You see that picture up there? That’s me, second from left. I know, I look super uncomfortable, and unhappy. That’s Hailey on the left, then me, then Caitlyn, then Amy. But really, that was a great day. I’ll get to that, don’t worry. Just let me explain…
Ever since day 1 of high school, I had the closest group of friends. I don’t really know how, and I guess I should consider myself lucky, but I guess it just seemed like what happened. I didn’t consider it odd that I was a single guy hanging out with 3 girls.
Sure I heard the rumors about my sexuality. I didn’t care about them, I was as straight as a nail, no matter what they said. Few people understood how great it was having a group of 3 girls as best friends. They were pretty popular: I mean, their social media was always blowing up, all the other girls either loved them or hated them.
Me: I was just kind of jealous. I was almost their pet, in a way. Everyone talked about Hailey most, and Caitlyn and Amy a lot too. I almost went unmentioned. It made sense: they were super hot, I was just that random, red-haired guy that hung out with them.
But that doesn’t mean I didn’t like hanging out with them. They were so much fun to hang out with, like, all the time. We had sleepovers like every weekend during the school year and almost every night during the summer. I loved it, to say the very least.
I met Hailey, Caitlyn and Amy the first day of our freshman year. We were all in first period English 9 Honors. The tables were arranged in groups of four, and, before the bell had even rung on the first period of the first day, we had all introduced ourselves, set up a place to meet at lunch, and started getting to know each other.
I even had second period with Amy, third with Caitlyn and Amy, and fourth and fifth with all three of them. It was meant to be.
We hung out the first Friday of that school year. We all headed over to Hailey’s house, spent hours in the pool and hot tub, and had a really good time. I experienced my first (of thousands to follow) game of truth or dare, and we got to know each other.
Weeks passed before I even knew it, and I was doing better both socially and academically than I ever had been before.
Then football season started, where all three of my friends made JV cheer team and I made the JV football team. Their cheer squad was much better than our team was, as most of our good players (including myself for a couple games) got pulled up to varsity due to injuries, so we didn’t do great overall, finishing 5-5 over the season.
No matter the game, Hailey, Caitlyn, and Amy were always there to support me. It was awesome.
Thinking back on it, they were a really good influence on me. Before high school, school had been a thing where I went to school just so my parents wouldn’t get mad, got good enough grades that my parents didn’t mind, and generally got a 6 hour break from home. But with these new friends, it made it something to look forward to.
Freshman year passed like a breeze. All too quickly, it was summer, and I was all too ready. That summer was probably the best 3 months of my life. It transformed me, literally. Football practice was every morning, and we spent an hour before and after each session on the field in the gym. I lost the remaining fat I had never really shaken off, and began to put on muscle.
Then, every night, me and the girls would hang at Hailey’s or Caitlyn’s house. Spending time in the hot tub was always awesome…
“Aaron, are you even listening to me?” came Hailey’s voice, dragging me from my thoughts.
“Sorry, no, totally zoned out there,” I said, smiling sheepishly. “You were saying?”
“Never mind, it wasn’t that big of deal,” she said from the other side of the hot tub. “So, let’s start things off, Caitlyn, truth or dare?”
“Dare,” she responded without hesitation.
“Hmm,” Hailey thought, twirling her black hair in her hand. “I’m feeling kinda mean tonight. Kiss Aaron on the lips.”
Caitlyn, without hesitation, leaned over from next to me in the hot tub, pecked me on the lips, and was back in her seat before I had even knew what happened.
“You call that mean? We can get mean if you want,” Cait said, smiling. “Amy, truth or dare?”
“Truth.”
“Does dick size matter in a guy?”
“Yeah, duh.” She let out a small giggle. “The bigger the better I guess. Alright, Hailey, truth or dare?”
“Dare.”
“Jump in the pool, then have Aaron braid your hair, and no matter how bad he does it, you have to keep it the whole night.”
Hailey smiled. “Alright, so that’s how it’s going to be.” With that, she stood up from the hot tub and dove headfirst into the pool.
