I rewrote it better than before and learned an important lesson. By the way the model I used pictures of is named Courtney Tailor ain't she a beauty and I found the pictures through google so there you go. As always feel free to comment any questions, concerns, compliments, comments, comebacks, cornerbacks, quarterbacks, or another alteration. Anyway I hope you enjoyed this chapter of Will's story and I hope you'll stay tuned for the next one where different things happen!!! is that a good tease? Thanks for reading! Bye!
Interesting Summer Vacation Part 3
By: Kokopo618
"Will?" Dad asks again, "is that really you."
I really don't know the answer anymore, I don't feel or look like a Will. I can't imagine what I must look like to him before I just his weak disappointment of a son, but at least I gave an effort. Katie went way too far with this, and I let her go too far. He'll never look at me in the same way again.
"Uh..kinda?" Nope, wrong answer, he just looks more confused.
"Yes..I-I mean, yes it is..me..Will" Dad begins walking up to me slowly, I don't think he would hit me, he never has, but then again I've never had boobs. Before he gets to me, I look down, I can't face him like this. He gets to me, I'm staring at our feet, he waits there for a second, then raises his hand to my neck area. Not how I would have gone about it, but strangulation might be better than this. Unfortunately he doesn't strangle me, he slowly raises his hand further to my chin and gently tilts my head back up, I would have tears in my eyes if I hadn't expended all the moisture from my body a few minutes ago. He lightly brushes a lock of my blonde hair out of my face.
He breaks the painful silence, "You look.." My mind is racing a mile a minute, what? ugly, gay, girly, stupid... "You look..just like.. your mother."
Well I can say for certain I was not expecting that, I have very few memories of my mom, and the ones I do are pretty blurry, so I don't know if he's complimenting me. I guess since I'm a boy and she was a woman, at the very best it was a well-meaning insult.
"You look stunning." He says. Well there's my confirmation, he thinks I make a pretty girl, great, I'm never gonna live this down. I look up to Katie for help she gives me a you're on your own look, great.
"Uh, thank you," I say wearing a particularly uncomfortable smile. I wish I could stop having to thank people for my good looks while wearing panties.
He looks down at my chest, "Uh, how did you get these," He asks, pointing at my boobs, his finger agonizingly close to them.
I can practically feel the blood rushing to my cheeks. I cross my arms, trying to hide my generous cleavage. I'm sure I look silly, but he gets the hint, lowering his finger and looking back up to me. "Um..Katie got them for me, you know, to help me pass," I hope he doesn't blame Katie for all this. it's really not her fault, mostly.
Dad looks over to Katie, sees the bag of extra clothes, "How much did all this cost." He asks.
"Jesus Dad, really," Katie says annoyed. I giggle, should've seen that question coming, "For your information, I used my own money and what if she doesn't like the clothes at the lodge?"
"Uh..he," I correct her, a second or two late, "I'm still a male under all this," I say, gesturing towards my admittedly, girly body. Katie gives me a look that says tell that to the vagina I spent two minutes putting on you. Checkmate.
"It's fine. Really, I don't care how much you spent, you both did a great job, really, great job." He looks back over to the food he dropped.
"I'll get it," I offer. Although he won't admit it Dad's back hurts when he bends over, plus I'd do anything to leave this situation. I walk over to the food, bend over and begin to gather it in my hands. I do this for a few seconds before I blush deeply realizing what I'm doing, I quickly change my position to a squat. I hope they weren't looking or they just got a great view of my rear. I glance back at them and sure enough, Katie is holding a hand to her mouth stifling a giggle, and Dad is just looking down in awe. I quickly turn my head back, my cheeks getting somehow redder. I pick up all the food, get up too quickly from my squat causing my boobs to jiggle, note to self: do everything slowly. I throw the food in a nearby trash can and slowly make my way back to them.
"So are we ready to go?" I ask like everything is normal.
"I think so," Dad answers, using my denial approach.
Walking to the car Katie grabs my hand forcing me to slow down, once we make some distance between us and dad she whispers, "That's the first time I've heard him mention mom in years."
"It's no Big deal," I brush her off, even though I don't really know what I'm talking about, just knowing I'm not really in a talkie mood. I catch up to dad.
We reach the car, Dad opens the back door for Katie and I, we get in and so does he.
"We still have two hours to go until we reach the lodge, so buckle up and get comfortable," Dad says, buckling up.
My muscle memory takes over as I reach for my seat belt, pull it down and punch my boob, "ow," I say instinctively.
"You okay?" Dad asks.
"Yeah, I just stubbed my toe." I lie.
"While sitting down?" He says. I'm not the best liar.
"I'm clumsy." I counter, pulling the seat belt far away from my chest before locking it into place.
Apparently seeing the whole thing Katie leans over and whispers, "Real smooth, sis, real smooth."
I stick my tongue out at her, but looking the way I do, it probably looks cuter than intended.
The seat belt puts some pressure on my large boobs, but it's a good kind of pressure, it feels nice.
We pull out of the parking lot.
"I think I'm gonna try to catch some Zs," Katie declares a while into the drive. She leans over to her window and closes her eyes.
I don't have much to do in the car, I brought my phone, but without an internet connection, there is little to do and it's not like I have any friends to text. I notice Katie has tied the Big Richard's bag closed for some reason, I'll ask her later. I notice the bag of extra clothes for me, as well. I can't believe Katie bought all this, she has a job, but it's part-time most of the year, due to college, she models locally from time to time as well, I hope she didn't spend too much for just one week. I'm bored enough that I grab it and pick through it. I see a red long sleeved sweater and pull it out to further admire it, part of the sleeves are see through, it's..cute, it would look good on a girl I think, realizing the girl it's intended for is, regrettably me, I sigh quietly. I lay the sweater over me to see what it would look like, I don't have the best angle so I pull out my phone to use as a mirror, I pose a little and take a picture. It's hard for me to admit this, but I look great, really great, I'd be too shy to ever talk to a girl that looks as good as I do.
I'm looking down at my phone smiling ear to ear. "I think it looks good too, sis." Katie whispers giggling, causing me to blush badly.
Should not have taken that risk, I decide, putting the sweater back in the bag and my phone in my back pocket, still blushing.
A few minutes later I see a sign reading Swan Lake lodge and resort. "Are we almo-" I stop, swiftly cupping my mouth with my hand in reaction to my voice. Wow, those pills must have kicked in a little, my voice never sounded particularly manly, but man oh man, my voice was so light, so delicate, so feminine.
I clear my throat, "Are we almost there?" I ask, trying to deepen my voice, but it just comes out like a girl trying to sound like a man, silly. Thankfully no one calls me out.
"Yes, just up this road," Dad answers, looking through the rear view mirror at me, with a look that shows he is still not used to me looking like this, I can sympathize.
I giggle quietly to myself thinking this is the second time today he's seen me with a rear view, ba-dum-tshh.
We take a dirt road to the resort, there's no parking lot, Dad explains that we park next to our cabin, after signing at the main lodge. We pull up to the main lodge, and a voice calls out, "Holy hell, Will, is that you?" Well this just got a lot more interesting.
Author's Note:
Hey there people of all shapes and sizes, weird intro aside, I hope you liked Part 3 of Will's journey, filled with twists and turns mostly due to the large majority of the story taking place in a car...get it. Anyway this Part is shorter than the last on purpose, this is more of an interlude part, leading up to that crazy cliffhanger, I hope you are excited to read it as I am to write it. Speaking of, Imma let you in on a little secret, okay not a secret, but something I haven't said yet, so here we go, I don't really plan out much of my story, really at all, I have some plot points in mind and kind of a over aching plot, but I just write basically what I think are cool things that slowly lead in the direction of the plot. So why did I tell you this you ask, well first off thanks for paying attention and asking meaningful questions: because I think it would be cool if you people could pitch little plot points in the story and if I like them I'll put them in the story, I could credit you at the end of the part in which your idea occurs. they can be as outlandish or as small as you want, I know you only have three characters to play around with right now but you'll get more soon, I promise. But go crazy with your ideas or save them up and write your own story, It's really fun. Anyway feel free to comment whatever you want, including plot points as of now, and as always thank you so much for reading, and look out for part 4 where the author's note is longer than the story MWHahahahaahahhahah, seriously though, I hope that never happens. THANKS BYE!!
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Interesting Summer Vacation Part 4
By: Kokopo618
"Will, Holy hell, is that you?" I hear a voice coming from outside of my car door window. It's a girl's voice, young, probably about my age, how could someone recognize me, I don't know anyone here, and I don't exactly look like myself. I slump down immediately, maybe they'll go away. The seat belt catches my boobs pulling them up harshly, I sit back up in my seat, to see a girl right outside my window, okay, maybe I do know someone here.
She gives me a roll down the window motion, rolling down the window I realize who she is, Judy Grooly, a girl I know from school. She's short and on the heavy side, a little frumpy, if I'm using that word correctly, I've seen her parents, so I know it's nothing she can help, but as long as I've know her she's never let that stop her, she is very bubbly and happy go lucky. She was one of very few people who ever talked to me at school, I liked her as a friend, but I always felt like I was wasting her time, she was friend's with a lot of the popular kids and I was.. well, I was just not.
"Can I help you, mam," I say as convincingly normal as I can.
"Will why are you dressed like a girl, how do you have boobs, and why does your voice sound like that." She asks, ignoring my act.
"I'm not Will, you are mistaken, I'm just a girl, like you, and I was born with these," I say gesturing to my boobs.
"Girls aren't born with boobs they develop them later, during puberty, but you know that because you are obviously a girl." She counters, smiling.
"Yes obviously, I was just testing you, is what I was doing, anyway what's your name? because we have never met before and I do not know you." I ask, I'm just glad Dad's inside checking in and Katie's still asleep.
