While swimming, I convinced a man to cum in my ass.

Right after graduating high school, I was hanging out with this guy who I graduated with. We were both 18, enjoying our summer together as neither of us had to work that day. His parents had a pool, so I spent the day at his place, swimming, flirting, and trying to tease him with my body. I had liked this guy for a while at that point and was trying to see if he'd make a move.

I would watch him stare at my body, barely hidden from the yellow bikini that hid very little. My breasts, while not massive, bulged against my top and any movement of mine caused them to bounce around. My bottoms were fairly cheeky, causing my ass to almost pop. I was by no means pencil thin skinny, but I also wasn't fat or obese. I would say I was pretty average. I had a bit of fat that helped my chest look fuller and made my ass and hips a little curvy, but still looked a healthy weight. He was pretty attractive too, I'd catch myself just staring at his chest as we swam around. At some point, I noticed a pattern with him. He would never stand up fully or spent much time in the shallow end.

I wasn't an idiot, I knew what would have been on display if he had; but I wanted to see. I wanted to get him to show what he was desperate to hide. I spent much more time in the shallow end, asking if he'd come see. After many minutes getting him to come closer, I finally got him to get onto one of the steps. He sat in a weird position, hoping it'd hide the fact that his swim shorts were doing little to hide what had grown under them. I stared at his crotch for a while, which had made him nervous. He tried to hide the tent in his pants with his hand while trying to make it not so obvious. I tried seeing if I could make him relax some if I gave him more distance. I got up, out of the pool, and sat in a chair nearby. I watched has his hands moved from his lap and his eyes were fixed on my body.

This man, with his staring and his body, was making me insane. If I had not been in a pool, my bikini was going to betray me and my facade. I only ever appeared as if I was teasing him just to tease him. At this point, I had never told him I liked him. I had never spoke to him about anything sexual. I put the facade that we were just friends, and I could tell he was trying to not ruin things between us. That was sweet of him. I had one or two guy friends in the past who I just felt we were friend but then they pushed things. I appreciated his attempt at remaining good friends. Unfortunately for him, my heart, and more importantly, my pussy, wanted more than just being friends.

"See any attractive girls recently?" I asked, breaking the quiet tension that formed since I got out of the pool.

"A couple," he briefly replied.

"Who?" I wanted him to say more, so I pushed the question. He wouldn't answer, only giving vague answers and never giving a name. At this point I didn't even need him to say my name, I just wanted him to say a name. I got up out of the chair, and laid on the hot concrete. My forearms burned as they braced me up, along with my legs and stomach. From his point of view, my cleavage was prominent, being pushed up against itself from my arms. His non-direct answers were starting to annoy me, so I decided to ask out right what I had hoped he would willingly surrender. "What about me?"

He seemed surprised by the question. When I reiterated what I had asked, I could see his face turn bright red. "Ye... yeah, I think you're pretty attractive."

His nervousness was cute in a way. Silence fell between us again before I asked if he wanted to join me out of the pool. He was hesitant at first, still not wanting to show me what I had been working towards seeing. I got up, purposely bringing my weight to my hands to give him a different view of my chest. While I really got up because the concrete hurt and was hot, I figured why not try to tease him more. I turned around and pretended to pull my bikini bottoms out of my ass, when in reality I just moved either side of the back to show him more of my ass for a moment. I didn't need to see him looking, but I knew he was. I sat back on the chair by the pool, adjusting my bikini bottoms again, this time the front, followed by the top. His eyes were glued to me. I closed mine, hoping it'd give him the confidence to get out.

Moments later, my theory was proven true. I heard the water rush down him as he stood and climbed the remaining steps of the pool. My eyes remained shut as he took a chair next to mine. When I glanced over, I could see what I had been looking for for so long. He had a tent right at his crotch, standing prominently against the rest of him. I smiled a little as I imagined what it may look like, what it may taste like, what it may feel like. He caught me looking and tried to cover up. I told him he didn't need to, that I enjoyed the sight. That seemed to have finally caused him to not be embarrassed because he moved his arms and let his member stand tall.

I decided this was a good time to try and see what he'd want. I got out of the chair again, this time kneeling down in front of him. I didn't touch him yet, but I yearning for the moment. In the time I had gotten out of the pool, much of me had dried off, except for the wet spot that remained in my bikini. All I could think about was this man and his cock, and how much I desperately needed it.

