"Ryan! Your date is here!"

The sound of his Mom's voice woke Ryan Jones up. Ryan rolled off his bed and hit the floor. He looked around his room panicked. He had fallen asleep and was no where near ready. Leaning against his bed, he sighed as a look around his room reminded him of the undesirable situation he was in almost as much as the next voice he heard.

"Yo Ryan! I'm here! You ready?"

The voice belonged to Jimmy Montford and Ryan could still hear it echoing in his ears "see you at the dance, wear something pretty" from a few weeks ago, when he'd played his way into this mess. Jimmy went to South Town High School, the rival of Ryan's North Town High School.

"One sec!" Ryan yelled back. A mixture of anger and dread in his voice. After all, it was Jimmy's fault he was here, in his room, now pink and girly, getting ready to attend the South Town High Winter dance as a girl.

Ryan caught a glimpse of himself in the mirror in his room, his expression glum, his short blonde hair unchanged, his skinny frame sporting a pink bra and pair of panties. He looked down sadly at the lingerie he was currently sporting. This all could have been avoided had he not fallen into Jimmy's trap. But here he was, a boy in a bra and panties.

Ryan was one of the best basketball players North Town High had ever seen. He made varsity and a freshmen and although he didn't play much, he learned a lot and was a huge part of the team his Sophomore year. Word started to spread about the Sophomore who was torching every team he faced. Ryan made a habit of going into the crazy crowds that North High found at away gyms, and silencing them as Ryan averaged a cool 34.4 points a game with 8.9 assists and 6.5 rebounds to boot. He loved hearing the silence as they left the once raucous gym. He loved seeing the people who had been yelling and screaming insults at him stunned at what he'd done on the court. This was what he had trained for. All those hours in the gym were paying off. Then came the South Town game. Ryan never liked to pay attention to any of the trash talk in the Facebook event pages before the games but he knew it existed. The day before the South Town he was pulled aside in the hall by his best friend Trevor Doherty.

"Ry, did you see the Facebook page."

"No, why?"

"Dude, there's some brutal stuff on there. I don't know if i should even show you or not."

"Just show me dude, I've seen it all before what's the worst it could be?"

Trevor handed Ryan his phone to show Ryan a bizarrely personal paragraph of insults.

NTHS thinks your boy Ryan Jones is nice but Ryan ain't shit! Little Ry Ry has never played anyone like us. Wait till he meets our boy Jimmy Montford, the real best Sophomore in the conference. You guys are gonna have to carry Ryan off the court in tears when Jimmys done with that little girly boy, whining about fouls like he always does. You better tell Ryan to wear waterproof make up cuz we're gonna make him cry tomorrow. Underneath it was a crudely created meme featuring a shirtless picture of Jimmy Montford flexing and a picture of Ryan wearing one of his sisters training bras from a Youtube video she had made him do for her YouTube channel when he was 12.

Ryan was shocked. He was speechless. What a stupid, desperate but very personal attack. Jimmy and Ryan had known each other for years but never particularly liked each other. Since they were little, they had always attended the same basketball camps, played in the same playgrounds and rec leagues and were almost always been the two best players which generated a natural rivalry. Ryan didn't like Jimmy's confident trash talking style, while Jimmy thought Ryan was a goody two shoes and a whiney bitch who complained about calls too much. They both thought the other one was the cockiest kid on the planet. Ryan knew even though Jimmy was a few inches taller than him that he was the better player and he knew everyone else (including Jimmy) knew it too. He remembered how at a basketball camp this summer he had gotten sick of Jimmy's trash talk and challenged him to one on one and promptly beaten him 21-1. Ryan let him score once out of pity. Maybe this was Jimmy's attempt at revenge? Ryan remembered the speechlessness washing over him. And then the rage. Hadn't Jimmy learned not to talk shit about him?

we'll see who's a big man on the court tomorrow night Montford he commented angrily and then stormed away from Trevor.

When Ryan got home Jimmy had responded.

Hey bitch boy! nice to hear from you. u think your a big man with your little response. why don't we make it interesting. how bout a bet..

Ryan couldn't believe it. North Town High hadn't lost all season thanks to his incredible season. He wondered what kind of bet Jimmy had in mind.

Your on

Montford responded in less than 30 seconds.

if we win tomorrow, I take you to the south high winter dance, AS A GIRL WEARING A DRESS. if we lose I'll go with you to yours.

Ryan was surprised. This wasn't the kind of bet he expected. He didn't even want Jimmy Montford to go with him to the winter dance. He was hoping one of the hot senior girls would be interested in him after the season he was having. But he couldn't back down on Facebook with everyone reading it. So he responded Your on

And then Ryan got to South Town High. They had printed giant posters of him in the training bra, drawn on make up, made massive signs taunting him. When he stepped on the court they went crazy. Ryan had never played in conditions this hostile before so he tried to focus in and play the best game of his life. He played the worst. He only scored 3 points had 12 turnovers and when he fouled out late in the 4th quarter with North High down 19 the building exploded with cheers as he let out a scream of frustration. Soon chants of "you can't do that" transitioned into a chant of "bye bye princess" which rained down upon him for a solid minute before transitioning into "Ryan has a vagina." A devastated Ryan sat at the end of the bench with a towel over his head, hiding his tears. In the hand shake lines Montford pulled him close for a second and whispered into his ear "see you at the dance, wear something pretty."

"What's taking you so long!? Jeez you really are a girl!" Jimmy Montfords voice brought Ryan back to the present. He was standing in his room, wearing a bra and panties, 30 minutes away from being seen in a glittery fancy dress by a room full of people who angrily chanted insults at him. The door opened and Jimmy Montford barged in, wearing a dapper black tux, and almost immediately burst out laughing.

"OH MY GOD GET OUT!" Ryan screamed instinctively putting his hands over his chest before, feeling overly feminine, putting them down by his sides thinking this was the better of the two options even if it meant Jimmy seeing him in his bra.

"WOW! Just wow! Look at you all pretty in your panties! But why aren't you dressed? We need to leave! Now! And why is your room all girly? Found your true self, have you Ry?" Jimmy laughed a full haughty laugh. Jimmy was a fairly, but not overly tall boy. He was muscular and proud of his body and, unlike Ryan, could grow the odd facial hair which he shaved about every few weeks. He had spikey brown hair that was gelled up and a confident gait in his posture.

Ryan didn't want to explain to Jimmy about how, upon hearing about Ryan's bet from his older sister, his Mom had lectured him for 2 hours about the sexist nature of the bet and saying that she "wouldn't have this out of her son" had decided to renovated Ryan's typical teenage boy room into a girly pink nightmare, replacing his LeBron James posters with Justin Bieber and One Direction posters, his bed and sheets with the ones his sister Jennifer used when she was about 8, at the height of her princess phase, and painting his whole room pink. She even made him dress as a girl "to practice" on the weekends. They were the three worst weekends of Ryan's life.

"My mom chang..."

"Forget about it! Why aren't you in your dress? Unless..." he smirked "this is what your planning to wear?"

"No, I have a dress" Ryan said, without much conviction.

"What's this?" Jimmy said, picking up an old barbie that Ryan's mom had put in his "new" room to give it some character. She had provided Ryan with a lot of Jennifer's old toys and possessions in addition to buying Ryan a few new ones even though Ryan was 16 and completely uninterested. "You've got a little barbie doll?"

"No its my..."

"Does she have a name" Jimmy sneered.

"Um, Princess Ryan" Ryan said quietly wondering why he didn't lie. His sister had named it after him when he was little.

"Ok! I thought you were only doing this because you lost the bet but based on your room, your dolly, and how you look in a bra and panties you'll probably have fun tonight" Jimmy said mockingly.

Ryan felt a surge of anger. "Shut up, this is all your fault!"

"My fault?" Jimmy laughed. "I'm not the one who lost the bet. Now put your dress on so we can go. We're late!"

"Ok! Leave so I can change!" Ryan said annoyed.

"Oh I get it" Jimmy laughed. "A little embarrassed to change in front of a real boy? Although I'm already seeing you in your underwear. Nothing to be embarrassed about. You look like a lovely young lady!" He said giving Ryan a douchey smile.

Ryan blushed. "Can you just leave?"

"Oh I get it. Someone wants to wear fancy panties for me." Jimmy leered. "Don't want me to see your vajajay, Ry?"

Ryan shifted awkwardly "Can you just go?! Please!" Reluctantly and unenthusiasticly adding "so I can get all pretty for you."