"My name is Judy, what's yours'?" She asks, playing with me.
"My name? you wanna know my name? the name my parents gave to me at birth? the totally normal female name I have, that name?"
"Yes, please."
"My name is...is Will..Will-ma? yes Wilma." I say, like a completely normal person.
"Really you're 16 and your name is Wilma?"
"Yes, it's a family name."
"Interesting the Will I know is also 16."
Damn this tricky girl, "No, I'm not, I mean I am 16 but that is purely a coincidence, I don't even know who this Will character is."
"Is that why you're traveling with his sister," She says, looking over to a snoring Katie.
I pause for a second trying to think of a way out of this mess, "I was kidnapped." I declare, she gives me a weird look, "Okay fine, I'm Will, but how did you know? I can barely recognize myself."
"We went to school together, remember?"
She seems like she's lying now, "I know, but people at school didn't recognize me or remember my name, half the time when I dressed like myself, I've been called a new student multiple times."
"I'm observant, now answer my questions what are you doing?"
"Uh, that's a long story," I begin, when a voice calls out for Judy.
"I gotta go, Will, but we will talk later, and don't worry I won't tell anyone your secret, but a little advice come up with a better fake name, Bye cutie." She says, running off.
When she leaves I realize how warm I am, I begin fanning myself with my hands, and breathing rapidly. I can't believe someone already found out, at least I can trust her to keep quiet, I hope. I shake Katie awake.
"I'm up, I'm up, I'm up," she says.
"Katie, Oh my god, oh my god Katie, my cover is blown!" I yell whisper.
"Oh, I'm sorry honey, what happened," She asks, already in making me feel better mode.
"A girl I knew from school recognized me."
"Really? I don't think even I would've, without being present for the transition."
"I know right, I think she's keeping something from me, but that's not important, I don't think she'll tell anyone, but I don't think I can do this."
"You can sis, just remember to be confident, that way, you can further distance yourself from old you."
"Okay, okay, I'll try, but I need a new name, even though it's 2017 a girl named Will might turn some heads."
"I think you'll turn heads for different reasons," She says, giggling, "But you're right, you need a name, what about..uh..Wilma?"
"The goal is to have a normal name, Katie, and besides-"
"Okay girls, come on out." Dad's voice calls out to us, from outside the car. I take a deep breath I guess I'm in girl mode now. We get out, I go around the car to see Dad with a man slightly shorter than Dad and a lot fatter, like a younger Santa Claus. and beside them, is a guy probably my age, maybe a little older, He's tall, and pretty buff, he's got short dark brown hair, and he's smiling at me.
"Hey," He says to me when I get up to all of them.
I try to follow Katie's advice "Hi," I say back confidently, smiling as well.
"You certainly have some beautiful girls here, Will." The owner says looking at me and Katie. How does he know too! is this some kind of prank, I'm not the perfect son but Dad went too far with this, also what does he mean I have beautiful girls is he talking about my boobs, that is perverted and cruel, and another thing-"I stop realizing my mistake and laugh at myself quietly, sometimes I forget I'm William Collins Smith Jr. making my father also named Will.
"Yes, they certainly are," Dad says, he says it straight, but I'm sure he is a little unnerved by this situation.
"I'm Carl Olsen, I own this place, you can come to me with any questions, assuming I'm not busy," He says, laughing, Katie and I laugh politely too. He reaches over to shake Katie's Hand.
"Hello, I'm Katie, nice to meet you," Katie says, smiling and shaking his hand.
He turns to me, I can feel the anticipation of Katie and Dad, "Hi, I'm Lily, nice to meet you," I say, as confidently as I can muster, shaking his hand, looking him in the eye, smiling.
I'm so proud of myself that I barely hear Carl introducing his son to us. I am caught off guard by the son reaching out to shake my hand.
"Hi, I'm Lily," I repeat dumbfounded, because of my shock I give him a weak handshake, like the one's I've gotten from girls in the past, and there goes my pride.
"So I've heard," He say's playing off my slip up, "I'm Bob it's a pleasure to meet you." Most macho looking guys like Bob here, like to take the opportunity of a handshake to try to show off their strength, so I apprentice his gentleness with me. I realize this handshake was probably gone on too long, especially with us looking in each other's eyes, smiling.
I pull away, He goes to shake Katie's hand and she handles it better. Carl and Bob lead Dad, Katie and me to the cabin, with Dad, Carl, and Bob in the front and Katie and I following close behind. The path we're walking is very steep going down, my boobs are bouncing with every step, I look over to Katie and hers are doing the same, she sees me looking and gives me a sympathetic look, I never imagined sympathizing with my sister's boob worries. I'm very embarrassed, but I trust Katie and her advice to be confident so I keep my head up, and I glad I did, this place is beautiful there's 10 or so cabins throughout the property, a big gorgeous dock with a number of boats ranging in size, and the view of the lake is magnificent.
"Here we are," Carl says stopping and pointing to a Cabin. it's not the largest I've seen here, but it's plenty big for three people. It's got a grill, a bench and a few chairs outside. "We'll leave you guys to it, got any plans so far?"
"We are probably going to relax for a while, you know, long drive, and then we might go out fishing later." Dad answers.
"Sounds fun, you'll wanna fish two bays in that direction," Bob says, pointing, "at a place called Pakent Point, the fishing is good there this time of year"
"Thanks for the tip, you're welcome to join us if you like, I might need someone who knows this lake," Dad offers.
"Not so fast Will," Carl begins, chuckling, "you might need a son, but Bob needs to do so work first."
"Maybe some other time, then." Bob offers.
"Some other time." Dad agrees.
Carl gets a call on his walkie-talkie, "We need to go, you folks have fun, and it's nice seeing you after all these years, Will. Dad nods.
"It was nice meeting you all," Bob says, looking at all three of us, then he looks directly at me, smiling, "Bye Lily, see you around." he jogs off, catching up with his Dad. I blush a little from the attention, but hide it from Katie and Dad
"I'm gonna go grab the car to park over here, you guys check out the cabin." Dad says, walking off.
Me and Katie enter the cabin. there is two bed rooms, a kitchen and eating area, a lounging area with a couch and a lazy boy recliner, there's one large bathroom.
"So Lily huh?" Katie asks, holding back a laugh.
"Shut up," I say, giggling quietly, "It's just a random name I thought of," That's not entirely true I always thought the name Lily was pretty, it's what I might name my daughter, or as it turns out, myself.
"I'm not complaining, it's a cute name, suits you well, like a delicate flower." She says, imitating a Shakespearean actor. I punch her in the arm, "Wow, you even punch like a girl."
"I cannot win with you." I say, feigning outrage.
"Come on Lily, lets check our room," Katie, say, walking into our room. It will take some time to get used to but Lily does feel more agreeable than Wilma, or Will for that matter.
Our room is bigger than I would have thought, I has two twin beds, two large dressers with a mirror on each one, and a big closet. Katie starts going through her dresser's content, I follow her lead. I recognize some of the clothes as the ones I saw at The Gorp™ they must get some of their inventory from there. I grab the bag of clothes Katie bought for me and pull out the clothes, fold some and neatly place them in my dresser, then hang up some items on my side of the closet. I hang up the red sweater I was checking out in the car earlier, I look over to Katie she is preoccupied with her own clothes. I pull the sweater off the hanger and head to the bathroom hiding the sweater behind my back.
The bathroom is pretty large too, it's got a huge shower, a toilet and a sink with a full length mirror. I look at myself in the mirror, it's easy to forget how I look, I stare at myself for a while. I take off my tank top, despite my boob's resistance. I'm shirtless wearing just a sexy lacy red bra and some short shorts, I'm a little surprised I'm not getting a boner, or my pussy getting wet, I guess. Shaking these thoughts away I pull the sweater over my head, I wonder why I was attracted to this specific Item of clothing. At the cost of sounding girly, I have to say I look so cute in it, I love how it makes my arms look skinnier and my cleavage look great. I make a ton of poses in the mirror, at one point sticking my tongue out to one side, I really do love how I look, it's an odd feeling.
I have to pee, I haven't peed all day, the craziness of the day controlled my bladder, I guess. I pull down my short shorts, I have to shake my ass a little to get them down, I feel weird doing it, not a bad weird, a good weird, I wish I knew a word for it. I pull my panties down to my knees, it's so strange calling them my panties, but at this point they just are. I sit down on the toilet and start peeing, I'm in for a little surprise when I look down, I forgot about my vagina, Katie was right it does feel very natural, I even sat down to pee like a girl, it must be those pills she gave me.
Once I finish, I wipe myself off and stand up, I reach for my panties to pull them up, but about half way I let them fall to the ground and step out of them. I walk over to the full length mirror and check out my half naked figure, I put my hand on my pussy and start gently rubbing, it feels good, I lower my fingers down a little and start playing with the lips of my vagina, I search around with my fingers until I find what I can only assume is the clit, my clit, it feels so damn good, I start fingering myself, biting my lower lip. I wonder what Bob is doing, his Dad said he needed to do some kind of work, I bet it's manual labor, he looks so strong, so manly, I realize I'm playing with myself even more aggressively. I wonder why I'm thinking of Bob, I'm not gay, so I'm probably attracted to my own girly image, even though my eyes are closed. I let out a girly moan, and quickly cover my mouth with my other hand, but I don't stop, god my pussy is so wet. I can see why other girls, real girls, might be attracted to a guy like Bob, he's very confident, and he has a cute smile. I let out another muffled moan through my hand. He's tall and got big hands and- I hear a sound in the direction of the door, I turn, with my hand still up my lady parts. The door's open.
"Aw, that sweater looks so cute on you sis, make sure not to get any of your girly juices on it." Katie says, smiling in the doorway. Well this talk is gonna be interesting.