She got back into the tub, smiling as she did and smoothing back her hair. “Alright, Aaron, truth or dare?”
“Dare.”
“Choose one of us to put makeup on that you have to keep on for the whole night.”
“Oh, really? Oh god, okay, I mean, you, Hailey. But you better do a good job. And no pictures. Deal?”
They all nodded in agreement.
When we did finally all get out of the hot tub, we sat on the couch, in our towels. I braided Hailey’s hair, and thanks to all the practice I had on my older sister, I did a decent job on it.
Then, it was Hailey’s turn, and she brought me into the bathroom in a fit of giggles. “Alright, Aaron, I’m going to need you to stand perfectly still, can you do that for me?”
“Sure, I guess,” I said, staring into the massive piles of colors and brushes laid out in front of me.
Hailey went to town on my face, covering it in a light shade of what I think she called foundation. She brushed on and on for 30 minutes, accenting my cheeks and my nose and my eyelashes, and even put on mascara and lipstick. She covered my fingernails in a bright red color “to match with your hair”
After around 40 minutes, she pronounced, “Voila, finished.”
“Haha, Aaron, you like kinda good as a girl,” Amy said, giggling as she inspected Hailey’s work.
The craziest thing for me, though, was how open we were with each other. We gossiped and talked about other classmates, but we also talked a lot about ourselves. The conversations were sometimes quite honest:
“Holy shit Hailey, your boobs are getting so big,” Amy said, massaging them as she did.
“Thanks, babe, you too!” Hailey would respond, even though it wasn’t as truthful.
That summer was so innocent. I had such a blast with those girls day in and day out.
Sophomore year started out strong. I made varsity for football, 2nd string cornerback, so I got to play a lot. It was so much fun. Our team was pretty strong, and I played well myself. By far the best part was that I had Hailey, Cait, and Amy on the cheer squad cheering for me. It made each game that much more enjoyable.
The school year was filled with friendship, laughs, and good times, and all too soon it was over. Summer had arrived once again, and I was back with the girls every night, but this time, I could feel it was going to be different.
We all had our driving licenses, so we were able to drive to each other’s houses and elsewhere with no problem. It made our days much more interesting as we spent more time bowling, hanging out at the beach, and eating out.
Of course, there was still tons of time in the hot tub with truth or dare.
“Alright, Aaron, truth or dare?” Cait asked me.
“Truth.”
“Which one of us has the nicest boobs?”
“Oh come on, you know I can’t answer that.”
“Come on, Aaron, I want to know,” begged Amy.
“I’d have to say Hailey, she has the nicest boobs,” I conceded.
A collective “Oooh,” came from the group.
“Alright, moving on, Hailey, I have a question for you. Truth or dare?” I asked.
“Truth.”
“Would you give a blowjob to a guy for $100?”
“Depends on how hot he is,” was her quick response. Amy and Cait nodded knowingly.
Later, after we had dried off, we slipped inside. We all changed into our pajamas, and sat on the couches. “Okay, guys, I have an idea,” I said, pulling out the uno cards.
“Uno? That’s your brilliant idea?” Cait asked.
“Just trust me, this will be fun. So you think you know the rules of Uno, but there’s one last rule they don’t tell you. If you have the most amount of cards at the end of the round, you take off a piece of clothing.”
They all smiled. “Aaron, I love your brilliant idea,” Cait said.
The first round started. I had no idea Amy was so good at Uno, or maybe she was just lucky, but I was stuck with 10 cards when the game ended, while Cait and Hailey both had less than 5.
“Aaron, your turn to pay up,” Amy said, smiling and whispering something to Cait.
“I’ll pay up as soon as you told me what you told Cait,” I said, smiling back.
“Ugh, fine, I told her I don’t think it’s a bad thing you’re taking off your shirt,” she said shyly.
We all laughed, even Amy a little bit.