"That's the spirit!" Jimmy said with a grin.

Sadly Ryan wondered over to his closet and took out the dress that he'd bought with his Mom. The dress store had been an excruciating experience with his Mom making him try on at least 10 dresses in a store full of hot girls his age. When he came out of the dressing room to show his Mom each dress all the girls and Moms in the shop stopped and stared as if they were all personally invested in what the lone teenage boy trying on dresses was ultimately going to choose. A particularly embarrassing moment was when he emerged from the dressing room in a particularly tight and short, form fitting red dress, a pretty girl around his age who was in the dressing room next to his came up to him and told him he "looked sexy" was "very brave" and was "just as much a girl as the rest of us" and then told him that he hadn't zipped up the back and did it for him. Not knowing what to say Ryan gave her a glum thank you.

Ryan, knowing he can't sulk in his room forever, stepped into the dress they'd eventually settled on, a tight, bright pink, strapless dress, that had a flouncy skirt around the waist that went to about his mid thigh. He zipped himself up, grabbed his shoes, and with a sad sigh, headed to the bathroom to do his make up.

He was able to finish it off pretty quickly. His mom and sister had excitedly taught him how to apply lipstick, foundation, eye shadow, and eye liner and had already done his nails a bright shade of pink earlier in the day (to match his dress.) He hated to admit it but he really did look like a girl when he was all made up. Is it a good thing or bad thing that everyone who doesn't know me is going to think I'm a real girl, he thought.

He added a little blush and carefully placed the long blonde wig, matching his own hair color, on his head. He looked in the mirror and a teenage girl looked back at him. With that, he slipped his pedicured feet into the 4 inch heels his mom had bought him and went down stairs. "Here goes nothing" he thought.

"WOW! You look INCREDIBLE!" Jimmy marveled. "Like actually stunning! Are you sure your not a real girl?"

"Fuck you!" Ryan said quietly. As they walked through the kitchen he noticed that with the heels he was only an inch or 2 shorter than Jimmy. "Let's just go before my family sees me."

But the damage had already been done.

"Is that Ryan?!?" came the voice of his younger brother Josh, who was sitting in the living room with his Mom. Ryan tried to keep going but his Mom called out "have him home by 1 Jimmy!"

"HER!" Josh corrected as he howled with laughter. "Have HER home by 1."

Ryan tried to leave quickly but as the headed for the door to wait for the car outside, Josh followed them.

"Wow Ryan! You look like a real girl! I can't believe my big brother is such a little fairy. Or should I say big sister!" he said with an devious smile as they crossed the threshold out the door.

"Its so cold! I don't have a jacket." Ryan complained.

"Take mine" Jimmy said with a smirk.

"Uchh no, I'm not wearing your jacket like a..."

"Girl?" Jimmy offered. "That's fine, just don't be such a little diva about not having a jacket then. Should have known, your a diva on the court and off."

"You should have heard her whining to Mom last night!" Josh laughed and put on a high pitched voice. "Its not fair, I'm not a girl."

"Shut up you little shit" Ryan shot at him.

Jimmy laughed but said nothing as Josh continued.

"Then Mom said 'whats wrong with being a girl?' and Ryan got all quiet and was like 'nothing I'm just not one' and Mom was like 'if your not a girl then why are you wearing a bra little missy?' and then she asked Ryan why his lipstick was smudged and then Ryan..."

"SHUT THE FUCK UP!" Ryan yelled furious at his brother for enjoying his humiliation so thoroughly.

Josh smiled broadly.

"OK! Calm down! Are you on your period or something? Your lipstick looks great by the way."

Jimmy smiled and put a well toned arm around Ryan's skinny bare shoulder.

"Be nice to Rachel. She lost but she's worked real hard to get all pretty for me tonight and I appreciate that. By the way, Rachel, you smell lovely. Perfume?"

"No" Ryan said, humiliated.

"Well then you naturally smell like a pretty girl" Jimmy said with a smile.

Ryan had never felt more humiliated in his life as Josh choked with laughter behind him and was slightly relieved when he saw the a limo pull up.

"Only the best for you, Princess" Jimmy said with a dickish smile.

The driver got out of the car. He was slightly overweight and very tall, at least 6'3 and slightly intimidating.

"Car for Jimmy Montford?" He asked.

"That's me!" Jimmy said. "Lets go Rachel."

"Alright Rachel, have fun but don't let Jimmy screw up your lipstick when you kiss. And don't let Jimmy get past 3rd base." Josh said with a wink.

Ryan said nothing and sulked into the car.

"Bye kid" Jimmy said to Josh. "Don't worry, I'll show your "sister" a night she'll never forget."

"So..." Jimmy said as he got into the car. "Your Mom calls you little Missy?"

Ryan glared at him, then turned to looked out the window as the car started moving.

Jimmy started to feel a bit awkward, a little sympathetic. Sure, Ryan was a cocky prick who thought he was God's gift to the game of basketball but being alone in the back of the car with him as he pouted was a little sad. Here he was, his crazy revenge plan finally working with the kid he hated more than anything looking exactly like a basic white girl and he was feeling bad for the kid he'd hated for years? How could this be? Should he apologize? No, he can't do that. Should he make more jokes? No that would just make things worse and there would be plenty of time to make jokes at the dance. Should he just treat him like a normal girl? Worth a shot I guess. He looked over at Ryan, the picture of femininity, with his legs crossed perfectly, looking sadly out the window. The dress showed a good deal of leg and with the way Ryan was seated he could see all the way up his leg.

"Your legs look really great.. in that dress" Jimmy said somewhat awkwardly.

"What?" Ryan turned suddenly.

"Your legs. You, you have good legs." Jimmy repeated wondering if he was making a mistake.

"Oh, uh thanks" Ryan said, blushing.

Jimmy smiled at his reaction.

"Did you shave them?" he asked.

"Oh yeah a little. I don't really have hairy legs but my mom made me shave everywhere. Legs, armpits, even my uh yeah, legs and armpits."

Jimmy looked at Ryan's armpits. Sure enough, where there was usually a small tuft of armpit hair that was only visible in his jersey when he shot, Ryan's armpits were completely, femininely smooth.

"Well you look great." Jimmy said, trying to make his odd glance at Ryan's armpit go unnoticed.

"Oh no!" Ryan said suddenly.

"What's wrong?" Jimmy asked.

Ryan took a deep breath. "Don't make fun of me but I left my purse at home. I was so focused on trying to get out without Josh seeing us, I left it in the living room."

"Do you need it?" Jimmy asked smiling broadly.

"It has my phone, my keys, everything."

"Fine, lets go back." he tapped on the barrier behind the drivers head and the driver rolled down the window. "Um she forgot her purse, could you take us back?"

"Of course" the driver grunted in a slight accent. "Typical girl. Let me guess, it has all her make up in it?"

Jimmy smiled as he saw Ryan blush. It was funny again.

"Yeah probably." He laughed.

"You are very pretty girl" the driver continued looking at Ryan through the rear view mirror, "you no need wear so much make up."

"Oh thanks" Ryan said in a small voice as Jimmy laughed.

"Hey, girls are gonna be girls. My girl needs her purse. What am I gonna do?" Jimmy chuckled.

The driver laughed.

"Do you know what a good boyfriend you have?" he said to Ryan.

"Yeah, he's great." Ryan said with embarrassment.

"Make sure you appreciate him" the driver continued. "Give him a little kiss now. Just so he knows you appreciate him. The men are always under appreciated but look at the effort he goes to make sure you have your purse."

Ryan gave Jimmy a tentative look and saw him barely containing his laughter.

"Go on" the driver coaxed. "he deserves it."

Finally Ryan leaned over and gave Jimmy a soft peck on the cheek.

"Awww. Thanks babe." Jimmy said genially, giving Ryan a little pat on his hairless leg.

When they got back to Ryan's house rushed into the living room.

"Back already Sweety?" his mom asked.

"No" Ryan said with a blush, "I... I forgot my purse."

"Forgot your purse!" Josh howled in laughter from the couch wear he was watching TV.

His mom walked into the room. "Its on the table sweety. I put some... why is your lipstick smudged? Have you... have you been kissing?"

Josh, sat up straight on the couch and turned around. Ryan gave a blush for the ages.

"I... I... I just..." he stammered.

"It's ok sweety." his mother said sweetly. "Its perfectly normal..."

"FOR A GIRL!" Josh interrupted. "IT'S PERFECTLY NORMAL FOR A GIRL!"