Author's Note:
Hey everyone, as always I hope you enjoyed this installment of Will's-excuse me, Lily's Journey. I wanna dedicate this author's note to Nuuan, They have been a great help to me so far, with writing tips, general encouragement, and great advice. One of Nuuan's stories; Project: Super Soldier was one of the first stories I ever read on this site a year or so ago, and that story was definitely one of many that inspired me to write my own, So I strongly encourage you to check Nuuan's work out, they are a great writer and a great person that I can't thank them enough for their help. Again, I hope you liked this chapter, I hope you comment whatever you want including plot points you wanna see, or any questions you have. How will Lily explain her behavior? how will Katie react? What is Bob working on? Will they win the Pokemon League? probably not, but you never know. THANKS BYE!!!
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Interesting Summer Vacation Part 5
By: Kokopo618
"Lily? Hellooo?" Katie said, waving her hand in front of my face.
I stood motionless, like a deer in headlights or a doe, I guess, I had no idea what to do, but I had to say something, "I am um, I'm...uh...I..." Well, I tried.
"Don't worry, I'll let you finish, just clean up afterward, okay?"
"I...uh..I, okay," I say, finally. Katie leaves, closing the door behind her. I am left with my hand still up my privates, more confused than I've ever been. I remove my hand and aggressively wash them off in the sink. I feel disgusted and more than a little ashamed. I pull my panties up my legs slowly, trying to avoid any more arousal, it backfires, It feels amazing sliding my panties up my smooth legs, I guess my "do everything slowly" rule does not always apply. I pull them up all the way without getting too wet. I grab my shorts and pull them up too, once again necessitating a slight ass shake to get them over my butt. I change out of the red sweater and back into my tank top. I start to leave but I stop, catching my image in the mirror, and put my hand down my pants, I feel for my clit outside my panties, dare I finish?
No I quickly decide, I can't. I leave, dreading my inevitable interaction with Katie.
Once I leave the bathroom I consider leaving the cabin, but I know I'll have to face Katie sooner or later. I open the door to our room, Katie is back to going through her clothes, she doesn't say anything to me, so I walk over to our closet and hang the sweater back up, I sit on my bed, thinking of an explanation.
"So did you finish," Katie asks, with her back turned to me, so I can't tell her emotion.
I take a breath, "No, and I wasn't even, I was just stretching, and my hand slipped," I lie.
"You are a terrible liar," Katie tells me accurately. "Plus, I heard you moaning."
"Oh, you did?" I reply, defeated, I lower my head in shame, "I'm sorry, I couldn't help myself."
"It's nothing to be ashamed of, Lily, everyone does it, it's very natural," Katie says, turning on her bed to me.
"You don't have to call me Lily in private," I say, trying to ignore the rest of what she said.
"Really, because I can't see a Will, playing with his pussy, moaning in pleasure," Katie says.
That's fair I think, "That's not fair," I protest.
Katie ignores me, "So what were you thinking of, sis," Katie says, smiling.
"Gross Katie, I wasn't thinking of anyone," I say.
"It's just us sisters here, Lily, you can talk to me, and I said what not who, so who was it, Bob?" Katie says, smiling wider at the end.
"No!" I was thinking of him, I guess, but not in that way, "I'm not gay."
"I never said you were, sis, and I get it, Bobby is cute, a little young for me, but he's tall and muscular, and-"
"Katie, please stop." I plead.
She leans over and grabs my hand, "I'm sorry, I went too far, I know this is weird for you, but it really is natural and I want you to know you can always talk to me."
"I know, it's okay, I know this is weird for you too," I say.
Katie looks down at our entwined hands, "You washed your hands right?"
I can't help but let out a little laugh, "Yes, I did." I say, blushing.
She pulls her hand away, "Good, I put your pills on the dresser, remember to take one of each morning."
"Okay, and just so you know, just because I'm dressed like a girl that doesn't mean I like boys now."
"I know, I was just kidding, So what are you gonna do about that girl who knows about you."
"I almost forgot, I should go find her now, gotta deal with it sooner or later," I say.
"I like this new go getting attitude, you go, girl," Katie says, giggling, turning back to her clothes.
"Sure, see ya," I say, leaving the room.
I go to the bathroom to check if I'm okay to go out, I run my hands through my hair and fix it so it looks better, when I'm happy with it, I leave the bathroom and the cabin. I run into Dad getting out of the car.
"Hey, Dad," I say.
"Hey, kiddo, where you heading off to?" He gives me a weird look, I wonder which one of us will get used to my appearance first.
"Ask Katie," I say, not wanting to go through the story with him.
"Okay...and I just wanna make sure you're still okay with...this?" He asks, uncomfortably.
"I'll survive, ...honestly I'm a little surprised you are okay with it," I tell him.
"Well, to me, you are who you are no matter what you wear, and you're just playing a character, right?" He asks.
"Right," I say quickly.
"And plus, I used to know someone who..." He begins
"Someone who what?" I ask when he stops.
"Ask me later, now go have fun and be safe." He goes into the cabin, not giving me a chance to respond.
That was kinda weird, but whatever, more important things to do. I look over to the dock I see a few kids fishing off one side of the dock, and some guy cleaning off a boat on the other side, but I don't see Judy anywhere. I walk behind our cabin to the right of the dock is a little beach, with a number of little kids, and their parents playing in the shallow water, and I see Judy swinging on a swing set just off the beach. I start walking towards her, wondering what I should tell her, lying does not seem to be my strong suit, so the truth might have to do, I'll probably let her do the talking and answer the questions as they come. As I near her she gets up turns in my direction and starts walking. When she sees me a smile comes to her face, she waves, picks up her pace and walks over.
"Hey Will, I'm glad you're here, I'm going to the dock, come with me." She says, beginning to walk in the dock's direction, I follow.
"Uh..okay, but," I swallow, "It's Lily, now," I say, trying to be self-confident.
"Good for you, it's better than Wilma, at least, but I think I would have gone with Willow or Stacy, maybe."
"It's just a random name I thought of and I think it's close enough to my real name that I won't forget it," I say.
"It really suits, a blonde babe such as yourself." she says, smiling at me.
"Are you sure you don't mean a delicate flower," I say, giggling.
"That, too" she agrees, Laughing back.
I could continue to be offended by girly compliments, but whatever, the plan was to "go with it" so might as well go all the way. We make our way to the dock and sit down between the two kids and the guy cleaning one of the boats. We dangle our feet above the water, my legs are longer than hers, but I don't reach the water.
"So," Judy begins, after a while, "why are you doing all..this, are you transgendered or something?"
I don't really know what that word means, I watch the news, so my rough understanding is that it's a person who was born in the wrong body, gender wise, and wants to be the other gender, "No, this is all a mistake," I sigh, I guess the full story it is then, "Well, it all began when my Dad got this vacation for free, because he knew the owner, and other reasons, so we drove up here, and about half way, it was revealed that there was some sort of mistake and my gender was wrong, so we decided it was best that we just go with it." I take a deep breath, Judy is listening intently, "So we drive to a nearby mall, and pick up these fake breast things, some other things, and this outfit for me." I leave out some things, like my vagina, but she doesn't really need to now that.
"Wow." she says, simply
"Yeah, I know," I say, grinning, it kinda feels good telling someone.
"Wow," she says again, trying to process, "So you...Wow."
"Yup, It's been an adventure," I say.
"Well, you look great, like really great." she says, something I saw coming.
"Thank you," I say genuinely, "I picked out the outfit myself, do you like it?" I ask. I know Katie seemed to like it, but I prefer an outside source.
Judy seems a little surprised by my reaction and question, "Yeah, I do, a lot, very pretty"
"Aw, you're so sweet, thank you," I say back, meaning it, I know how I sound, but I try not to care. We talk for a while, about dumb stuff, nothing important, sometimes about me, sometimes about her, I haven't had a friend in a while, a long while, and it feels good to talk to someone. She is noticeably a little uncomfortable at first, but as we talk longer, she gets more comfortable and talks to me like she would any other friend, well, any other girl friend, but still. We giggle, we laugh, I answer a ton of her questions, and I realize I'm having the most fun I've had in years, and I have boobs, my life is so fucked up, I kinda like it.
"So I've answered all your questions, don't I get some to ask of my own?" I ask.
"Sure," She replies, "I'm an open book, but that book is written with invisible ink." she laughs, at her own dumb joke, I laugh with her.
"Okay, so you recognized me immediately, even with all this on, and you said it was because you are observant, but I don't believe you, why is it really?"
"I was nervous that you'd ask me that," she sighs, "well I saw you in the hallways at school, and I always thought you were different, interesting even, in a way I could never pin down, so whenever we had class together or I saw you in the hallway I ended up staring, and I never knew why until I realized..." She sighs again and puts her head down, "you're gonna think I'm so dumb, especially now."
"I promise I won't." I couldn't really promise that. I never noticed her staring before, I never knew anyone paid that much attention to me. I wish she would have talked to me more, we could've become friends.
"Okay, I believe you, It's just very hard to say out loud, to you, um...I had a major crush on you." She finally says, her body seemingly shrinking in shame.
"Oh, oh, oh." Well, I was not expecting that. Wow. I can't help but smile a little, I've never felt desired before, and it feels good. I don't know what to say, but I know I should say something.
"Not anymore, obviously," she clarifies, quickly, clearly embarrassed, "It was freshman year, I know that's this year, but, you know, I was-"
"It's okay, Judy, really, I'm just surprised is all, I never had any idea, why didn't you ever, Ya know, pursue me?"
"Oh, I don't know, too shy, I guess?" She says.
I can hear footsteps coming in our direction from the right, they stop when they get right behind us, "Sorry to interrupt you, ladies," Bob says.
I turn my head and look up, there is Bob, he looks much taller from sitting position, "Hey Bobby," I say, smiling.
