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Flashback!

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0 likes 46 views Category: Masturbation Stories Tags: Masturbation, swimming, bikini, topless, small tits, intimate, older, younger, abs, naked

One of my earlier sexual experiences.


A group of us friends were knocking around a soccer ball on a warm afternoon. Some kids started drifting away as the day wore on. I left the game to sit on a bench under a shade tree and catch my breath. Owen joined me on the bench and we watched the die-hards continue playing. He is a couple of years older than me. He asked if I would like to come for a swim in his pool later on. Of course, I agreed.

I went home, showered, washed, grabbed a bite to eat, and bided my time until he texted me to come over.

I wore a bikini and short light blue skirt down below. I scootered over and knocked on the door. He opened the door wearing swim trunks and ushered me out back. I got tingly and wet from seeing his abs and strong forearms. I dropped my skirt and flip-flops and we cannon-balled into the pool together. We splashed around, goofing and laughing it up for a while. The pool is waist deep to him, but comes up just lapping at the bottom of my titties.

At one point, Owen slithered up behind me and wrapped his arms around my tummy. I wiggled to get away but he held on too tight. So I raised my arms and slid down to get out of his grasp. I tried to swim away but he grabbed my ankle and wouldn't let go. I didn't notice that my top had gotten pushed up. When I stood up, he was gazing and smirking and that's when I noticed my top out of place, both tits out, nipples hard and proudly on display.

I quickly turned away and pulled down my top to cover up again. He said, "Just take it off". I thought "why not?" so I took it off and threw it at him. He dodged it and started to chase me around the pool, catching me once more.

He grabbed me from behind again, only this time his hands pressed tight over my titties. I pretended to resist, though not too vigorously, as it felt good. He backed up to the edge of the pool still clamped firmly on my titties, letting go for a moment to jump up and sit on the edge, then resumed fondling me from behind, myself standing in the pool between his knees facing away from him, my elbows on his thighs, his feet dangling in the water.

He started asking intimate questions, while all the time fondling my titties. He asked if I ever masturbate [yes], how I masturbate, what I think about while masturbating, when do I do it [whenever I get the urge], how often is that [a lot], do I do it naked [usually yes, sometimes no], have I ever done it with someone else [yes], where do I do it [in bed, in the shower, in school sometimes, at parties, with partners such as him (I emphasized)], do I watch porn [yes], what kind of porn [sensuous couples and gangbangs], what are my favorite fantasies [being gangbanged, being watched, watching others], was I getting turned on talking about this stuff [yes]. Each time I answered a question, he softly rubbed his palms in circles over my nipples, then clamped down over my titties while asking his next question. I kept thinking "what a fun way to be interviewed, especially about my favorite subject".

He told me to masturbate then and there. Needing no further urging, I reached inside my bottoms and started rubbing. He stopped talking, just fondled my titties. I let my head fall back against his abs and zoned out. The sensations, his hands, my sensitive nipples, my fingers, my clit, I orgasmed as hard as I did my first time. (I posted about that first time, see "How I learned to masturbate".)

Once my orgasm subsided, I could feel his boner against the back of my head, so I pressed my head against it, and rolled my head side to side. When I turned around, I saw the tip of his penis peeking out above the waistband of his speedo. I told him it was his turn to masturbate. I made a motion to give him a blow job, but he said 'not yet'.

Instead, he helped me out of the pool, toweled both of us off, took my hand and led me topless upstairs into his bathroom where we rinsed off in the shower together, and dried each other off, which was stimulating to say the least. He led me naked to his bedroom. His boner stayed hard the whole time, from the swimming pool, through the shower, and into the bedroom.

He laid down on the bed, with his boner pointing toward his head, pulling me down with him. We kissed, and fondled and masturbated each other until he rolled on top and entered easily. After a couple of minutes, he pulled out to finish on my tummy.

I often replay that incident in my mind while masturbating.

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