"Here Ryan, let me fix your make up" his mom said ignoring Josh but smiling slightly and taking out the extra make up she had stashed in Ryan's purse and started applying.

"Hurry up Mom, he's waiting in the car" Ryan pressured.

"She's gotta get back to her boyfriend" Josh giggled.

"I'm trying to make you look your best, gorgeous." his mom said calmly.

"Ok, we're done!" his mom said a few minutes later.

Ryan looked at himself on his phone.

"Wow. I actually look really pretty."

"The prettiest" Josh gasped, losing his breath with laughter.

"I really gotta go. Thanks Mom, bye" Ryan said, grabbing his purse and heading towards the door.

"Mom?" Josh asked. "Did you ever think you'd hear Ryan squeal 'where's my purse?'"

"No" his mom replied with a smile. "But now it really suits her. I mean him. Don't tell Ryan but I think he got his mothers legs"

Josh laughed.

"He got your pussy too" Josh laughed until his mom gave him a stern look.

Back in the car, Jimmy couldn't believe how long it was taking. He knew the driver was getting impatient.

"Women... right?" he offered but the driver wasn't as friendly this time.

"Text your ditzy girlfriend to come out now. I can't stay here all night!" he scoffed.

"She's right there!" he said as Ryan emerged from his house now holding a small, pale pink purse.

"Sorry" Ryan apologized as he reentered the limo.

"Got your purse?" Jimmy asked.

"Got it" Ryan said with an embarrassed smile.

Jimmy smiled back when he saw Ryan's noticeably different make up.

"Rachel, did you change your make up in there?" he asked pleasantly as the car started moving.

Ryan blushed, predictably. Did he notice the mascara? It felt so weird on Ryan's eyes but his Mom insisted she do it.

"Yeah, I just freshened up a bit" Ryan said.

"You look great." Jimmy said noticing for the first time as Ryan sat down that Ryan had a decent ass. How did he not notice that when he saw her in her panties? HIM. Saw HIM in the panties.

"Thanks" said Ryan, shivering slightly.

"You cold?" Jimmy asked, scooting towards the shivering, purse clutching boy.

"Oh yeah a little, its really cold out." Ryan said, shivering more.

"You sure you don't want my jacket?" Jimmy asked.

"I'm fine" Ryan responded, girlishly putting his purse on the seat next to him and his hand next to his thigh near Jimmy and shivering even more.

"How are you so cold? You were outside for 30 seconds!" Jimmy said with a laugh and then for a reason he couldn't explain he put his hand on Ryan's shivering one.

Ryan looked up at him, his mascara laden eyes wide and confused.

"What.. what are you doing? Your... your... your hands are big... and warm" he said slightly stupidly.

WHAT ARE YOU EVEN SAYING, Ryan thought angrily.

"And your manicured little hands looked a little cold" Jimmy said with a slight smile. "How did you ever play basketball with such dainty little hands?"

Ryan was stunned. "Is he flirting with me?" he thought.

"Relax" Jimmy drawled, putting his hand on Ryan's bare shoulder for a second time. "Um, put your head on my shoulder."

He could see Ryan's confusion in his face.

"Um ok" Ryan said tentatively resting his head on Jimmy's broad should as Jimmy wrapped his arm around Ryan's waist.

As they sat, Ryan fully made up and dressed in an ensemble that would make any teenage girl jealous, Jimmy looking like the typical All American boy, good looking, sharply dressed, and with a pretty girl (or what looked like a pretty girl) on his arm, their minds wondered.

"What is wrong with me? Why would I say ok?" Ryan groaned mentally.

"Why did I start flirting with her? I mean him. Am I actually enjoying this?" Jimmy thought.

"Jimmy actually smells kinda good" Ryan thought as he looked up at Jimmy.

"Is she, I mean he, actually enjoying this?" Jimmy thought as Ryan looked up at him.

"OH MY GOD AM I ACTUALLY ENJOYING THIS?!?" Ryan thought as he rode, legs shaved, make up done, dress, panties, purse, and all, to the winter dance.

"Ok, we're here!"

The drivers gruff voice brought Ryan to his senses. What was he doing, cuddling up to Jimmy, resting his head on Jimmy shoulder for the past 10 minutes like some South Town High cheerleader? He jerked his head up suddenly.

Jimmy had been enjoying it too. He enjoyed feeling Ryan next to him, He'd never noticed how feminine some of Ryan's features were until Ryan was in a dress and wig cuddling up to him. But now that he was all done up, resting his head tenderly on his shoulder Ryan was beautiful? Could that be right?

Ryan jerking his head up made Jimmy snap out of it. This was still the kid who had humiliated him at basketball camp this summer, beating him 21-1 in one on one. This was the kid who had mockingly around the locker room in his compression shorts after beating them last year and posted it on snap chat. This was the kid who he had planned on getting revenge on. Was Ryan fucking with him? Was Ryan trying to be a convincing girl to mess with his heart? No of course not. What was he even thinking? He shook his head as if trying to literally shake the idea of it out of his head.

"You ready, Princess?" he asked Ryan, the mocking lilt back in his voice as he left the car.

"Yeah."

"Got your purse?" Jimmy teased.

"Got it." Ryan said rolling his eyes as he held it up.

"Alright, lets go purse boy." Jimmy said, putting a hand around Ryans waist, resting it on his hip as they headed towards the school. He needed to approach the issue carefully.

"So before we go in..." Jimmy started but he was cut off.

"Is everyone gonna know its me?" Ryan asked in a small voice.

"A bunch of people will. " Jimmy said slowly "The team will. And some others too. But I was going to go with a real girl too, this girl I know from middle school, really hot, and just kinda have you there on the side for laughs. But she uh... fell through on me. But you actually look like a real girl, so people might just assume you're her." He looked down and Ryan trying to see how he was reacting but Ryan's expression hadn't changed. "Lucky for you really," Jimmy said with a mischeivious smile. "This means you get me all to yourself."

Ryan rolled his eyes.

"You look really bitchy when you roll your eyes." Jimmy hand't meant for it to come out like a dig but he knew it had. Ryan stared at him. "I'm... I'm just saying. The other guys aren't going to be as nice as me, so you should try to to do stuff that's too girly like that..." Ryan was still staring blankly at him "Or you know what, what do I care? Do it."

He glared at Ryan. He still hadn't told him anything.

"So you wanna pretend to be a real girl?" Jimmy asked him. "You look good enough to be one, and this way not everyone will know your that loser from NTHS who lost the bet." Ryan gave him a look and brushed Jimmys hand off his hip.

"You actually do look really pretty." Jimmy offered, apologetically.

What was Jimmy playing at, Ryan thought. What did he want? Was he right? Would it be easier to save face if he pretended to be a girl?

"How will people not know its me? They know I'm with you. Everyone was at that game." He asked.

"Everyone was at that game but that's not what they're thinking about tonight. They're all thinking about themselves, their outfits, trying to hook up. And its like I said" Jimmy explained a little impatiently "It's like I said, I was going to go with a girl that you don't know and they also don't know and you were only going to be there to be made fun of. But she cancelled. This is good for you. You just have to deal with my boys on the team ragging on you, cuz they are looking forward to seeing you in all this, and then just play my girlfriend for the rest of the night. What do you have to lose?"

Ryan continued looking at Jimmy strangely and then smiled.

"This girlfriend you were bringing, she wasn't by any chance, imaginary, was she?"

Fuck, how did he figure that out? Jimmy thought.

"No!" Jimmy said, trying to make it sound absurd. "Look I just need to know if you'll do it." He paused. "I think it might actually be less annoying for you."

Ryan thought for a second. Would it be possible to blend in as a girl? If it was possible would it really be better to blend in as a girl?

He sighed.

"Sure, what have I got to lose I guess."

"Ok, so, if your a girl, and your with me by choice, maybe don't act like my touch is poisonous to you." Jimmy said, slightly relieved.

"Right, sorry" Ryan said, inching closer to Jimmy and allow him to put his arm back around his waist.

"Its fine." Jimmy said stopping outside the door to South Town High. They were already late, a few more minutes wouldn't hurt them.

"And if you're a girl, what's your name?"

Ryan sighed. "Rachel."

Jimmy smiled. "Good girl!" He said giving Ryans hip a little pat. Ryan let out a involuntary giggle. "Let;s go."

Ryan's heart was beating out of his chest as his heels clicked down the cold hard floor of South Town High. Was there some kind of joke planned or was he just going to have to deal with the South Town basketball team acting like a bunch of Josh's for a few hours? Would he actually be able to pass as a girl? And why did Jimmy want him to?

