Genuine goofing around suddenly became so much more.
My brother is a jerk. Well, most of the time. He is two years older than me and teases me constantly. Partly, I guess, because I am still a bit of a tomboy. This happened last week, and I still do not know how I feel about it. All I know is, it felt real good.
We had been swimming and were lying by the pool. Mike was teasing me, as usual about my lack of boobs, (Still a double a cup) and in return, I started to tease him about the lack of bulge in his swimming shorts. I said something back like, 'Look at you! Theres nothing there. I bet you look more like a girl than a boy!' Mike spread his legs really wide and said in a kind of sneery voice 'Yeah sure. Ive got more of a pussy than you have.' I think he thought that seeing his balls through his shorts would shut me up. Instead, I walked over to him and said 'Shut the fuck up.' The next thing I knew we were kinda fooling around. We were both laughing our heads off and I had said in a low manly-type voice 'I'm gonna fuck your sweet pussy.' and I started to bang against him. Not hard, just like simulated fucking. I don't know how, but the moment seemed to change and a different look came over his face. He drew his knees up high and crossed his legs over my back and suddenly, I was really into it. I was banging against him hard and talking dirty to him. Just saying stuff like, 'I'm gonna fuck you, bitch.' Suddenly I saw a look of pain flit across his face and I felt warm on my lower tummy. I looked down and the head of his cock had poked out of his shorts and he had cummed. My tummy was wet with his sperm. He looked into my eyes and I could see there were tears there. He sat up with his legs still either side of me and hugged me. I took his hand and pushed it down the front of my bikini and Mike rubbed me off into a really hard orgasm.
After we talked about it and he told me his secret. He said he wishes he was a girl and gets really turned on by the thought of having his legs open and being fucked. It was kinda weird in a way I guess, but since then, I have 'fucked' him that way and it usually ends in either him watching me finish myself or him doing it. He goes to college soon, and I hope he finds someone nice.