"Hi Lily, He says, looking at me, then at Judy, "Hi Judy," He looks back at me, "I just finished cleaning and prepping your boat, so you can tell your Dad it's ready, It's the big one, over there," He says, pointing, "It's a Pontoon, may not be the fastest, but it's the biggest, most comfortable, and pretty good for fishing."
"Thank you so much, I can't wait," I say, looking up at him.
He starts to walk away, but turns back to us, "Oh, and if the offer is still on the table, I'm mostly free tomorrow, and I'd love to go out fishing with you guys in the morning."
"Sounds like fun," I say, genuinely, I don't really know how to fish, so it'll be nice having someone who does, in addition to Dad.
"Cool, just find me in the morning when ever you're ready, goodnight girls."
"Goodnight Bobby," I say as he walks away. My eyes linger on him, but I look back at Judy, after a second.
Once he's out of earshot, "You asked him to go fishing with you?" Judy asks, almost accusatory.
"No, my Dad did, what the big deal?"
"Nothing, never mind," She says.
"So," I begin, wanting to change the subject, "maybe after all this is over, and we are back home, we could go out sometime?" I ask. I've never asked out a girl before, fear of rejection and all that, but this seems like as sure as a sure thing can get.
"Uh, sorry Lily, but I'm not a lesbian," She begins, she laughs nervously, then unsure of whether to continue, "and I'm not sure you are either..."
"What does that mean?" I ask, unsure of whether or not to be offended.
"Well, just the way you were looking at Bob just now." She says, "It just reminded me of how I've seen some girls look at cute boys."
"I was not looking at him in any such way," I say, at least I don't think I was, It kinda just happened, I was on auto-pilot.
"You called him Bobby." She says.
"No, I did not," I say. I would not say that.
"Twice."
"I don't think I did, and even if I did, It's just Katie getting in my head, she called him that."
"Sure, but you also gave him a great view of your boobs, looking up like you did."
"I just got these," I say, groping myself, "I don't know how to avoid that." I didn't even realize I was doing that.
"Okay, whatever you say," Judy says, giving up.
"I'm serious," I say, maybe a tad too defensively, "He's is just some boy, just some dumb boy," She gives me a funny look, "Oh god, what did I do this time?"
"Well, the way you said that, I don't think boys call other boys boys, and I really don't think boys call boys dumb boys." She says.
I take a second to try to understand, "I've never heard of that rule, but fine whatever, he's just some guy." she gives me another look.
"See, even when you say that you sound like a girl denying that she likes a boy."
"I'm done, I can't win today."
"Sorry." She says, and I can tell she means it.
"I don't blame you, I know I sound a little girly...okay a lot girly, but this is all so new to me, maybe I like being looked at for once, even if it's a guy."
"Well, looking like the way you do, you better get used to attention from guys and hope they are as nice as Bob."
"Thank you not telling anyone about my...thing," I look around, it's gotten dark since we came out here, the kids that were fishing are gone, "We better return to our families, It was really great talking, I hope we can do it again."
"Anytime, Lily, it was great meeting you." We get up and hug, although I'm taller, I can feel our boobs touch, I'm surprised I don't get aroused. The hug is warm, just two girl friends hugging. We separate and walk back to shore, we walk to my cabin, say our goodbyes. Judy continues, I make note of where her cabin is, just up the road from mine. I can hear faint talking from the inside of my cabin. I walk in, Katie and Dad are playing cards at the Table.
"How'd that go," Dad asks, as I enter.
"Good, really good actually, she's not gonna tell anyone and I think I made a friend."
"That's great," Katie says, "we were just going to head outside, and sit for a while before bed if you'd care to join us."
"Sure," I say. Katie stands up and walks out, Dad follows her, then stops
"Grab something to eat, I'm sure you're hungry." He says, before walking out.
I look around, see a bunch of bananas, grab one, and walk out. Katie and Dad are sitting in lawn chairs, already talking. I find a chair and sit down behind them, I take my time peeling my banana, it's not too ripe, just how I like it. I notice the two kids that were fishing off the dock earlier, are sitting on their cabin's porch, it's just opposite of us. They look like 12-year-old twin boys, but I'm terrible at guessing ages. One punches the other and points in my direction, I look behind me and see nothing of interest. it takes me a while, but I realize they see my banana and are waiting for me to eat it. I used to avoid bananas at school because of the obvious dick sucking jokes that would ensue. I'm too tired to care, I might as well have some fun with them I decide. I fully peel the banana and bring it to my mouth, making sure Katie and Dad are not looking. I give it a long lick along the "shaft", then and put as much as I can down my throat, and take it out, I lick and suck the banana for a while, they are really enjoying my show, but I'm getting tired, and don't wanna appear like too much of a crazy person. I take a bite. I feel a tap on my shoulder, I turn and Katie is there smiling down at me. I've been caught, again, she must have got up and I didn't even notice, I was too into it, how long has she been watching. She gives me a motion telling me to follow her inside, she walks in, I get up to follow. It really is just one thing after the other today, well, that's what makes life interesting.
Author's Note: Hey everyone, I apologize this was supposed to be released yesterday, but stuff happened so here it is now. It's pretty crazy this is still day one, right? By the way, writing this I realized I named the main character Will Smith, like the actor, if you noticed that, congrats, It was not intentional, I'm dumb. One of the worst things is reading a story you enjoy, and suddenly without warning its stops and the author moves onto something else or just quits entirely, so I want you to know I will not stop until I'm done, you have my word. So, as always, feel free to comment any questions, concerns, plot holes, and plot points you'd like to see, I'll always respond. Thank you so much for reading, and sticking with my crazy story. THANKS BYE!!!
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Interesting Summer Vacation Part 6
By: Kokopo618
"Lily," Katie begins, as I enter the cabin, "While I appreciate your determination, your form was all off."
"What?" I say I didn't expect her to say that, plus ...I thought I did a pretty good job.
"You were using your teeth a little too much and not focusing enough effort on the "head", the most sensitive part."
"I was just having some fun with the boys opposite us, not auditioning."
"I know, I'm just messing with you, but I said you could always talk to me, so whats up."
"Well, when I was talking to Judy she was a little uncomfortable for a while, but ended up treating me like a normal ...girl, and I-I liked it, then Bobby came over and he looked at me like I was-like I was the most beautiful girl he'd ever seen, and I-I liked it," my eyes start welling up, "I like being pretty, I like being desired, I like being ...girly, am I a freak?" I look up to her with tears in my eyes.
Katie pulls my head into her breasts, and sways back and forth, "No, no you are not. Everyone likes all those things."
"Girls, maybe," I say back.
"No, everyone, do you know how many times I've been asked out by lesbians? a lot, and it feels good, it's an ego boost, it's the same for guys."
"So, I'm not gay?"
"I don't know, that's something you have to figure out for yourself, but you know Dad and I will love you no matter what."
"I know." I don't think I'm gay, I think this girl thing has just gone to my head slightly.
"Look," Katie says, pointing out the window. I pull away from our hug and look over, Bob is out there on the bench talking with Dad.
"I wish I could be friends with Bob, he's really sweet," I say with my eyes still on him.
"Who says you can't," Katie says.
"Well he's a boy and I'm uh..kinda a girl," I say.
"Boys and girls can be friends, look I'll get Dad to go to bed and leave you two alone, to privately build a friendship," Katie says, with a mischievous smile.
I look back out the window at Bob, even the straightest man would have to admit that boy is good looking, "I don't know."
Not going to take no for an answer Katie grabs my hand, and pulls me to the bathroom, "You're doing it, but first..." She leaves me in the bathroom, and comes back with some kind of small tube, "this is lip gloss, here put it on." Katie says, handing it to me. I've seen girls apply lip gloss in movies and TV, so I give it my best guess, I even do the lip pressing thing to spread it evenly.
"Great job, I'll show you more makeup stuff later," Katie says, leaving to put the lip gloss back.
I did do a great job, my already kissable lips look downright irresistible, I make a few kissy faces, trying to fight the urge to actually kiss the mirror.
"You are ready." Katie says, sneaking up on me, "I'll get Dad to bed and you get out there before Bob leaves."
"Okay," I say as she leaves. I adjust my hair, and my boobs in my bra a little, and try to psyche myself up. I hear Dad come in he yells goodnight to me assuming I'm in bed, I yell goodnight back. Katie is still out there with Bob, probably making sure he doesn't leave. I get to the door and take a deep breath, and put on a smile, I'm very excited and a little nervous I hope I don't make too much of a fool out of myself. I walk out.
Bob stops what he is saying to Katie and looks over to me, "Hey Lily," he says.
"Goodnight kids," Katie says, with a smile on her face, and leaves.
"Goodnight Katie," Bob says, without taking his eyes off me.
I blush a little but keep my head up as I walk over and sit right next to him on the bench.
"Lily, You look amazing, if you don't mind my saying." He says, turning his head, looking me up and down.
I giggle and blush, "I don't, and you don't look too bad yourself." I think I've heard that line in a movie somewhere, but I don't care it's true. I didn't notice earlier or maybe I didn't want to notice, but he really is gorgeous. Friends can think each other are attractive, that's normal.
There's an awkward silence of us staring at each other for a while, "So, do you play any sports?" Bob asks, looking in my eyes, I'm a little surprised he can manage to be such a gentleman with my breasts on full display.
"I used to play volleyball and do gymnastics, but it's been a while, I doubt I can even touch my toes now," I say, getting an idea. This is going to freak him out, I get up and reach down for my toes, this time I know exactly what I'm doing and I like it. I touch my toes, linger for a while, then bend back up and sit back down, "Never mind, I can, you try." I say, grinning.
Once he gets over what he just saw he says, "I don't know, I don't think I'll be able to."
"Oh come on," I say, "please, don't make me beg."