"Wiggle your hips a little more when you walk" Jimmy said out of nowhere.

Ryan tried it and found that focusing on something other than his nervousness, even something as stupid as wiggling his hips in a non over the top way, calmed him down a bit. Finally they got to the gymnasium, the very place where Ryan had gotten into this mess. Jimmy opened the door and held it for him.

"Ladies first." He said with a grin and Ryan tentatively walked through into the dance feeling Jimmy walking in behind him and returning his hand to around his waist resting it on his hip as he started to lead him across the room and Ryan instantly realized he was wearing one of the skimpiest dresses in the whole room.

At first it wasn't so bad but then he started hearing the whispers as he walked towards a group of upperclassmen.

"Who's she?"

"She's hot!"

"Is that Ryan Jones?"

"No way!"

"He looks like a real girl"

"Call her she! Call her she!"

"She even walks like a girl."

"Can't be him, dude, thats a girl."

"They look kinda similar."

"Does she have boobs?"

"He looks so comfortable in heels!"

"She loves it. She's practiced this at home"

Ryan tried to block out the whispers that seemed to be coming from all around. A particularly strange couple whispers from what sounded like freshmen boys behind him who clearly thought he was a girl, drove him closer into Jimmy's chest.

"Dude, I can see her panty lines!"

"She's got legs for days!"

"Looks at that booty!"

Blushing heavily Ryan was almost glad when they made it across the room where three of Jimmy's friends were hanging out because it meant the end of the stares and whispers even if it meant the start of whatever the South Town High basketball team had in store for him.

"BOYS! How we doing?!?" Jimmy asked with energy.

"Ok" his friend Eric, the teams center, responded. "The girls literally all just went to the bathroom."

Eric was a very tall, muscular boy, with very red hair. He was handsome but still looked like someone who had lost a lot of weight in a short period of time. Last time Ryan had seen Eric, Eric had snarled "stop whining bitch" as Ryan had complained to the ref about the blatant foul that Eric had just committed as he went up for a layup.

"Have you guys met my date?" Jimmy said with a smirk. "She's lovely."

Mike, a skinny athletic black kid who's game Ryan had always admired, gave Ryan a strange look. Kevin, an aggressive but jacked kid who had little basketball skill but was great on defense looked confused. Eric, however smiled, cruely.

"We haven't" Eric said smiling more broadly. "But she looks lovely."

"Well" Jimmy said, returning the smile and feeling all his sympathy for Ryan vanish now that he was in the presence of his friends again, "feel free to introduce yourself, babe."

Ryan felt his heart beating out of his chest. Did Jimmy want him to pretend to be a girl now? He tried to breath easily and spoke in a voice much higher than his normal voice.

"Hi, I'm Rachel!" He let out a nervous giggle. "I'm Jimmy's girlfriend. It's nice to meet you guys."

All four boys burst out laughing.

"As pretty and feminine as you are, RACHEL" Jimmy said wrapping an arm around Ryan through his laughter, "they know its you, Ryan."

"I never would have guessed if Jimmy hadn't sent me the snaps!" Kevin laughed, as tears ran down his face. "You look so much like a girl!"

"Snaps?" Ryan said confused.

"I may have took a few snaps chats of my girl on her big day while we were in the car. You just looked so beautiful. I couldn't resist." Jimmy explained, still laughing. "You do look beautiful."

"Seriously" Eric said, still laughing. "If I didn't know this was the cocky son of a bitch who cried after we beat him, I'd be hitting on her. Maybe I'll still take a little ass grab." he said, reaching towards Ryan's butt.

"Oh my god! Stop!" Ryan gasped, alarmed, hitting Eric's hands out of the way with his manicured fingers and instantly realizing his reaction made it worse. "I mean.." Ryan said trying to lower his voice. "Don't be gay."

"Don't be homophobic" Jimmy said sharply at Ryan.

"Wow!" Eric laughed, trying to seem unphased. "Did you see his nails? They're pink! So pretty!"

"You really do look like a girl, dude." Mike said chuckling.

Kevin laughed.

"And that 'hi, I'm Rachel' thing was hilarious!" Kevin added still laughing. "And that little giggle! And look at you with your purse! This look is perfect for you Ryan."

"Uh thanks?" Ryan said, unsure how to react.

"You should see her house" Jimmy said obnoxiously. "Her Mom heard about the bet and renovated her room! Now she's got a sweet little girly bed room with barbies and Bieber posters. The perfect room for Mommy's little princess! She even did her own make up"

Ryan could feel himself blushing and feel his face falling.

"That's adorable" Eric said mockingly. Then catching notice of Ryan's face he smiled. "Awwww. You're making her sad."

Jimmy put his arm back around his "girlfriend" for the night causing Ryan's head to move onto his shoulder.

"It's cute how she puts her head on your shoulder like that" Mike said with a quiet smile.

"No, I'm not, I didn't..." Ryan sputtered but Eric interrupted her.

"Does Rachel need a hug from her BOYFRIEND?"

Jimmy rolled his eyes and gave Eric a smile.

"Girls! They're all so sensitive! Such low self esteem!" he laughed as he gave Ryan a hug, moving his hand down to Ryan's butt to give it a little grab.

"Stoppppp" Ryan whined. "You made my panties get all bunched."

"Panties?" Mike said with a confused grin.

"You should have seen her when I first got there!" Jimmy said confidently. "She was in nothing but her bra and panties!"

All four boys howled in laughter yet again as Ryan blushed, hoping Jimmy would lead him away soon.

"You know, I love crushing you on the court..." Kevin said, again through tears of laughter. "...but from the sounds of it I might never get to do it again because by this time next year you'll be the star of the North Town High Girls varsity team!"

"Girls VARSITY?!?" Eric laughed.

"You're right" Kevin howled. "She'd probably be on girls JV!"

Ryan shifted awkwardly as the boys laughed and adjusted his bra.

"Why don't I get some food?" he asked suddenly, trying to get away from the guys and he turned toward the food table at the other end of the gym.

Ryan wasn't hungry. In fact he was feeling a little sick but he didn't want to go to the bathroom. He couldn't go into the boys bathroom like this and he did not want to use the girls room.

"Are you ok?"

Ryan looked around. A short, slightly chubby, mousy haired girl was looking at him with concerned eyes.

"Yeah, I'm fine." He managed in the same high voice he used when talking to Jimmy's friends.

"Well you look confused. Are you looking for something?" The girl asked kindly.

"Yeah, just some water."

"I can get you some. Its right over here." she said gesturing towards a table with drinks on it. "You don't go here, do you?"

"No" Ryan said pouring a cup. "No, I don't."

"Well who are you here with?" the girl asked pleasantly.

"Uh Jimmy Montford" Ryan replied blusing.

"Ooooo. He's really cute! He's in my English class." the girl gushed. "Are you his girlfriend?"

"Yeah" Ryan said after a slight pause. "He's so sweet. I wasn't gonna come but he really wanted me too."

"Well I'm glad you did!" the girl said sweetly. "You look amazing. I'm Shelby, whats your name?"

"Rachel" Ryan said trying to smile.

"Damn" Mike said, staring at Ryan as he talked to Shelby across the room. "That shit is crazy. Dude legit looks like a
chick. Even moves like one. It's kind of sad honestly. He has literally no trace of manliness. He's a pretty good ball player too. Like that's a waste of a dick. It's sad."

Kevin chuckled "I guess but its more hilarious that it turns out North Town Highs basketball prodigy is a complete sissy."

"Dude's more bangable than Shelby Peters honestly" Eric said with a grin. "You thinking of tapping that Montford?"

Jimmy rolled his eyes again.

"Ew. That's a dude under all that. Don't be gross. I only brought her, I mean him, because that cocky dickface needed to be taken down a peg." he said watching Ryan and Shelby.

"Sure, my guy" Kevin said grinning.

"I wouldn't have!" Jimmy said, slightly annoyed. "You think I'm gay?"

"No" Kevin said still grinning. "But your rep with the girls did take a hit after you dumped Grace."

"Grace!" Jimmy thought. "Why did she have to make it all so complicated?"