I took off my shirt, and the round continued. My luck improved and I won handily. I won the next two games and suddenly we were all laying on the couches with our shirts off. I had seen them with their bikinis on countless times, and despite them showing the same amount of cleavage (that was so tempting to just stare at) it felt different.
Then I lost the next round, and I was sitting in my underwear, being silently mocked by the girls.
“Ah shut up guys,” I said.
Despite me being self-conscious (the game seemed to last forever) eventually I won, and Hailey’s pajama pants came off too. Then Amy’s. Then Cait’s. Then off came Hailey’s bra, and I looked away.
“Aww, Aaron, we love you, you can look if you want,” Hailey said.
I peeked. It was the first time I had ever seen real boobs, in the nude in, real life. They were beautiful, huge, and round. I looked away almost immediately, but continued to check in through the rest off the round, where Cait’s bra came off. Then Amy’s. And we were all topless.
“Wow, look at that, and, Aaron, try to contain yourself” said Hailey, and we all laughed
One night, when Caitlyn’s parents weren’t home, we snuck into the liquor cabinet and had our first shots. God, they were awful, but we did it anyway.
I could feel the girls distancing themselves from me a little more each day. They had to deal with a bunch of girl problems that rarely involved me, and it slightly distanced me from them. Not a whole lot, but enough to make me jealous of what they had.
“So, guys, we’re all going to Layla’s end of summer fling, right?” Amy asked one night, late into the summer weeks.
“Yeah, totally, it’s going to be a lot of fun,” was Hailey’s immediate response. Cait nodded in agreement.
“Aaron, you’re coming,” was Amy’s response to silence.
“I don’t know, I’m not really into that kind of stuff,” I said, already thinking of the whole deal behind parties.
“Omg, really, why not?” Amy asked, almost genuinely shocked. “There’ll be tons of cool people there, I could probably even hook you up with someone.”
“I just don’t like the whole dressing up thing, I just prefer to be like, casual, you know? I feel like spending time with you guys is loads more fun than hanging out with other people and having to worry so much about what I look like, it’s just--oh god, Hailey you have that smile that when you’re up to something.”
“You know, Aaron,” Hailey said, wearing that mischievous smile. “How about we worry about that for you?”
The next few days were spent looking for the perfect outfit for me: the whole deal. They dragged me to countless stores, I tried on countless clothes, I got new shoes, got a haircut, shaved, until, finally, the girls were satisfied.
The drive over to the party was awesome. We drove in Cait’s car, blaring shockingly loud music and singing along. Little did I know I was headed towards one of the craziest nights of my life.
It was around 9 or so when we got there. There were tons of people there: even outside, in Layla’s expansive backyard, people could be seen everywhere. I saw some guys from the football team, others I knew from around school, and some I’d never seen before.
“Wow, there’s a lot of people here,” Amy mused. “This should be fun.”
We somehow got our hands on a ping-pong table and set up beer pong, talking and schmoozing and laughing a lot.
A couple guys had even come up and tried to flirt with Hailey and Cait, but they brushed them off as if they were nothing. It was impressive to watch.
Pretty loud music was blaring from some speakers beside the pool, playing some super cool EDM tracks I had never heard. We had no fear of there being any disruptions from neighbors because there weren’t any: Layla’s house was basically it’s own street.
There was a super fun atmosphere that was surprisingly attractive and addicting. I was having a bunch of fun from beer pong, me and Hailey against Cait and Amy. We were winning handily, so we drank out of our own cups too.
After Hailey sunk the final shot into their last cup, we high fived, chugging our last few cups in celebration.
“Hold the table, I’ll be right back with some more drinks,” Hailey said, marching off towards the house.
“Good game, guys,” I said, attempting a high five with Cait and Amy and missing both.
“Yeah, good game,” said Amy. “Wait, are we already drunk?”
“Yeah, I think so,” Cait said smiling.
“Who’s down for another game?” Hailey said, coming back with a bottle of liquor in her hand. “This one’s super fun, so follow the rules closely. It’s called Never Have I Ever.”