"Would you ever have sex with me if I asked?" There was no point in hiding my intentions anymore. My bikini was drowning from my wetness as my nipples pierced through the thin material that faintly hid them.

He seemed surprised, wondering if this was some kind of joke. That I was going to stand up and laugh if he said yes. Quite the opposite, really. I was going to show him what I was capable of if he said yes. I got closer, face merely a foot from his crotch. I could smell the chlorine from him but it didn't deter me.

"If you say yes, I may even let you stick it in my butt. Would you like that?" I got even closer to him, chest hovering over his crotch as I got closer to his face. I had been infatuated with the idea of anal sex for years at this point, however never been with a guy who would try it. Truth be told, I wasn't fully sure if he would, but I thought I'd give him that idea in case he was.

I was now face to face with him. My hands braced on the arms of the chair, our crotches close to one another. His face was red as he calculated a response. "Would you want that?"

I was silently begging that he'd make a move. I waited what felt like an eternity. Finally, he leaned forward and our lips collided. There was nothing that could break us in that moment. I adjusted myself to be sitting in his lap. My legs were woven through the openings under the arms as I felt his erection poke against me through his swim shorts. His hands stayed at my waist for a long time. I reached for one hand and moved it to my chest. It wandered around, moving the thin material to the side to expose what was behind. He broke the kiss to move to my exposed breast. I let out a slight moan as his mouth found its new target. His other hand moved to my other breast and I began grinding against him.

As the air was filled with my moans, I reached down to feel my treasure. At first it was over his shorts, but I propped myself up enough to get them down enough to expose his cock to the world. It was not massive, but over average size. Maybe 6, 6.5 inches just under the tip seemed to be girthier than the base, but it still felt amazing in my hand.

The thought occurred if it would even fit in my ass. I had not brought any lube, and I doubted he had any too. I didn't dwell on the topic too much, as I got down and brought my mouth to it's new treat. The hint taste of chlorine didn't stop me, eventually vanishing to leave the true taste of his cock. I sucked until I felt him begin to swell. I stopped, got up, and asked if he wanted to bring this inside. I had never seen him move so fast as he pulled his shorts up and followed me to the living room. I dropped my bikini bottoms and pushed him to the couch. His fingers naturally found their way to the waterfall between my legs. Each touch felt immaculate. I moaned more as my fingers wrapped around him, bringing the tip of his cock against my opening. I slowly lowered myself, feeling myself open around him to accommodate his size. We ground against one another for a while, ecstasy filling the air. His hands moved from my chest to my waist, and pulled me off to get me on my hands and knees on the couch. He readjusted to get behind me before I felt the shock of him going back inside of me. Reaching over, he untied my bikini top, letting it drop and my breasts to swing even more freely than they were. Both hands wandered from my waist to my butt, I felt as he pulled each cheek apart to reveal my asshole.

I wasn't sure what he was going to do. I knew what I had asked, but I had no idea to know if he would go for it. My questioning was quickly answered as I felt something break the seal. I let out a loud moan as he slowly tried to slide a thumb into my ass. My hips began moving more erratically against him. The feeling of his finger in my butt, even if it wasn't much, felt heavenly. He slowly pushed more of his thumb into my ass, making me be louder. His thrusting slowed and I knew what he was trying to do, or rather, what he was trying to not do. between slowed thrusts, I looked back at him and asked if he would stick his cock in my ass. I knew it wouldn't have been much, but I just had to know. He opened the Pandora's box that I had been so desperate to open, and there was no way it was closing right now.

I felt empty as he slid out of my pussy. That feeling was quickly replaced whenever I felt his tip try to push into my ass. I jerked my hand back to grab his arm, telling him to go slower. He had some of the most audible moans as he slowly slid the tip in. As much as I would have loved to have his entirety inside of me, I was not prepared for anything more than what I already had. I began moving my body back and forward, feeling as my ass gripped tightly to him. His own movements became more erratic as we grew close to orgasms. His thrusting became deeper and my movements became longer, feeling his cock slowly inch farther into my ass with each thrust. We were both as loud as could be as his cock felt as if it was growing. Within an instant, his movement stopped as I felt his twitch and pulse inside of me. His orgasm caused me to have one of my own and we fell into a sweaty, tired pile of flesh. We laid there for what felt like forever before I asked to go clean up some. As I stood up, the feeling of his cum trying to escape felt a little funny, but I didn't care. I finally had a man not only stick his cock in my ass, but he had filled it with his cum. It was all I had wanted at the time.