"Okay," he says, enjoying the attention. he bends over, I lean over and bit my lower lip, he's got a cute tight butt of his own.
"See, I can't," He says sitting back down, "I guess girls are more flexible than boys."
"I guess so," I say, laughing internally, "do you play any sports?" I ask.
"Yeah, football, wrestling, and I used to do baseball, honestly I prefer just working out in the gym."
His tight short sleeved shirt is showing off his bulging muscles nicely, I bit my lip again, "is that how you got these?" I say pointing to his huge arms.
He laughs, a little embarrassed, "Yeah I guess so."
"Can I-uh, can I.," I say, looking down at his arm.
"Touch?" he asks.
I nod my head, still biting my lip, I can taste my gloss, it's sweet.
"Yeah, sure." he says, blushing slightly.
I lightly grab his bicep, my hand is so small by comparison, I can tell he is flexing, trying to impress me, I can feel myself getting wet. I grab it harder, it's rock solid, this guy could really throw me around if he wanted. Now, this is something friends do not do.
Realizing, I don't know how long I've been groping him, I pull my hand away, and look away embarrassed, we both blush, but our eyes find each other again.
"I should probably get going, don't want anyone to worry," Bob says, looking in my eyes.
"Yeah, me too," I say, looking into his eyes.
Neither of us makes a move to leave.
"Goodnight Lily,"
"Goodnight Bobby,"
We still don't move, our faces are close, our lips are close. I get a little scared, I hope he doesn't kiss me. I bet his lips would be soft, they look the part.
He finally gets up and begins walking away, remaining eye contact for as long as possible. I sit alone, grinning to myself, I would like to say I was on auto-pilot, that I didn't realize what I was doing, but I can't use that excuse anymore, I wanted Bob to like me, to look at me like he does, like I'm the only person in the world, the only girl in the world and I want him to feel the same way I do. Hell, I'm only going to be a girl for a week, might as well savor the experience. I sit for a while, reflecting, but It's getting cold, so I walk in.
Katie is sitting on the couch, "So did you make a new friend." She whispers, not wanting to wake Dad.
"Honestly, I'll think I went a little too far," I say, I mean, it felt great in the moment, but now I feel a little ashamed.
"Yeah I can see what you're saying, cards on the table, I was watching through the window the whole time," Katie says, smiling, looking guilty.
"Katie, that was supposed to be a private friendship building." I groan, realizing that's not a thing.
"I know, I'm sorry, I couldn't help myself," Katie says.
I take a seat next to her, "Near the end there, I thought he'd ...kiss me." I say, whispering even quieter at the end.
"How would that make you feel?" Katie asks.
"I don't know. Now the thought grosses me out, but in the moment, I don't know, I was scared, but also a little excited, I really don't know how I would have reacted."
"I'm surprised he didn't, you gave him some pretty strong signs out there."
I blush, "I know, I just got so caught up in the moment, I think, I need to tone down the girly stuff."
"Whatever you're comfortable with." Katie says, "I don't wanna press you any further than I already have."
"I just don't wanna lose myself, Ya know, I don't wanna forgot who I really am."
"I understand," Katie says. I know she was excited to have a little sister and I hate to disappoint, but I can't be someone I'm not.
"Ugh, It's gonna be so awkward tomorrow," I say remembering I told him he could come fishing tomorrow.
"Why?"
"I kinda invited him to go fishing tomorrow," I admit sheepishly.
"Well, we could just go without him, pretend we forgot," Katie says, trying to give me an out.
"No, I made a mistake, I'll deal, besides we need him, Dad doesn't know this lake, and Bobby does." Katie gives me a weird look, "Did I call him Bobby again," She nods, "Dammit."
"That's very mature of you, Lily, just give him no signs of interest and you'll be fine."
"Can I be honest?" I ask I know she'll say yes, I just wanna stall what I'm about to say.
"Of course, you know that." she says, quickly.
"I don't know if I can avoid being feminine in his presence, I know I'm "mature" now but, I love the feeling, it's so intoxicating, and he is very charming."
"You can be feminine, just don't fall in his lap, literally or figuratively, look sis, with a guy like Bob you probably aren't the first girl to fall for his charm, he might think he has a sure thing here, just show him your not interested, and besides he won't try anything with Dad there."
"I'll try..." I say, thinking of Bob, I hope I can resist my urges.
"Well, I'm going to bed, goodnight Lily."
"Goodnight, Katie." It's pretty late, I didn't realize Katie had changed into some sweatpants and a big T-shirt for bed. I follow her into our room. I can't sleep in what I'm wearing so I look through my dresser. I find some loose sweats and a gray tank top. I pull my white tank top off and unhook my bra, I put on the gray top, it's much easier without the bra. I pull my shorts down with a little resistance from my ass and pull the sweatpants up. It's a little cold, and I can see my nipple poking out under my top. (1) Katie is already in her bed, I turn off the light and slip into my bed. I drift off thinking of tomorrow, and Bob.
----------------------------------------------------------------------------time-------------passes--------------------------------------------------------------------------
"Wake up, Lily," Katie said, in a sweet airy voice.
"What time is it," I say back, in groggy monster voice.
"Just before 8." Katie says, "get up and take a shower."
"Okay." I say, not moving at all.
"By the way, I never knew you spoke in your sleep."
I sit up in bed and turn to her, "It's news to me too," I never shared a room with anyone so I didn't know anything about how I slept,"What was I saying."
"you just repeatedly said; Bobby." she said moaning exaggeratedly.
"Fuck me, really?"
"You said that a lot too." she said struggling to keep a straight face.
I threw my pillow at her. at least now I know I wasn't moaning a boys name in my sleep, "Don't screw with me like that."
"A pajama pillow fight? I thought you were toning down the girly stuff." Katie giggles, throwing the pillow back at me.
I raise my hand to throw the pillow back at her, but she runs out the room and closes the door. I get up slowly, I'm more tired than I expected, but that is understandable after the day I had. I can't believe what happened last night, it was like I was a different person, freaky. I do not look forward to seeing Bob, he's a nice guy and all, but I really gave him a wrong impression of who I am. I walk over to my dresser and fumble around through it, I really don't wanna wear anything too girly, I pull out a simple white short sleeved T-shirt and some jeans, I also grab black panties and a black bra, I wonder if I'll ever get used to grabbing bras in the morning, I doubt it. I walk out of the room and turn to the bathroom.
"Lily, the blue towel is mine and the white one is dads'," Katie yells out with cereal in her mouth.
"Got it," I yell back, my voice is a little deeper than yesterday, I gotta remember my pills. I walk into the bathroom, I really don't wanna forget so I run back into my bedroom and take a pill from each container, and swallow, wow I forgot how sweet they taste, like candy, I kinda wanna take another. I return to the bathroom and set my clothes on the side of the sink. I look at myself in the mirror and take a deep breath, it really did not take much effort to make me look like a girl, a very pretty girl. I sigh, I don't know if I can live like this for a week, the first day felt like it lasted so long. I take off my shirt and pull down my sweats, I look back in the mirror and see a sexy, busty, teen girl in her panties, a few days ago I'd jack off to an image like that, but now, I don't know, I'm not feeling it.
I pull down my panties and turn the shower on, I quickly jump into the shower, that was a mistake, the water is very cold and my nipples respond accordingly. I cover my breasts with one arm and turn the heat on with the other. Once the water is warm enough, I look around for shampoo, I see two shampoos, one that looks similar to the one I used at home and a pink one with a girly name. I should probably use the girly one to stay in character or whatever. I reluctantly pick up the girly shampoo and squirt it into my equally girly hand. I run it through my hair and my scalp, I have a lot more hair than I usually do thanks to these hair extensions, I wonder if it's fine to shower with these, probably, but I don't know, I'm sure Katie would have told me if it wasn't, it feels and looks like normal hair so I'm sure it's fine. After I thoroughly wash my hair I rinse it off under the water. I don't use conditioner normally, but I'm pretty sure girls do, so I grab the bottle and put some in my hand, I haven't seen conditioner in a while, I am surprised to see it's a thick white goo type thing. I run it through my hair, it feels good, I might have to start using this stuff. I think you're supposed to keep it in your hair for a while, so in the mean time I grab a bar of soap and begin getting it soapy in my hands. I can't help but be a little excited for this part, I rub the bar on my chest, it really turns me on, but I'm rubbing boobs so that makes sense. I rub the soap on my entire body. Once my body is sufficiently soaped up I place the soap down and move back under the water. I wash the soap off my body and the conditioner out of my hair. I put a slight focus on my boobs because they are very sensitive, and feel great, I even sneak a finger to my clit and play with around with it until the shame kicks in and I stop, washing my hands off. I think I'm done, I feel like I'm new to showering because everything is so different. I step out.
I look at the towels, Katie said the blue and the white ones were taken, so that leaves the pink one. Great, this toned down girlishness is getting off to a bad start. I grab the towel and dry off. It is much harder to dry off my hair with so much more of it, so I wrap the towel around my hair like I've seen girls do in movies. I grab a toothbrush, a pink one, that I assume is mine as well and brush my teeth, I grab some girl deodorant and apply it to my hairless armpits. What little puberty I have experienced so far has not yet gifted me any hair, no arm, pubic, chest, or arm pit hair. Fortunate for my disguise, unfortunate for my manliness going forward. With the shampoo, conditioner, and now deodorant, I smell as girly as I look.