“Hailey, we all know how to play that,” Amy said, laughing a little too loudly.
“Alright then, let’s get started,” Hailey said, pouring the liquor into four different cups and passed them amongst the group.
I inspected mine, observing the cool, light shade of blue. “What type of drink is this?” I asked. I didn’t receive a response.
“Alright, I’ll start. Never have I ever been… been in a fight,” Hailey said.
I took a sip. It was surprisingly sweet for alcohol.
“Really, Aaron, tell me what happened!” Amy exclaimed, clearly flabbergasted.
“Kid tried to, uh, mess with my sister. I gave him a piece of my mind,” I said, thinking back to two years before. “He deserved it for what he did.”
“What did he do?” was Amy’s next question.
“He tried to rape my sister,” I said. That silenced them.
After a brief moment, Cait spoke up. “Alright, my turn. Never have I ever been arrested.”
Both me and Hailey took a sip. After the brief talk and prodding, we moved on to the next question. “Never have I ever gone skinny dipping,” Amy said.
I took another sip.
“Aaron!” Amy exclaimed.
“Junior high, in the school pool,” I said.
“With any girls?” Hailey asked
“Maybe…” was my only response. “Alright, my turn. Never have I ever...shoplifted.”
Caitlyn took a sip.
It went on like that for a while. Pretty soon, I was feeling really loopy and all over the place. I had a lot of questions I had to sip for. My cup ran out first, and Hailey pulled me some more of the sweet blue drink.
“Never have I ever…” Hailey started. “Been on TV.”
I took another sip, laughing. Soon enough, my cup was empty, and Hailey filled it up again. Was it just that I was drunk or did Hailey’s boobs look bigger. I was definitely drunk, that’s what it had to be. My brain was so fuzzy, it just started.
More and more questions were asked, more answers were had, and tons of laughs were shared. I saw Hailey and Cait shift their bras a couple times. It was a great sight to see, and all inhibitions were left one or two drinks ago.
And then, as I took another sip…
Never before, in my life, had I wanted to open my eyes less than I did right then. A searing headache felt like a jackhammer trying to push my brain apart. It was awful. Eventually, though, I did. I couldn’t see from behind my hair…
Even my fuzzy brain could function knew something was different. It came to me: I had just had that haircut just the other day. Why was my hair so low in my face. I tried to blow it aside, but it just came back.
“Aaron, are you awake yet?” came Hailey’s voice from behind the door. I sat up, immediately regretting it and putting my hand to my head and releasing a groan. “I’ll take that as a yes,” Hailey said, pushing open the door. “You feeling oka--?” She screamed.
That really woke me up. I tried to stand up from the couch I was on, and failed, catching myself again. “Is everything oka--” I squeaked, reaching for my throat. A squeaky voice had come out, and I felt my noticeably smaller throat with noticeably smaller hands.
“Who the hell are you?” Hailey asked, storming across the room. “Why are you here?”
“Hailey, it’s me, Aaron, I swear,” my voice coming out in a high pitched, feminine tone.
“Like hell, where is he?”
“Hailey, it’s actually me. What’s gotten into you? You still recovering from last night or what?”
“Aaron, is that really you? What the hell happened to you?”
“What do you mean?” I asked.
She dragged me from Cait’s family room and into the adjacent bathroom. What I saw, I couldn’t comprehend.
A girl was standing next to Hailey, not just any girl, a really hot one. I shifted my glasses and inspected my hands: what looked like miniature, feminine, hands that seemed manicured to perfection.
She had an impeccable face: Large, hazel eyes rimmed a small, cute nose. Long, luscious red hair fell behind her head in a mess. She wore a small smile with full, plump, luscious lips and perfectly straight teeth.
Peeking out a buttoned down shirt that looked shockingly like mine were two incredibly huge...boobs? Shock hit me as I instinctively reached down to feel them. They jiggled as she moved. I can admit, I was totally into them. They were perky and round, and surprisingly soft.