Grace was one of the hottest girls in school and Jimmy's ex girlfriend, who he had dumped rather cruelly, after thinking she was cheating on him. Grace in turn had essentially turned all the girls in school against Jimmy making it almost impossible for him to get a good looking girl to agree to go to the dance with him. Jimmy knew this which is why he made the bet with Ryan, trying to humiliate his on court rival and make it clear to his classmates he was taking to whole dance as a joke in the process. But after making the bet he thought people might think he was gay so he tried to get a hot girl from another school, ones who Grace couldn't bad mouth him to, to come with him. However, every girl shot him down when he mentioned that there would be another "girl" (Ryan) on the date. Even with his good looks and charm, Jimmy couldn't sell any girl he knew on going to the dance with him AND Ryan in a dress solely for the purpose of humiliating him. And he'd rather just go with Ryan as a joke than go with some ugly girl. Obviously. But when he saw what a good looking girl Ryan made he saw an chance to kill two bird with one stone. He could show Ryan what a little bitch he was compared to him AND have Grace seething with jealousy wondering who that pretty little blonde thing he was with was.

"I literally just wanted to stick it to Ryan" Jimmy lied. "That's all. Him thinking he's king of the league and all that, it had to stop."

"I think its a great idea." Eric said supportively. "That cocky asshole thought we was gonna run over us. Now, he's talking about his nails with one of the ugliest girls in our school."

Jimmy looked over. Shelby and Ryan were looking at each others fingers the way that girls do when talking about nail polish while a few of his other teammates, Dennis, James and Jeff, who had clearly found out Ryan's true identity giggled. He turned away from him. What a loser! How was he ever concerned that that guy might be a better player than him.

"OWWWWIII"

A little shriek pierced the air.

"What was that?" Jimmy asked, brought back to his sense.

"I think that was your girl" said Kevin smiling.

"No, that was a real girl. It sounded like a real girl." Jimmy said.

"Oh yeah?" Kevin asked pointing over Jimmy's shoulder.

Jimmy turned. Ryan was lying on the ground, his purse feet away from him.

"Yeah, you better go check on her." Kevin said with a slight sneer.

Jimmy rushed over to where a concerned Shelby was leaning over Ryan.

"What happened? Are you alright babe?" he threw the last word in trying to be convincingly concerned.

"It was terrible!" Shelby gasped. "She was just standing there not doing anything, and then some seniors grabbed her purse and started throwing it around and when she started chasing after it her high heel broke. She hit the ground really hard!"

"Which seniors?" Jimmy asked knowing the answer.

"Basically all the seniors on the basketball team. Dennis Stores, James Parker, Jeff Rollins." Shelby responded. "They were behind us, laughing at her for some reason, and then they just rushed her!"

Jimmy looked at Ryan. He had a slight cut on his leg and a mark on his face but other than that seemed fine.

"Are you ok babe?" Jimmy asked again as the heavy breathing Ryan hadn't answered him the first time.

"Fine" Ryan said though looking upset.

"Why don't we get you fixed up? Can you stand up?" Jimmy said, giving Ryan what he hoped seemed like a tender pat on the cheek. Trying to be kind he added "I'm sure you can make yourself up and look even prettier."

"Give me a sec" Ryan said quietly. He could feel blood on his leg and he knew it would be hard to walk with his heel broken. He noticed there was a crowd gathering.

"How bout I help you out?" Jimmy said also noticing the sudden crowd knowing that his best chance at passing Ryan off as a real girl would be out the window if everyone gathered around him on the ground and looked at him at once.

He put his hands under Ryan's back and scooped Ryan into his arms. Startled, Ryan put his arms around Jimmy's neck.

"You didn't have to do that" Ryan whispered so no one else could here.

"Oh but I did!" Jimmy whispered back, still aware of the many people staring at him and the "girl" in his arms. "I couldn't leave my girl on the ground there. Besides, way more people would have figured out who you were the longer you were down there. Now most of them think your some sweet girl who had a rough night who I'm helping out. Besides, you're so light!"

Ryan heard more whispers.

"Wow, couple goals right there!" a bratty girls voice said.

"Awww, look at how she's clinging to him!" another girl said.

"Dude I can totally see her panties!" a boy exclaimed.

"And as a bonus" Jimmy said with a smile "this is probably the most humiliating thing possible for you. I mean, me carrying you out, all girled up and fussy while freshmen try to catch a glimpse of your panties. That's better than I could have possibly hoped for." He leaned on the door and headed into the hallway toward the bathroom, with Ryan still in his arms.

"I hate you" Ryan said, his teeth clenched.

"I'm sure people got some precious pics of you just now" Jimmy chided.

"I really hate you" Ryan said, teeth still clenched.

"And sorry about my friends by the way." Jimmy said sounding sincre. "I had no idea they were gonna do something like that."

He genuinely was surprised. He thought Dennis, James, and Jeff would have told him if they were planning on doing something like that but he couldn't have stopped it even if he wanted too. Sure, he was the best player on the team but the seniors were gonna do what they wanted to do. He had actually got a lot of cred with the seniors after the bet, almost all of whom were annoyed with the hype around the league surrounding Ryan.

Jimmy set Ryan down in front of the doors to the bathroom and something occurred to him.

"Hey Ryan?" he asked.

"Yeah?" Ryan responded as he smoothed his dress.

"Did you enjoy that? Being carried by me?"

Ryan was flustered.

"What? No! Of course not! Why?"

Jimmy smiled.

"It's just you never asked me to put you down. Not even when we were in the hallway."

Ryan blushed.

"You just held on, like a good little girl."

Ryan blushed even more and looked down.

"Shut up."

Jimmy smiled.

"Anyway, why don't you get yourself fixed up."

Ryan looked at the bathroom doors and looked back.

"Um, which one should I use." he asked Jimmy uncertainly.

"Really?" Jimmy asked with a smirk. "What are you wearing?"

Ryan looked down.

"A dress" he said meekly, smoothing out his dress again. "I just thought..."

"Rachel," Jimmy interrupted. "You are currently wearing a sexy pink dress and a sleek blonde wig, are showing more
leg than any girl here, had to be carried here because you broke your high heel, and are going into the bathroom to fix your make up! You're even standing like a girl now!"

Ryan looked down and noticed that he was standing with his butt jutted out to the side slightly. He straightened up quickly. Jimmy smiled at the sweet moment of insecurity. He moved closer.

"But that's ok!" Jimmy continued, once again feeling sympathy for his rival and placing a large hand on Ryan's small manicured one. "I like you this way! But don't act like you don't know which bathroom to use." He looked Ryan in the eyes, Jimmys deep brown ones finding Ryan's sharp blue. "I'll meet you out there when your done."

Ryan smiled slightly.

"Uh thanks?"

Jimmy returned the smile as Ryan headed toward to girls bathroom.

Once inside Ryan looked at himself in the mirror.

How could that teenage girl in the mirror be him?

He took a few deep breaths like he did at the free throw line. Ok. It was gonna be fine. He'd just fix up his make up
and go back out there. It wouldn't be that bad. Jimmy was kind of sweet. He thought.

No he wasn't! What was he thinking! Jimmy was a dick! He thought angry with himself for even thinking otherwise.

But was kind of cute.

NO HE WASN'T! he reminded himself. What was wrong with him?

Deep breaths, he reminded himself.

He reached for his purse. Where was it? Suddenly he pictured it, lying on the ground as Jimmy carried him away. He started freaking out again.

That purse had everything. His phone. His keys. His wallet. His makeup. I never thought I'd think that, he thought. And the only way to get it was to go back out there like this. He couldn't even text anyone. Should he call Jimmy and see if he'd bring it to him. But he didn't have his phone! Should he try to find Jimmy out there and have him bring it to him. What if he couldn't find Jimmy quickly? What if they couldn't find his purse at all? It was his sisters new purse and she was just lending it to him for the night! WHAT WAS HE GOING TO DO?!?

Ryan dropped to the floor, feeling the tears pouring from his eyes and started crying. He cried hard. He cried out his feelings over the last three hours, over the last three weeks. He cried out his embarrassment about the pretty girl at the dress store zipping up his dress for him, and his embarrassment of Jimmy finding him in his panties earlier that day. He cried out his anger at himself for playing his worst game of the season at the worst time, and his anger at his brother for enjoying his embarrassment so much. He cried out any other sound that was in that bathroom.

Suddenly the door to one of the stalls opened and he turned around.

"Oh. My. God! Are you ok?" came a voice.

Shaking and crying Ryan looked up at the voice that had emerged from the stall and saw an incredibly pretty girl with dark hair and kind eyes wearing a stunning green dress.

"Are you ok?" she repeated, her eyes filled with concern as she surveyed Ryan, sniffling and crying, his makeup running and smeared, sitting on the floor of the bathroom.

