(All character are 18+. This is a fictional story. There is sort of a forced sex scene in here so if you're not into that, here's your warning. There is also cheating involved too so if you're not looking for either of those things, please don't continue. Anyways I hope you enjoy reading it as much as I enjoyed writing it!)
This wasn't exactly planned. I mean I've always had a thing for my sister's boyfriend, but I never would even think about having sex with him. Well, that's not entirely true. I've imagined it a few times before. Okay more than a few, but I didn't think it'd actually happen. What can I say? He's stupid hot. He has this really pretty curly hair and like an absolutely chiseled face. His smile just awakens sometimes in me. The first time he gave me "that" smile, but heart dropped into my stomach. At the time I didn't think much of it, but considering what happened yesterday, he definitely meant to make me feel that way. My sister has been dating him for only a few months now, which makes me feel bad that I made him cheat on her. But in all fairness I've seen my sister bring him multiple guys while still dating him. So really I was doing him a favor anyways. Let's rewind a few days.
Last Thursday, my sister's boyfriend Johnny invited a bunch of people to his house to have a pool party. For some reason, that included me. We got along and everything, but I was just surprised he invited me. Considering I'm his girlfriend's brother I guess it makes sense, but it didn't to me. Maybe it's cuz I have a thing for him. I accepted the invite almost immediately. I had something planned with my friend, but I dropped it so I could go to the pool party. She understood after I told her what happened.
I decided to wear my 'too short for family gatherings' swimsuit. It's basically just yoga short shorts but as a swimsuit. I could've worn just a regular swimsuit, but whenever I saw him, I wanted to wear something a little extra. Plus, I've been told I have a nice ass. I don't really go to the gym, but I do some at home workouts sometimes. I liked having a big butt and thighs. Quick story time.
When I was in high school, I was on the swim team. This was the perfect excuse to have a reason to shave my body hair without any questions. That wasn't the only reason I did swimming, but it was a reason for staying. A few years ago I discovered femboys for the first time. At first I just found it very hot, but then I kinda decided to become one. It started off small with clothes that revealed more skin and shaving body hair, but it progressed really fast. Within a few months, a majority of my clothes were feminine. They weren't like dresses and super feminine clothes, but they were still cute. At least most of them were.
When I graduated high school I started posting pictures of myself. I seriously loved the attention I got from it. People were actually sending me money just to dress up. The money was nice, but honestly I just liked how many people thought I was hot. It didn't take long for me to start posting nudes and custom videos. The money I earned went into more clothes and a better photography setting. I basically transformed my room into a photo shoot. I had a tripod for my phone, whatever lighting color I wanted with strip lights, ring lights, tons of clothes, and some toys too. Around this time I started playing with makeup. Luckily my hair was long enough that I didn't even need a wig. I never really considered myself trans because I liked being a guy, but I also really loved being feminine. Maybe I'm gender fluid. But anyways this does have relevance with what happened.
Back to the main event. I wore the revealing blue swimsuit to my sister's boyfriend's house. Along with that I wore denim short shorts and a cropped white tank top. Of course I had to wear the matching converse high top shoes. I tried to stick with a pink, blue and white color scheme. When I showed up, there were probably at least 15 different cars parked around the house. It made a lot more sense to me why I was invited too. It seemed like everyone was invited. Given the hot summer day, it's no wonder there were so many people. Who wouldn't go swimming when it's like this? I decided to just ride my bike to his house. Funny that I made so much money from posting online, but I never bought a car. It was only a short ride anyways.
The gate was open to the backyard so I let myself in. Everyone around was either shirtless or in bikinis. Pool parties are a bisexual's best friend. Of course the people that were here were older than me, but only by a few years. A whole range of body types which was nice for me. I like a bit of chub on men, and the ripped ones too, and the twinks. Honestly, I'm just pretty gay in general. If it has a cock or boobs, I'm in. The girls were pretty much all wearing bikinis. Plenty of really hot women, but there wasn't as much variety with women sadly. A lot of them were of similar body type and size which is a little sad to me. I mean, they're all hot, but some variety is nice.
"Hey, Will!" I heard Johnny call out. He ripped me away from my people gazing.
"Oh, heya. Pretty nice party you got!" He walked over and wrapped his arm around me. Immediately, my face starts getting red.
"Thanks, bro. Glad you could make it. I hoped you would." Him holding me close like that was a little much for my brain to handle. His bicep squeezed my face and squished me closer to him. He was shirtless and holding a beer in his other hand. His hair was wet from swimming and made me a little wet being held like that. I couldn't even make out words after that. My heart was pounding and my face was very noticeably red.
"Oh uh, mhm, n-no problem." He was still holding me. His hand rubbed my shoulder.
"You good? Looking a little flushed." He chuckled.
"Oh mhm yeah," I awkwardly laughed. "Just kinda hot out and I took my bike here." I really wasn't that hot, I just needed an excuse.
"Oh shit my bad, well get in there then." He lets go of me and smacks my ass before walking away. I let off a yelp. Did he just? I covered my growing bulge. I quickly walked towards the pool and started getting undressed. I leaned down to take off my shoes and I saw Johnny staring at me. What If I just... I started slowly standing up and gave him a show. I slowly pulled down my shorts, swaying my hips back and forth showing off my ass. He took a swig of his beer and started making his way over to me. I quickly pulled off my shirt and threw all my clothes off to the side. I knew my boner was definitely completely visible now, so I started stepping in the pool covering my crotch. As I walked in, I put my hair up in a bun trying not to get it wet. By the time I was waist deep, Johnny started to run at me. I saw him going for a cannon ball, almost directly on top of me. The water splashed at me, soaking my entire body, including my hair. Damn.
He bobbed up from the water laughing. "Sorry about that bro. I saw my opportunity."
I splash water at him and give him a fake angry face. "I was gonna get wet anyways, might as well be from you." He smirked. Watching him as he flips his hair out of his eyes was something out of a movie. The way the sun beamed on him reflecting his beautiful body. He wasn't the most ripped guy ever, but what he did have was just right. He had a bit of a belly, but it was just enough for me. You could still tell he's muscular, but not like unhealthily like some gym bros. He did have some body hair, but mostly on his chest. It seemed like he took care of it too. He definitely trims it and shaves some areas. I break out of my eye fuck and decide to swim for the beach ball.
Johnny and I tossed the ball back and forth for a little while. "So, got any plans this weekend?" he asked.
"Um, no not really. Probably just do stuff at home."
"Cool, what do you think about hanging again tomorrow? Figured that tomorrow is gonna be hot again."
"I dunno, Cassy doesn't really like me and you hanging out."
"Well I don't plan on telling her." He scoffed, "She would tell you that, huh." He stopped tossing the ball and I could tell he was actually upset. She doesn't have to know, right?
"Maybe we can just keep it between us."
His face lit up, "Hell yeah that's what I want to hear!"
Little did I know at the time, this would be the lead up into me stealing her boyfriend. I probably should've just said no. There was definitely something between us. But I was just too excited to hang out with a crush.