I reach for my bra and put it on using Katie's method, I am thankful for the support, I know they look good, but I wish I had smaller boobs, first world problems, I guess. I grab my panties and slide them up my legs, I kinda wish I could wear panties all the time, they are much more comfortable than my usual underwear, although that would probably be a different story when I have a dick and balls. I was always skinny, but I never thought of my body as girly, but I don't think I'll ever see it as anything but after this. I grab my shirt and put it on, it feels about two sizes too small when I reach my boobs, but once I get over them it is comfortable enough, it has a right breast pocket I didn't notice before, it's probably just for show anything I would put in there would look silly with my boobs. I reach for the jeans and step into them, I'm surprised I don't break into a sweat putting them on, much tighter than I expected, and my butt really does not want these things covering it, but I manage to pull them all the way up and button them. I look in the mirror, my belly is slightly exposed, I will never understand women's clothing. The outfit is not nearly as androgynous as I would have hoped, the girlishness sneaked up on me. I take my towel off my hair, my hair has a slight curl that looks very good, I look very good if I'm being honest, I can't tell if that's a brag or not. I see the lip gloss I used last night, I thought Katie put that back, but I guess not. I have a strange urge to put it on again, most girls my age wear full makeup so it would be weird if I didn't. I apply it, after seeing the results I kinda regret it, but too late, I put it in my pocket. I look at the mirror, I think I'm ready (2), I walk out.
"I didn't realize how much less bathroom time there would be with two girls," Dad jokes. I laugh, a little ashamed of my already girly behavior. Dad walks into the bathroom. Katie is sitting at the kitchen table, I sit opposite of her.
"Looking good sis," She says, looking up from her phone, then sniffing, "Did you use the girl shampoo and conditioner?"
"And deodorant," I add, "Are you proud of me?" I say sarcastically.
"Very," she answers non-sarcastically, "Jeans was a good choice the morning is going to be a little cold, you might even want a jacket."
"Nah, I'll be fine, and thanks a lot for the towel and the toothbrush, you are not helping with my girly problem."
"Hey, you are the one who assumed the pink toothbrush was yours."
"Is it?" I ask knowing the answer.
"Well, of course, but no one color is girlier than another, I think you are projecting." She retorts smirking.
"Whatever," I say getting up and pouring a bowl of cereal.
"Have you ever considered going all in with the girly stuff, I'm sure It'd be a lot of fun and something you'll never get to experience otherwise."
"I did and last night happened."
"Whats wrong with last night, you made a friend is all?"
"I almost made a boyfriend," I correct her, "I almost lost myself, I can't be something I not."
"But what if you are..."
"What if I am what?"
"Nevermind," She says, and then is quiet for a second, "I just want you to be happy and that was the happiest I've seen you in a long while." She gets up and walks into our room. That really shook me, it was the happiest I've maybe have ever been, I'm a little embarrassed she noticed. I look over to our room, she closed the door, I hope I didn't upset her too much. I should go apologize, I walk over to our room and open the door.
"Hey, did you notice I put on the lip gloss again?"
"Yes, why did you?
"Because I like how it looks and feels," I say honestly, blushing.
"I think the suddenness just freaked you out a little, take on the girly stuff slow, one at a time and you'll be fine, I promise," Katie replies smiling.
"I trust you, it's just a little scary how much I enjoy it."
"Every boy would react the way you are, you just have the privilege to experience it," Katie says.
"I'm sure you're right." I don't think that's true, I think most guys would be freaking out more than I, and others would probably be constantly fondling themselves, but I don't wanna argue with her.
I hear Dad getting out of the bathroom and I leave the room to see if we are ready to go.
"Katie told me Bob is coming with us, right?" Dad asks me when he sees me.
"Right," I say and I can hear my voice has changed since I took my pills, not the best time for that, but whatever.
"Well, I gotta set up the fishing poles and check out the boat, so you or Katie go find him, I think I saw him at the beach, and get ready to go." Dad leaves.
I better go find him. I tell Katie what I'm doing and leave the Cabin, I walk halfway to the beach when I hear someone coming from the right of me.
"Lily, hey, good morning," Judy says, catching up with me.
"Good morning, Judy, whats up?"
"Nothing, what are you doing?"
"I'm getting Bobby, for fishing."
"Oh that's right, you are going to have to tell me everything girl, I need extensive details."
"Hopefully it will be boring," I say, looking over the beach. I see Bobby pulling a canoe into shore, he's shirtless, wearing swim trunks.
"He's something ain't he?" Judy asks, staring as well.
"He certainly is," I have to say honestly, I'm impressed, he looks good.
He sees us and walks over.
"Hi girls." He says, "is it fishing time?"
I'm surprised he's not acting awkwardly because of last night, he seems even more confident, I guess I did give him a lot to be proud of.
"Yeah, it's time, you ready?" I say.
"Yes, let's go." He says, then reaches for his back pocket and pulls out a shirt, and begins putting it on. I'm a little disappointed, not in a gay way, I've just always been weirdly obsessed with really muscular guys like Bobby, guys in superhero movies have always interested me, maybe because it's something I'll never have. When the shirt covers his eyes me and Judy look at each other, and smile.
"Well, you two crazy kids have fun," Judy says, leaving.
I blush a little, she said that like this was a date or something, "She's crazy." I say.
"She's ...different." Bob says back, I giggle at his accurate description, "So have you ever fished before?"
"A little. When I was a kid, I don't remember anything though." I don't remember the last time I fished or if I ever did.
"That's fine, I've taught a lot of people, it's very easy, a lot of waiting."
"Well good, I can wait with the best of them," I say, he laughs.
We walk up to the dock, talking the whole way, I can't believe I was so scared, everything is going fine, and neither of us has brought up last night. We get to the boat and Katie and Dad are already on waiting for us. Bob jumps on first and holds out his hand for me, I don't wanna grab his hand, but the boat is tied to the dock and is drifting back and forth, plus my center of balance isn't what it used to be, so I grab his hand, and he helps me board, I can feel the power in his arm, and at the same time the gentleness he handles me with. Katie is sitting behind and to the left of the captain's chair, on a couch, I take a seat next to her. Bob jumps off the boat, unties us from the dock and jumps back on, his weight rocking the boat. Dad starts the boat and we are off. God, I hope this is not interesting.
Author's Note:
Sorry about the wait, I'm a terrible person. I don't have much to say, so as always feel free to comment questions, critiques, plot lines you'd like to see, and any fuck ups I didn't notice. THANKS BYE!!!
"Lily!" Katie yells I can barely hear her, the boat's motor is very loud, I scoot closer to her.
"What?" I ask at a normal volume.
"What were you and Bob talking about?" She asks, eager for the nonexistent juicy details.
"Nothing, I think I overreacted, we both acted normally I think we're friends," I say, hopefully JUST friends.
I look over to Bob. He is standing up, fighting the wind, next to Dad pointing him in the right direction. They look like a father and a son, a much better son than I ever was, or am.
I turn back to Katie and whisper, "Hey we should stick together back here, I don't wanna interact with Bob any more than I need to."
"Of course," Katie replies with a smile that does not reassure me.
We stop suddenly, the inertia almost causing me to fall off my seat. Dad points to the front of the boat and says something to Bob. He turns in our direction. "Your two poles are back there with some bait, and we need to throw the anchor over, got it?"
I nod, Katie has already gotten up and picked out her pole, I walk to the back and see she has left me with a pink pole, I give her a look.
"What, I happen to like red," She says, admiring her pole.
I see the anchor and bend over to lift it. While I can lift it, it quickly becomes apparent that I will not be able to throw this without hurting myself or the boat. Katie, noticing my struggle, comes from the side and helps me throw it overboard, we both let out girly moans of exhaustion.
We bend over, breathing heavily in fatigue, Katie catches her breath, "Girl power," She says while flexing. I giggle.
"Nice job, girls," Bob says, from behind us.
"That was the easy part, now we gotta catch all the fish we just scared away," I say standing up, turning towards him, smiling.
"Well, that's what I'm here to teach, is this yours?" Bob says gesturing towards my pink pole.
"Yes, it is," I say as confidently as I can.
He walks to the right side of the back of the boat and I follow, "It's really simple, all you gotta do is hold down this button, cast it, let some line out, and reel in a bit and you're done." He proceeds to demonstrate, I pay close attention not wanting to have to go through this again. The hook makes a small splashing sound and he reels it back in, handing it to me.
"Thanks," I say, glad it's over, I go to cast it.
"Wait, you need bait first," He says, smiling at my mistake.
"Oh, right," I say, embarrassed. He turns and opens a container full of worms. I shudder, they are all crawling and being all gross.
"It's okay," Bob reassures me putting a hand on my shoulder, "They are pretty creepy, but they won't hurt you, and I'll do this first one for you." He grabs a long one and splits it in half with his fingers, causing me to flinch.
"Okay," I say, my voice frail in fright.
Bob reaches for my pole, directing me to hold it steady, he puts the worm on the hook, I'm impressed with his lack of fear, but he's probably down this a million times. "I can always do it for you if you can't," Bob offers.
"No, I can do it." I hope I can, I can't have Bob coming back here so often. I don't want to appear like a helpless little girl.
"Well, now you can cast," He says stepping away.
I turn my back towards him and cast, I slam the hook on the water way too close to our boat.
I turn my head back towards Bob, "It's harder than it looks," I say, smiling at my own stupidity.
"It is," He says coming closer, "Here." He comes up close behind me, gently placing his big hands on my wrists, I can feel his head resting lightly on mine, I can feel him all over my back, he is very warm, I can feel his phone poking my butt as he slowly guides my cast. We send the hook pretty far out.
He slowly takes his hands away caressing my arms, and steps away. "Are you good?"
"I think I can manage now, thanks again," I say looking back up at him.
"No problem, it was a pleasure," He says walking to the front of the boat.
Well, I'm glad that's over, his body heat caused me to get a little wet, and I can't help but crave that feeling. I look over to Katie, she gives me a thumbs up and winks. I look to the front, Dad and Bob are fishing off opposite sides. I lay a finger on my fishing line to better feel for a bite.