"Oh, um, uh, I'm sorry. I... I didn't realize anyone else was in here." Ryan sniffled.

"Well, I am" she replied with a friendly smile. "Whats wrong?"

"Nothing." Ryan said looking down.

"Its not nothing" the girl replied crouching down to look at Ryan on the floor. "Clearly you're very upset about something." She looked at Ryan's dress. "You look very pretty. No one should be this sad while looking this pretty." She gave another sweet smile. "Tell me, whats wrong?"

"Nothing!" Ryan sniffed again desperately trying to stop crying.

The girl was very pretty and he noticed how incredible her legs looked as she bent down to talk to him.

"Is it a boy?" the girl asked. When Ryan didn't answer she continued, "You clearly put a lot of work into getting ready and you look very pretty. Who did you come with?"

"Jimmy Montford" Ryan sighed.

"Oh did Jimmy do something!" the girl said with a slightly sad look on her face. "Or... wait, are you the girl he just carried out?"

Ryan looked down. "Yeah"

"Ohhh what happened?" the girl asked her voice full of sympathy.

"I...I don't want to talk about it" Ryan managed.

"That's ok." the girl said sweetly giving him a pat on his bare shoulder. "What's your name?"

"Rachel" Ryan responded.

"That's a pretty name." she said. "I'm Jessica." When Ryan once again didn't respond she offered Ryan a hand "why don't we get you off the ground and try to get you cleaned up."

Still feeling silly Ryan, put his pink manicured hand in her green one.

"I like your nails" she said with a smile. "That's a great color for you."

While the comment would have bugged him coming from Josh or Jimmy or one of Jimmy's friends coming from Jessica, it made Ryan smile.

"Thanks" He replied, not knowing what else to say.

"Did you bring any extra make up. Do you have a purse?" Jessica asked.

"I did but..." Ryan started when, as if on cue Shelby rushed into the bathroom, Ryan's purse in her hand.

"Rachel! I'm so sorry! I didn't know where you went! I have your purse!"

"Perfect! Do you have your make up in your purse?" Jessica asked.

Ryan nodded.

"Here, you seem pretty upset still, you want some help fixing up yourself up. I'm really good at this stuff." she assured him. "I'll have you looking amazing. I'll have you really making Jimmy happy, or jealous, depending on what your going for."

She opened his purse and took out his wallet (an old hello kitty wallet of Jennifer's), his keys, his phone, a pack of gum, and a tampon that he certainly didn't put there before reaching his extra make up.

"Could I text my friends, they're really sweet and could help me out. We'll make you look great!"

Ryan shrugged. "Sure, whatever."

She fired off a quick text and looked at the makeup which she had lined up on the sink next to the other contents of the purse when her eyes lingered on the tampon and she suddenly looked at Ryan.

"Oh my god, is is... is the reason..." she jerked her head toward the tampon "your time?"

Ryan blushed hard but seeing a way out swallowed his pride and gave a little nod.

Jessica gave a little gasped and Shelby, who Ryan had forgotten about in the presence of Jessica gave a little "ohh."

Jessica recomposed herself quickly and handed Ryan the tampon.

"I'm so sorry. It sucks for it to... Is it on your dress?" She stammerd.

Ryan shook his head.

"Oh I'm so sorry.. Its such a... I didn't mean to make it seem... I'm just sorry." she mustered as she handed Ryan the tampon.

"It's fine" Ryan mumbled, still pink with embarrassment with his make up smeared all over his face and he took it and headed into the stall, tampon in hand, shutting the door behind him. How was he going to do this now?

"Um Rachel?" Jessica said through the door, slightly nervously. "Do you need um, an extra pair of panties. Because my friends can get you one."

"Uhh yeah that'd be great." He said equally nervously

He opened it and realized he had never actually seen or held a tampon before. He knew he couldn't take too long otherwise they'd know something was up but he also couldn't be too quick. How long did it even take a girl to put in a tampon? What were these strings? He took off his shoes, for some reason thinking this was a good start and couldn't help but smile at how free his feet felt hitting the cold floor of the girls bathroom though his smile vanished when he saw his nails, which were painted the same shade of pink as his fingers, immediately reminding him of the situation. He unwrapped it. Ok... now what, he thought.

I could flush it down the toilet, he thought, but then Shelby and Jessica would wonder why the toilet had flushed. He could hear Shelby and Jessica talking outside. It sounded like Jessica was with a boy who Shelby thought was cute. Shame, Ryan thought, Jessica is really fucking hot. Don't be an idiot he angrily thought back at himself. She literally thinks your a girl and a girl on her period! She wouldn't be into you! Ryan tried to refocus. I could put it up my butt, he thought, but the thought seemed to sap whatever dignity he still had. I could leave it in the stall, but what if a girl used the stall while Jessica was fixing his make up and found the tampon? It would look suspicious.

The door opened and he heard a few girls come in greeted warmly by Jessica. Shit! Her friends are here! How long have I been in here, he thought in a panic. Trying to think quickly, he stuck the tampon up the slinky bottom on his dress and tucked it into his panties.

He heard footsteps and then Jessica's voice.

"Uh Rachel? I'm gonna throw the panties over the door ok?"

"Yeah" he replied and a second later a pair of pail pink panties dotted panties flew at him and he grabbed them easily. He looked at them for a second. He really didn't want to change panties especially now that he had stuck the tampon in them and he knew it would take him longer to switch then it would take an average girl which might give him away. Again trying to think quick he stuffed the panties into the strapless bra his mother had insisted on buying him with the strapless dress and tried to calm himself down. He put his shoes back on, took a deep breath, smoothed out his dress, internally scoffed at himself for smoothing out his dress and walked out of the stall.

Jessica turned and smiled at him. He knew she had filled them in on the situation, even though he hadn't heard what she had said, by the look on her face.

"Rachel, these are my friends, Lisa" she gestured towards a tall shapely black girl in a tight purple dress "and Erica" she gestured toward a very skinny white girl with beautiful wavy brown hair in short long sleeve a crimson dress. "This is Rachel." she said to them. "She's that girl Jimmy kept talking about."

"Oh my god, look at you in that dress!" Erica said excitedly. "You're showing more leg than I am!"

Ryan looked down at Erica's perfect, sexy, incredible legs and silently hoped she was exaggerating only to look down at his own now hairless legs and realize she wasn't.

"Don't make her feel uncomfortable. The girl's had a rough enough night already!" Lisa said with a smile. "I've been there, done that." she said knowingly looking at Ryan and the tampon wrapper still in his left hand. "In math too. But this might be worse! It's alright though, you'll live. We'll get you looking good as new."

Jessica smiled. "It's kind of our thing." she said.

"Ok then!" Ryan put the tampon wrapper in the trash and moved toward the girls and tried to sound excited. He splashed some water on his face trying to get what make up he still had on his face off.

"Your good now." Jessica said sweetly. "Here" she said as she handed Ryan a pair of high heels. "We took these from the theater department. They're a little higher then yours bet they should fit."

The shoes were slightly big for Ryan but fit well enough. Jessica seemed pleased as she grabbed Ryans eye shadow, Lisa grabbed his blush and Erica his foundation. In a flash they went to work. Ryan couldn't help but be impressed at how quickly and efficiently they worked. It was clear they all knew what they were doing and Ryan couldn't help but feel like a princess, as these 3 pretty girls pampered him and fixed his make up. He got several good looks of their boobs, Jessica and Lisa both had great boobs and Erica had incredible legs, but couldn't enjoy himself too much because they continually asked him what they must have thought were pleasant questions as they worked.

"So how did you meet Jimmy?" Jessica asked almost immediately after they started.

"Um middle school" Ryan said, remembering what Jimmy had told him. "We went to middle school together."

"Rachel please try not to move your jaw so much when you talk!" Erica pleaded.

"Sorry" Ryan said feeling slightly annoyed.

"What was he like in middle school" Erica asked, her tone changing.

Confused, and with no clue what to say, Ryan tried to answer without moving his jaw.

"You know, he was just always playing sports and hanging out with his friends. Typical middle school boy." Feeling that might not have been sufficient he added "he was really funny though. He'd say the funniest stuff in class."

"Awwwww" Jessica said with a smile. "Have you always liked him? Like are you finally going out with your middle school crush?"

He blushed. "Yeah kinda!"

"Jeez. If I got myself all dressed up to go out with the boy who I'd been crushing on since middle school and got my period, I'd be a mess too!" Lisa said and all the girls, including Ryan, laughed.