She was wearing pants that were far too large for her, and fell off to the ground. She wore boxers, which was weird, similar to the ones I wore. She turned around traced her magnificent ass. It was tight just as it was huge and round, full, which jiggled as I admired it. It, despite it’s size, it was surprisingly firm and bouncy.
She had mile-long, hairless legs that seemed to be perfectly toned, and were silky and smooth to the touch.
Then, as I reached for the mirror as if to touch her, and she reached back, realization hit me.
“Oh. My. Fucking. God.” Hailey whispered. “You’re so cute...”
“What the hell is going on?” I asked the mirror. It gave no response.
“Cait, Amy, get in here, right now?”
I heard them running down the stairs, and started freaking out. “No, no, Hailey, no don’t let them see me like this.”
She ignored me, and practically pushed Cait and Amy into the bathroom. Confusion passed both their faces. “Who is this?” Amy asked.
“Aaron,” was Hailey’s matter of fact answer.
“Huh?”
“So you know how that drink we had last night made our boobs bigger, right?”
That got my attention. None of them were wearing bras, that made sense.
“Yeah, so?” Cait asked.
“It turned Aaron into a girl,” Hailey said, as if it was the most natural thing in the world.
“OhmygodAaronisthatreallyyou??” Amy blurted, reaching over and hugging me fiercely. “Holy, you’re really cute,” she said grabbing my rear end. “Cute ass, for sure.”
“That’s what I said,” Hailey said, smiling. “Cait, what do you think?”
“Yeah, super cute face, full hair, big boobs. She’s pretty cute, I agree.”
“Guys, let’s try to--” it was no use. They were already freaking out.
“Like, what do we do?” “Is this permanent?” “We need to do something with your hair, it would look soooo good curled.”
But the one that stuck out for me the most was one announcement Hailey made. “We all need new bras, let’s take her shopping!”
My heart sunk. I was going bra shopping for myself.
On the car ride to Victoria’s secret (a store I had never been to and hoped I never would have to) one topic dominated the car ride.
“So, Aaron, do you want to stick with Aaron? It would be kinda weird, but we could do it for now?” Cait asked from the driver’s seat.
“I mean, I kinda like my name, but while I’m a girl, I think I’d like to go by something else.”
“Do you think this is temporary?” Amy asked.
“It’s gotta be, right? Until the drink is completely out of her system? Eh, we’ll see,” Hailey mused. “Ooh, what should we go with, then?”
“I like the whole Aaron Adams sound. Let’s stick with an A, shall we?” Amy said.
“I like that, then what should we go with. Anna?” Hailey asked.
“Nah, how about Alyssa?” asked Cait.
“Ooh, maybe Amelia?”
It went on like that for the whole car ride. Eventually, when we stopped in the parking lot, Hailey brightened up like a light bulb. “Abigal. Abbi for short.” Cait and Amy nodded in agreement.
“I can work with that,” I said, letting out a small, girlish giggle.
We walked in, and I was immediately confronted with smells of perfume, racks upon racks of clothes and lingerie of all kinds. They knew where they were going. I followed dumbly, just looking around.
“Is there anything I can help you ladies with?” came an employee’s voice.
“Bailey, OMG it’s so good to see you!” Caitlyn went up and gave the employee.
“Caitlyn, so good to see you too!” was Bailey’s enthusiastic response.
“We’re looking for some new bras, we’ve, uh, moved up a size or two recently and would like to get some new ones,” Cait said.
“You know what, we just got some new ones in the back, I’ll go and check them out for you, and be back. Sizes?”
Hailey, noticing my confusion, took a quick look at my boobs, still in my loose shirt from last night, and quickly said, “36 DDD for my Abbi over here, DDDD for me.”
“Thanks for the save,” I said as Bailey disappeared into the back.
“Anytime.”
Soon enough, Bailey was back with a couple bras for each of us. “Hey, these are some new ones we haven’t put into the system yet, so they’re on me. And there’s some good panties to match as well, I threw those in there as well.”