We fish for a while, Katie catches a few small fish none of which we keep, Bob, catches 3 big fish all of which we keep, Dad catches and keeps 4. I catch nothing. I'm a little glad I haven't, for one I do not want to put another worm on this thing, and I don't know how to get the fish off the hook.
"Are you getting any bites, Lily?" Katie asks.
"Here and there, not a lot," I say back.
"HOLY SHIT!" Bob yells I'm surprised he swore in front of Dad, I look back, Bob's pole is bent down sharply, He's got a big one. Dad turns and drops his pole and reaches for a net.
"Can you get it, son?" Dad asks.
"Yeah, it's a biggie though," Bob says back, reeling and jerking his pole.
I reel in, set my pole down and run to the middle of the boat, I need to see this. I watch Bob struggle with this thing, it's like watching a sports movie, and I'm cheering for him. He lifts it from the water, Dad puts the net under it, just in time as the line snaps.
"Oh my god Bobby, it's huge!" I yell, jumping up and down clapping. I should care about that rather suggestive statement or my boob's aggressive jiggling, but that fish is huge.
Bob looks over to me and smiles, his eyes laying where any boys would lay. "Bob pay attention," Dad says.
"Right, sorry," Bob says, focusing back on the fish.
They lay it in the live well to keep it alive, I walk over to look. I bend over next to Bob, "It really is amazing, Bob," I say turning my head.
"Yeah, I just got lucky," He says. I like that, not a lot of good-looking guys like Bobby are humble.
"Way to go, son," Dad says slapping Bob on the back, "That's gonna make for some good eating."
"Thank you, sir," Bob says.
I give Bob another smile and return to the back of the boat. I would be a little jealous of Bob getting Dad's approval more than I ever have, but that's not the role I'm playing right now, Bob can be Dad's son he never had for a week. I pick up my pole and cast it out, not as good as Bob's cast, but better than my first try.
Katie leans over, "Bobby, It's huge," she whispers, moaning.
"Shut up," I whisper back, giggling, "it was huge."
"I'll shut up when you catch a fish, goddammit," She says back, laughing.
I put my finger on my line, I can't be the only one who doesn't catch a fish. I'll feel a few bites, but they all get away. I feel a bite and jerk my rod up in an attempt to hook the fish, I think I have it, I begin reeling in, this thing must be very large it's putting up quite a fight.
"I got something!" I yell I can hear Bob dropping his pole and running over with the net. I lift the fish into the air, it's not as big as Bobby's, but it's big enough to keep, I pull it into the boat.
"Do you wanna try to unhook it?" Bob asks me.
"Uh sure," I say, Bob takes my pole and I grab the line. I grasp the fish and it wiggles away, they are a lot slimier than I thought, I grab it again and I can't unhook the thing.
"Don't worry, it took me a while before I got the hang of it, I'll get this one," Bob says, noticing my difficulty. He grabs the line, unhooks the fish and throws it in the live well.
Now I got fish slime on my hands for no reason. "Hey, it there a towel on this boat?"
"No, but you can use my shirt," Bob offers.
"Really? Okay." I wish I didn't have to, but my hands feel really gross. I gently place my hands on his shirt and wipe them off, I can feel all the muscles I saw earlier, his abs. I look up at him with my hand still on his chest we smile at each other, I bet he wanted me to feel him up, I go for an unnecessary additional wipe, his body is so hard, I'm getting wet. I remove my hand.
"Nice good, catching that fish," Bob says.
"Yeah, I just got lucky," I say back, he leaves to the other side of the boat. biting my lip, I watch him walk away. Okay, maybe I'm slightly gay.
"I'm starting to think you are trying to catch something other than fish out here," Katie whispers, leaning over to me.
"I'm not very good at either, it seems," I say back.
"Don't sell yourself short Bob looked happy," Katie says, I'm sure he did.
I don't say anything back, don't wanna dig myself a whole. Now I gotta put a worm on my hook. This is gonna suck. I open the container and almost gag at the creepy fuckers. I see a small one and pull on it, clenching my teeth, "Ew, Ew, Ew." The worm appeared small, but he was hiding most of himself under the dirt. Gathering all the courage I have, I split the worm in half with my fingernail, and stab it on my hook. I've never felt more accomplished. I wish Bob and his shirt were here to wipe the worm goo off, but his absence is probably for the better. I cast and take a seat. fishing is pretty boring, a lot of waiting, as a wise man once said. I don't even wanna catch another fish, we have enough to eat for lunch, I don't want to unnecessarily torture a little fish.
"Are you getting any bites, Bob?" Katie yells.
"No," he yells back.
"Wanna switch?" Katie says.
"Sure," Bob says, with a little too much excitement in his voice.
"Have fun sis," Katie whispers, getting up and moving to the other side. I could kill her.
I can hear Bob walking towards me, I fight the urge to look at him, I don't want to show any signs unconsciously, "Hey, is it cool if I sit here, the boat is drifting that way, and..." he says.
"Of course," I say. God, I wish my voice didn't sound so girly and sweet. He takes a seat right next to me. The boat is drifting that way, my ass! He just wanted to be close to me. I can feel his aura, he is so warm and oozes manliness, I really wish I could touch him, but I know I can't.
"So how do you like fishing?" he asks, casting his pole.
"It's a little boring, but it's relaxing and fun when you catch something," I say, unable to keep my eyes off him.
"Yeah it's not for everyone," He says.
I can't help it any longer. "Hey, my legs are asleep, can I rest them up here?" I lift my legs and set them on the side railing of the boat right above his lap.
"Sure," He says. I can feel him even better now, without touching him. I cross my legs. There is not enough room on the rail for this to be comfortable, but it's worth it. I see his lap, I could easily rest my legs there, but that might be going too far.
What the hell, I uncross my legs and lower one gently onto his inviting lap. He shifts in his seat slightly and a smile comes across his face. I move the other leg down as well. I can feel his heat coming from his crotch, I wish this didn't turn me on so much.
I look over to Dad and Katie, their backs are turned, but it's only a matter of time, I really should move my legs. Bob places his hand on my thigh and begins rubbing, ever so gently. I get goosebumps, he really knows how to get me going, my mouth is agape in pleasure. Bob turns to me smiling, I look at him with a smile of approval, he moves his hand to my upper thigh, it feels even better, but we can't do this. I grab his hand. "Not here, not now," I say, glancing back over to Katie and Dad. Bob moves his hand allowing me to take my legs back. I give him a smile, I don't want him to think he did anything wrong, it certainly didn't feel wrong.
I settle back in my own seat. I look over to Bob his eyes are focused on the water, I tilt my gaze toward his lap. I stop myself from gasping audibly, oh my God, Bobby is hard. I smile to myself, it's an odd feeling, knowing I made him that aroused, at least I know my feelings are mutual. His dick is not difficult to see in his tight swim trunks, it puts mine to shame in length and girth, I can easily see it travel down his left pant leg. I can't look away.
"Hey, Lily?" Bob says suddenly.
"Yeah?" I say alarmed, looking up at him, his eyes are still on the water, good.
"I'm free for the rest of today so I was wondering if you'd like to hang out, I could show you around the resort, there are a lot more things to do than you might think."
Did Bobby just ask me out? I think so, I've never been asked out before, and especially not by a guy. I really like Bob and feel special in his presence, but I don't think I'm ready for that, plus I don't wanna lead him on, I'm not exactly his type. "That's really sweet and sounds like fun Bobby, but Judy and I already made plans for today, kind of a girl thing, but maybe some other time."
"I'll take you up on that," Bob says like a lighthearted warning.
"Please do," I say, giggling at him. I wish I could spend more time with him, and I will once I have better control over these new urges I'm experiencing. "by the way, what time is it?"
"I don't know, I didn't bring my phone," Bob says.
I let out a quiet girly moan of pleasure, but quickly play it off as a yawn. If he didn't bring his phone than I didn't feel a phone on my ass when he was guiding my cast from behind, I look down at his crotch, I felt his cock. Argh, I'm so wet, I wish I could touch myself here.
I was in denial before, I wasn't just attracted to Bobby's charm, warmth, or personality. It's more than that. I like Bobby, I like ALL OF HIM. He turns me on like nothing has before, and he has barely touched me. I wish he would touch me, I can feel how sensitive my breasts are now, and my nipples are at full attention. I guess I am gay.
I regret saying no to his request, I love how comfortable I feel in his presence, but it might be for the better I need some time to process my feelings, and talk to Judy and Katie, to get perspective from girls.
We fish for a while longer with none of us catching anything. Dad declares it's too hot out for the fish to bite, so we drive back to shore. Back on the dock, Bob offers his hand for me to get off the boat, I take it without hesitation. We walk back to the cabin, Dad and Bob leave to fillet the fish while us girls prepare the table.
"Gender roles, am I right?" Katie says as we walk in.
"Yup," I say, knowing full well that we are both a little too squeamish to cut up those poor little fishes.
As we prepare the table, I try to build up the courage to reveal my revelation. "So, uh, I like boys?" I say like it's a question.
"Don't we all?" Katie says.
She must not understand what I'm saying. "I mean like, you know, sexually." This going to be difficult.
"Oh, how did you come to this conclusion." She says in an uncharacteristically serious voice.
"I saw his, um bobby's wang," I say, blushing.
"Was it big?" she asks, her serious facade cracking into a smile.
"Very big, and thick," I say, getting a little excited to talk about this.
"Did you see it before or after you were in his lap?" She asks.
"Oh, you saw that, um after, I think my contact made him hard."
"I'm so happy for you sis, a vacation boyfriend is the best kind," Katie says, her seriousness gone.
"Like John, Steve, Bill, the other John, and Mike," I say, listing the guys Katie has hooked up with on previous vacations.
"Hey, the other John and I had something special," Katie says back giggling. "Speaking of, have you seen that guy who works here, isn't he cute, I think his name is oyster?"