Trying to sound normal he continued.

"Yeah, this was the first time I'd really gone all out like this. I bought this dress just for tonight. We haven't been official for that long and I was really hyped he asked me to go with him."

Ryan generally proud of this answer but immdediately hoped the girls would focus on his ditzy use of "been official" more than they would his broey use of "hyped."

The girls all gushed over each other.

"That's so sweet!" "Oh my god that amazing" "That's adorbs!"

"That will be such a great story for your kids" Shelby said reminding Ryan, and apparently the girls, that she was there. "I mean, if you have kids... if you get married."

The girls stopped making up Ryan and all turned to look at Shelby. There was a brief silence, during which Ryan couldn't help but briefly imagine being the mother of Jimmy's kids, even though that maybe the last thought he he ever imagined he would think, until Jessica said kindly "yeah it would be."

Turning back to Ryan Erica resumed. "So when was your first kiss? What was it like?" and Ryan concocted a story Jimmy surprising "her" on "her" birthday to walk "her" home from school.

"Just when we reached my house he stopped and leaned in and..." his voice trailed off and he forced a smile.

The girls all giggled.

"That's so cute" Erica said. "So how long have you been together?"

Ryan tried to create a feasible back story for his relationship with Jimmy and the girls seemed to love every detail (especially when when asked about his favorite thing about their relationship Ryan blurted out "he's just so sweet" and thinking that might not be enough added "and he loves to cuddle!") but was very relieved when he heard Jessica say "and ta da!"

Ryan turned to the mirror and was shocked to see himself, fully girled up and even prettier than before.

"Alright! Ready to go stun Jimmy?" Jessica asked. She grabbed Ryan's phone and keys knocking his wallet off the counter onto the floor. Ryan looked down and to his horror his school ID had popped out. Maybe they wouldn't see? If they did would they care? Lisa, Erica and Shelby weren't looking but Jessica had already bent down to pick it up.

She squinted at the ID with confusion, looking at the short haired blonde boy in the picture, and back up at the long haired blonde girl standing in the bathroom.

"Um Rachel? Why does this ID say Ryan Jones, North Town High?"

Ryan was stunned. He couldn't think of anything to say. This was worse than anything he could have imagined.

"Um... I..."

"Are you actually... OH MY GOD... I don't know what to say! Are you... a boy?" she spat.

"Uh... here's the thing..." he tried again but no words came to him.

"OH MY GOD!!!" Erica said with a gasp. She looked up at Ryan. "How?!? You really don't look like a boy at all!"

"Um do you guys remember when your basketball team played North Town High a few..." he tried again but was interrupted by Erica.

"That bet?!? That was real? No way!!! I thought that was just a joke because they found those pictures of you!"

"Well" Ryan sad sadly "It wasn't. Here I am." He tried to smile but couldn't so he settled for smoothing his dress, taking off his wig, and opening his arms in a half shrug.

The girls laughed.

"Oh my god, I cannot believe that's you!" Jessica said in shock.

"Well, Ryan, I think you can find your way out of the girls bathroom" Erica said with a less kind smile.

"Wait a second!"

It was Shelby.

She took a step towards Ryan.

"Look at this 'boy'" she said putting air quotes around the word boy. "Is there anything, and I mean anything, boyish about him?"

"No" said Lisa.

"No" Jessica agreed.

"Not at all!" Erica laughed.

"Exactly!" Shelby said seeming to gain a little confidence. "He's wearing a pink prom dress with matching shoes! He has a purse full of makeup! He spent the last hour crying in the girls bathroom, letting us fix his make up, and talking about the boy he CLEARLY has a crush on! That's not a boy! I mean, come on! Picture a real boy, a boy from our school! A boy would have tried to grab your boobs, or your butt or tried to lean in and make out with you or something. Could you picture Mike or Kevin or Ryan's boyfriend Jimmy doing this? Of course not."

Lisa laughed. "Mike would never put up with this shit."

Jessica laughed too. "Or Jimmy? He's just too... manly."

Erica joined in "And Kevin, he's just too... hairy and... dumb and... gross and..."

"Boyish!" Shelby finished for her. "He's too boyish! It's not his fault. He's a boy! Boys are like that. But Ryan's not like that. Ryan is sweet and kind and tender and sensitive and dramatic and can walk in heels and looks great in a dress." She smiled at Ryan. "He's a girl. He's not just a girl actually. SHE's a girly girl!"

There was a second of silence and then Lisa spoke.

"She's right. She is right! I mean think about it." she said taking a step towards Ryan and Ryan became painfully aware that even in heels he only reached her chin. "Lil Ryan here has spent all night either as Jimmy Montfords arm candy, crying in the girls bathroom, or letting himself get made all pretty! Look at him!"

Ryan wasn't sure if he liked where this was going or not but could feel himself shrinking when she said "look at him."

"You've seen boys. Ryan plays basketball. Have you seen the boys at our school who play basketball? There are some cute boys, some really fine boys. Muscular boys. Nice arms, all toned. Ryan here's got skinny got skinny little arms and legs. Those boys lift weights and stuff. I'm surprised Lil Ryan here can carry his own purse. Look at his legs! All hairless and womanly! Look at his arms!" she turned to Ryan. "Girl, lift your arms up!" she said casually. "That's not a boy!" she said.

"Well I did shave my..." Ryan started but he was interrupted.

"Girl, be quiet I'm not done." Lisa shot back

The girls all laughed as Ryan stood there blushing heavily, in his pretty pink dress, with his hairless armpit on display, feeling small.

"Heck, say all five of us were on an island and we had to survive on our own, honestly, I think we'd have Ryan here do the traditionally female jobs like cooking and cleaning while we go out and hunt or do whatever you do when you're stranded on an island."

The girls all laughed again.

"If we were in danger, he couldn't protect us! I'd honestly be worried he'd run away crying! The only manly thing about him is that he plays sports. And girls play sports too."

Seeing the look on Ryan's face she paused.

"Oh don't be sad! You can't help who you are! I'm just trying to joke a little. It's kind of a strange situation for us." She continued clearly making a deliberate attempt to sound kinder "I'm just saying. I know a lot of girls who could snap little Ryan the basketball star in half like a twig and based on his body type and personality he..."

"Ok, we get it." Jessica said smiling, having gotten over her initial feelings of betrayal and wanting to put Ryan out of his misery. "So Ryan, or I'm sorry, Rachel... now that I know your not really girl, I have one more idea."

"Uh sure, what is it" Ryan said, willing to do anything they wanted as long as they went back to being friendly.

"A lot of women make their breasts look bigger with make up. Like they make up their cleavage! If you take off your dress, we could make it look like you've got some pretty decent titties!" she said with a smile.

The other girls smiled excitedly.

"Please. You'd look amazing. And you'd fit in even more." she said, adding. "Jimmy would love them and we'd stop..."

"Fine" Ryan agreed.

"Oh this is going to be so fun!" Erica said. "Your gonna have to take off your dress, is that cool? And put your wig back on! You look like some kind of prepubescent nightmare!"

"Uh yeah sure." Ryan said feeling a little awkward and replacing it carefully on his head.

Remembering the tampon in his panties he awkwardly took off his dress which Shelby carefully took. And grabbed his purse and held it around the area of his penis and while they giggled a little he was relieved that the tampon the girls didn't really look down towards his dick and that the tampon wasn't poking out. This made it a little easier to deal with the teasing about his bra ("Ryan's bra is fancier than any of mine!" Lisa laughed), panties ("Look at that little booty in those pretty panties" Erika said (Ryan had given back the panties that were in his bra)) and his newly "developing" make up, breasts. As they worked they asked Ryan questions, now knowing who he was, and Ryan told them everything and it felt surprisingly good to let it out. In fact, by the time they were done, Ryan felt not only lighter and happier (even verging on happy) but somewhat excited to see his new cleavage.

"Ok, open your eyes" came Jessica's voice.

He did and couldn't believe what he saw. His skinny chest now appeared to support two developing breasts, tightly pressed against his dress. He didn't get how it was possible.

"Whoaaaaah" he said in a throaty voice. "Its... boobs!"

"That was the first boyish thing you've said all night" Erica laughed. "Now grab your purse, Jimmy's been waiting for a while and so have our boys. We've spent our whole night helping this bitch!"

Even Ryan laughed.

"Hey Ryan," Jessica said suddenly remembering something. "What did you do with that tampon?"

Ryan hesitated but he had come to not only like but trust the girls. He stuck his hand up his dress and pulled out the tampon out of his panties.