“OMG, Bailey, thank you sooo much,” was our reply.
We stepped back into the changing rooms, one for each of us, a couple a bras in hand. As soon as I closed the door, taking off my oversized shirt, I knew I was in trouble. The panties were easy enough to slide on, however the bra contraption utterly confused me. I worked at it for minutes, unable to figure out the clasp.
“Abbi, you doing okay in there?” Hailey asked.
“Uh, sure, yeah, just give me a minute,” I replied.
Before I even knew what happened, both Hailey and Amy opened my door and came in.
Instinctively, I rushed my hands to cover my chest. “It’s okay, Abbi, don’t be shy. We’re here to help,” said Amy, smiling and laughing a little. “Let’s get the push up bra on, now shall we?”
Amy reached around and expertly maneuvered the bra into place and clasping the back together.
“Alright, are we ready to head out now?”
“Sure,” I responded. “Let’s go home.”
Hailey laughed. “Aaron, I mean, Abbi, this is only the beginning. I couldn’t let you go home looking like this.”
“Oh God, I don’t like where this is going,” I muttered.
I threw the oversized shirt and jeans back on and we headed out, further into the mall.
“Where should we go first…” Hailey mused. “Cait, do you have you mom’s card?”
“Of course,” Cait said, smiling and holding up a shiny debit card.
Cait had this debit card her mother owned that she gave to Cait to go shopping. Since Cait’s family were loaded, and all her mother seemed to care about were looks, she passed that care on to her daughter, and enforced it. She gave her, I’m not kidding, $100 a week to spend on clothes.
“I haven’t used like, any this summer. We totally have to use it all,” Cait said.
She wasn’t kidding. We visited every goddamn store in the whole mall, which was no small task. Gap, Abercrombie and Fitch, Lucky Brand, JC Penny, Macy’s, Nordstrom’s, Banana Republic, American Eagle, you name it. Hailey, Cait, and Amy bombarded me with questions and outfits, rushing me in and out of changing rooms, and sped us through checkouts. I tried on skirts until I found the cutest one, scarves until I found the ones that matched perfectly, skinny jeans until we found the one that highlighted my ass the finest, shirts and tops until we found the ones that we liked the best, shoes of all kinds to match, even two bikinis that were just revealing enough.
After we had finished the shopping, Hailey had one last stop. She took us to her favorite salon, where I was greeted by friendly workers who gave me a complete makeover. Eyebrows were plucked, face covered in makeup, hair colored, styled, and fixed. Hailey asked for the full makeover: which, for some reason, included full makeup, hair styling, massaging, nails done to perfection, and contouring of the chest.
Despite my initial grudges, going shopping was so much fun. I was the center of attention as we cruised through store after store, picking up outfit after outfit. Soon all our hands were full with countless different bags, each holding something for me. It was amazing: I was totally blissed out.
When we had finally finished, and everyone was satisfied that I was prepared, we went back to Cait’s house. It was late, and we were all exhausted, so we went to sleep.
When I woke the next morning, I instinctively reached for my boobs. Still there, still plump and perky as ever. The effects of the drink still hadn’t worn off.
We ate breakfast together, a flurry of discussion about how I felt, how long this was going to last, how much fun yesterday was, etc. I felt a new level of connection with my friends I hadn’t experienced before.
That day, we went to the beach, wearing bikinis. and that’s where that picture was taken. We played volleyball, sunbathed, talked and gossiped. It was just like we were back to old times, just, with me with a completely different personality.
I could feel myself changing mentally. I was still here, the boy I always was. But little by little, I felt Aaron slipping away and Abbi stepping into place: I was a lot more chatty, I laughed a lot more, I gossiped more, and generally was a lot brighter and happier. Those two days were the most fun I had in ages, maybe my whole life, all thanks to this new me.
Despite the feeling that this all seemed temporary, day after day I woke up the same, and day after day, I loved that day more.
You know, I think I could get used to being a girl.