"Oscar, and yeah, he is cute." I've seen him walking around the area Dad pointed him out as the guy who sold him bait. He was a tall, kinda skinny guy with light brown hair.
"Hey, I call dibs," Katie says, laughing at me.
"Take him, I'll have my Bobb-" I begin, the opening door, interrupting my newly found gayness. Dad and Bob come in and start cooking the fish meat. I go to the bathroom and touch up my lip gloss. When I get out the food is on the table and I can see Katie has left me a seat between her and Bobby. I take the seat and begin eating, I tell Bob and Dad it's very good. I smile to myself catching Bobby looking down my shirt every so often. We finish eating and Dad and Bob take a seat on the couch leaving Katie and me to clean up. Gender roles, I guess, but I'm not complaining. I purposely drop a fork, giving Bobby a shot of my butt, as I bend to pick it up. Katie gives me a look, knowing what I'm doing, I brush it off with a smile, I'm having fun.
Bob leaves, and with only a little doubt in my mind, I walk out the door and catch up to him. I grab his hand from behind. He turns to me, our hands still together.
"I meant what I said, I'd really like to do something with you," I say, looking up to him, with a look I can now comfortably identify as lust.
"I would like to do a lot with you too, but I know you have a girl day with Judy planned, I'll find you tomorrow," He says back. He walks away, I bet he thinks I'm putty in his hands or something. I wish he was wrong, I would have gone with him if he told me to blow off my nonexistent plans with Judy. I would do just about anything he told me too, which is a little scary but a little more exciting and sexy.
I walk back to the cabin. On the way, I see Judy at the beach. I'll catch up with her after I change, it's a little hot out for jeans. Dad is sitting on the couch reading the news on his phone, I walk past him and into my room. Katie is on her phone in her bed. I walk over to my dresser and start digging through it. Judy was wearing a swimsuit so she'll probably want to swim. I find a black bikini and walk to the other side of my dresser to change in some privacy. It's pretty easy to get on, very similar to bras and panties, but made out of a different material. I put my bra, panties, and shirt in the dirty clothes area, but put my jeans back in a drawer, I can wear them again. I model myself in the mirror, in our room. I turn and put a hand on my hip, posing. "What do you think, sis?" I ask Katie.
"Sexy," she says, throwing her phone on her bed. "Make sure Bob sees you in that."
"Thanks, and I think I will." Hopefully, he does, so we're even. "Hey, could you put my hair up, in a bun or something?"
Katie seems surprised by my request and probably that I even know what a bun is, but she agrees nonetheless. She guides me through it so I can do it on my own from now on. (1)
"So why the bikini?" Katie says finishing up my bun.
"I'm going to hang out with Judy at the beach, you can come if you want," I say, adjusting my bikini bottoms.
"Nah, I think I'm gonna find that oyster guy," She replies, raising her eyebrows.
"You slut," I say laughing.
"Look who's talking." She giggles back. She's got a point. "You should wear clothes over that by the way," Katie says, getting up and grabbing some jean shorts and a loose white top.
I put them on and walk to the door, but I turn back to her. "Thank you for being so cool about my thing," I say, losing my confidence.
Katie gets up and hugs me. "I love you, Lily, I don't care who you love," she pulls away, turns me around and slaps my ass. "Now go have fun." she pushes me out the door.
"Bye Dad I'm going to the beach."
"Okay bye sweetie," Dad says, without looking up at me, probably for the best.
I leave and walking towards the beach. I can't remember the last time Dad called me sweetie, it's a name I thought was exclusively for Katie, but I guess he's got two daughters for the time being. It was probably just a subconscious slip up.
I get to the beach. Judy is sitting on a bench near the water. She's wearing a polka-dotted one piece, and her brown hair is in one long braid.
"Hey Judy," I say taking a seat next to her.
"Hey girlfriend, how was your date."
"Well it's funny you say that..." I say, causing Judy's face to explode with anticipation.
"What happened," Judy says, her eyes bugging out.
"Well," I begin sheepishly. "Bobby kinda asked me out."
"Oh my god, did you say yes?" Judy says, clapping giddily.
"Yes, tomorrow he's supposed to show me around the resort."
"I'm surprised you said yes, a red-blooded American boy such as yourself."
I'm a little caught off that she called me a boy, I haven't thought in those terms in a while. "Bobby asking me out isn't the only thing that happened, I also realized, I-I am gay."
"Oh, good for you." She replies, not knowing what else to say.
"Good for me?"
"Well, currently it seems like, in your current state, straight is more accurate."
I laugh. "Trust me I'm just as confused as you."
"You seem to be processing this rather well and quickly."
"I've never been particularly straight, I thought I liked girls, but being gay kinda fits with the rest of me, ya know?"
"No I don't, but whatever you say." She says laughing. "Hey, are you wearing a bikini under that," She says.
"Yeah, I thought we could get in the water, it's pretty hot out."
"Hell yes, let's go," Judy says jumping up. I pull my top off and my shorts down placing them on the bench. I feel a little exposed but Judy seems comfortable, so I try to follow her lead. She and I drag a paddle board into the water.
. She hands me a paddle.
"Are you sure it's a good idea for us to share one board?"
"Don't you trust me?" Judy says, feigning being hurt.
"I guess so..."
Judy and I manage to board the paddle board without falling in the water or looking like fools, her in the front and I in the back. We paddle out of the little cove, reaching the furthest buoy from the shore. We rest, laying our paddles down. Judy shifts her feet intentionally rocking the board. "Don't you even think about it," I warn her.
"Whats the point of being in the water if you're not in the water?" She says turning back to me.
"I got wet enough today," I say, pretending to finger myself through my bikini.
"Ew, you're nasty," She says, despite her obvious enjoyment of my display. "You never did give me any juicy details from your trip."
"Well there is one," I began, proceeding to tell her about how I felt Bob's dick on my butt.
"And it was big?" Judy asks once I'm done.
"Oh it was big, six or seven inches at least," I say, demonstrating the length with my dainty hands.
"Oh mama, that's as big as my dildo," Judy says laughing.
"You have a dildo?" I say, a little caught off guard.
"Uh, yeah," Judy says suddenly very embarrassed. "I've never used it before, I just wanna see what I'm working with if I ever, ya know."
"I didn't know you were a virgin, I am too obviously, but you hang out with the popular kids, I just assumed..."
"Do you think popular kids are in a constant orgy?" She asks, I shrug. "If they are, I'm never invited." She finishes laughing sadly.
"I'm never invited either," I say laughing awkwardly.
"Honestly all those kids, aren't really my friends, they just hang out with me because I'm funny and make them look prettier by comparison."
"Wow, you're having a moment," I say.
"I'm serious, I think you are the only true friend I've had in a while."
"Wow, now we're having a moment, I'd hug you if I could," I say, slowly adjusting my position on the paddle board.
Judy reaches out her hand I take it, we sit there for a while holding hands.
"You know," Judy begins, breaking the silence. "I was jealous of you at first."
"What why?"
"You are so effortlessly graceful and sexy, and you got asked out by the cutest boy here on day two!"
"Thank you?"
"I happy for you know, of course, It's just my luck that a boy is a prettier than me."
She called me a boy again. "Shut up, you are beautiful and any dumb boy would be lucky to be with you."
"You're sweet," She says.
"I know," I say kissing her hand. "And don't call me a boy, I don't need to be any more confused than I already am."
"Fair enough Lily, from now on you're are all girl to me."
"Good," I say, at least it'll be consistent. "By the way, where did you get your dildo, just curious?"
"Oh sure," Judy says. "Actually I asked my parents for it, they are super sexually open and weird, I know, they got it from Big Richard's Big Richards Emporium."
"Small world that's where I got these," I say groping my massive boobage. "And my pussy."
"You have a pussy?" Judy says, I forgot she didn't know that.
"Oh, yeah, I can feel through it too just like my breasts."
"Hot. Have you touched yourself down there yet?"
"A little, thinking of Bobby of course," I say causing the both of us to giggle.
"I just thought you had a really small penis or something," Judy says pointing to my flat crotch.
"Don't be ridiculous," I say as a joke to myself.
We paddle around for a while longer, we talk like two girls would. Mostly about Bobby and what might happen tomorrow. She makes me promise to allow her to teach me everything she knows about makeup and hair. We have been out for an hour or two when we lazily paddle in. We bring the paddle board in, Judy and I put our jean shorts on, and take a seat on the bench.
"I don't know about you but I'm exhausted," Judy exclaims. "Cute bun by the way."
"Thanks," I say. "I love your braid, I wish I knew how to do that."
"Turn, I'll show you," She says, turning and lifting her arms up.
"Really, thank you," I say turning.
"No problem, just pay attention and you'll get it," Judy says, undoing my bun and beginning her work. I pay close attention not wanting her to have to do this again. It feels good to have someone play with your hair, very relaxing.
"Hey remember when I told you my name you said I should have gone with Willow or Stacy?" I ask once I think I understand the braiding process.
"Yeah, why?" She asks.
"Well, I understand Willow obviously but why Stacy?"
"I've always liked the name it just sounds like a sexy name, I've never liked my name."
"Why not?"
"Judy is not a very sexy name," She answers finishing up my braid.
I turn to her, we are sitting pretty close. "I think it's a pretty name and you're a pretty girl."
"So are you," She says. There's a silence for a moment, then she closes her eyes and leans in, suddenly her lips are pressed against mine and our boobs mush against each other. Oh, my god, this is um, this is interesting?
Author's Note:
I'm not going to apologize every time for the inevitable wait that will occur between installments, just know I am sorry I can't do this faster and more often. This is a pretty long one so there are probably many mistakes, leave them in the comments so I can fix them and pretend I'm perfect. I hope you like it and comment whatever. THANKS BYE!