"Ewwwwwwwww" the girls all said almost simultaniously.

He laughed.

"Wow!" Lisa laughed. "And there's the first boyish thing you've done all night." She laughed again "And it involved pulling a tampon out of your panties."

They all laughed again.

"Put your tampon back in and lets go." Erica said.

Ryan smirked and reluctantly stuck the tampon back in his panties.

The five "girls" left the bathroom chatting and giggling about what Jimmy would say when he say Ryan. Before they went back into the gym Ryan pulled Shelby aside.

"Hey, um. Thanks. For what you said. Those girls were gonna really turn on me and could have tonight even worse than it already is but you, uh, you really helped me out." he said.

Shelby smiled. "No, thank you. You were so nice to me when were were talking. The pretty, popular girls aren't usually nice to me like that but you were really sweet. I know your not really a, well, the point is I don't have a ton of "gal pals" and lots of girls are bitchy to me but you were really cool to me. So, thanks."

She looked up at Ryan and noticed his piercing blue eyes and sweet smile and completely understood why so many girls at North Town High had a crush on him and why every boy at North Town High had a man crush on him, but knew she couldn't act on her urge to kiss him. Besides, she thought, he's either gay or trans and is currently realizing it as the date of the hottest boy in our school, or he is actually straight and can get much hotter girls than me. She opened her arms, settling for a hug. They hugged, Ryan pressing his splashy, fancy pink dress up against Shelby's longer, more reserved navy blue and wrapping his long skinny arms around her slightly chubby torso, while Shelby wrapped her shorter ones around his skinny one pressing her cheek against his shoulder. They each gave a little giggle as they released and readjusted their dresses.

"C'mon girls. Rachel's gotta find her man!" Lisa's voice came from across the hall.

They reentered the gym and found Jimmy relatively quickly once back in the gym and Ryan was happy to find that, surrounded by the girls, he felt no where near as bad, almost good, about rejoining Jimmy.

"There you are! Where were you? I thought you had hooked up with some random guy!" he said smirking then added. "I'm kidding but seriously I was kind of concerned, where did you..." he stopped as he saw Ryan's chest.

"Whoaaaahhhh." he said, his eyes widening as the girls laughed. "You, you, you have boobs."

"She got a little caught up in a little girls room drama." Jessica said leaning her head in.

"Of course you did" Jimmy said, flashing a dopey smile.

"But she's all yours now." she said waving good bye to Ryan and her and the other girls drifted away.

"Wow!" Jimmy said, looking Ryan up and down. "You... you look amazing. Even better than before." Jimmy put a slightly sweaty arm around Ryan. "Your face, your dress, your... your boobs. You look amazing!"

"Thanks!" Ryan said blushing and then, for some reason, he put his head on Jimmys shoulder.

Jimmy laughed.

"Wow, your actually such a girl!" he said and then acting on his teenage boy instinct of what to do when a girl puts her head on his shoulder, gave Ryan a little kiss on the forehead.

"Leave it to you" he continued "To make friends with the pretty committee in the girls bathroom."

"The pretty committee?" Ryan asked confused.

"Jessica, Erica, Lisa." Jimmy responded. "Thats the pretty committee. They've all been best friends since they were like 6. They're like the hottest girls in the grade. They say their 3rd grade teacher gave them that name. And of course, you make friends with them in the girls bathroom and they give you a little makeover. Such a girl."

He paused and looked down at the girl on his shoulder, torn between wanting to make a joke letting his instincts with girls take over.

"I can't believe I'm saying this," he said slowly. "But you wanna dance."

Fire works went off in Ryan's head. Instantly in his head the macho voice of the all-state basketball stud screamed WTF I MIGHT DANCE WITH A BOY while with a feminine giggle another, higher, girlier voice in his head screamed OMG HE WANT'S TO DANCE WITH ME.

"Sure" Ryan said and Jimmy put Ryan's manicured hand in his and lead him out onto the dance floor.

It was a slow song Ryan recognized but didn't know well. Jimmy placed his hands on Ryan's skinny hips and Ryan, knowing his role, put his hands around the back of Jimmy's neck. They rocked back and forth and then, Jimmy spun Ryan around, completely off the beat and placed his hands on his hips again, now up against Ryan's back. Ryan felt Jimmys muscular torso pressed up against his back.

"Oh my god, is he gonna grind on me?" Ryan thought.

"Rachel, turn around." Jimmy said suddenly.

Ryan spun around and Jimmy, right as the word "kiss" was sung, leaned in, put his hand on Ryan's smooth, made up cheek and kissed Ryan.

A shocked Ryan kissed back.

Across the gym, Jessica nudged Erica.

"Look!" she said, pointing to wear Jimmy was still tenderly kissing Ryan. "She would have pulled away if she didn't like it!"

"They make such a cute couple!" Erica said smiling. "His legs, are literally goals. I mean, her legs. Her legs are goals."

Ryan couldn't believe it. He was kissing Jimmy Montford. And was he liking it? Jimmy was a very good kisser and for some reason Ryan was happy when he went back in for a second one. All of a sudden he felt a hand on his butt, as Jimmy squeezed his tush with his other hand as he kissed him.

And suddenly a loud voice.

"If everyone would please gather on the dance floor its time for the crowning of the winter formal king and queen. Our student body president, Cal Finters, will make the announcement." came a voice.

Jimmy and Ryan came apart both a little stunned but when Ryan gave Jimmy a wide eyed look of surprise Jimmy gave Ryan a wink and squeezed his ass again making Ryan giggle as Jimmy put his arm back around Ryan and Ryan rested his head, feeling natural rested his head on Jimmy's shoulder.

"First up" Cal Finters, a skinny boy with glasses and a slightly nervous air about him, announced, "our winter formal king is... Mr. Jimmy Montford!"

Jimmy smiled and confidently strode up to receive a golden crown and blue sash from Cal. He smiled broadly as everyone cheered. Even the girls who had been mad at his treatment of Grace seemed to melt at his looks at charisma as everyone cheered.

"And now for the formal queen..." Cal continued.

Jessica, who had appeared at Ryan's elbow, gave Ryan a strange look.

"The winter formal queen is..." the Cal paused for dramatic effect before announcing loudly. "Ms. Rachel Jones!"

There were cheers. Ryan was stunned. How was that possible? He was formal queen? Who could have voted for him?

Jessica nudged him and he made his way toward to stage.

He heard a few whispers of "isn't that a boy" and "that's what passes for a guy at North Town" but as he kept walking he heard other whispers.

"Who is she?"

"She's gorgeous."

"Thats Jimmy Montfort's girl."

"She's a dime!"

"OMG she's so pretty."

"Where does she go to school."

"Look at her little booty."

"Oh I wanna do bad things to her."

Ryan finally reached the stage where Cal adorned him with a pink sash that read "Miss Winter Formal 2017" and then placed an elegant tiara on his head as Ryan stood next to Jimmy stunned. He, the best basketball player in North Town High, was just named formal queen of the South Town High winter dance. What had his life become?

"Ladies and gentlemen your winter formal king and queen Mr. Jimmy Montford and Ms. Rachel Jones!"

Everyone cheered. Ryan looked out at the kids, who a few weeks ago were booing, mocking and jeering at him now cheering for him, or cheering for her as they thought of it. He knew half of them were cheering in a mocking way, happy to see him humiliated and dubbed a female but half of them were genuinely cheering thinking he was some pretty girl who the most popular boy in school had brought as a date. He saw Jessica, Lisa, Erica and Shelby loudly cheering loudly.

All of a sudden Jimmy looked down at Ryan and feeling impulsive, scooped him up and held him in his arms for the second time tonight. Ryan grabbed his tiara before it fell. Jimmy leaned down to Ryan and kissed him, passionately in front of everyone. Ryan knew his dress was all over the place and that everyone in South Town High was getting a free peak at his panties but he didn't care.

The crowd cheered wildly. Startled by Jimmy's sudden display of affection Cal Flinters thought of a line that would earn him high fives and pats on the back for the next month. He raised to mic back to his mouth.

"Ladies and gentlemen once again Mr. Jimmy Montford and Mrs. Rachel Montford!" he announced to cheers and laughter as Jimmy swooped in for a second kiss.

Let me know in the comments if you want another chapter. I feel good about ending it here and moving on to a new story but if you like I have an idea for one more chapter! I also have ideas for a potential sequel or even prequel about Ryan that I might write later.

Let me know what you think! One more chapter or leave it here?