Baby Sitting was different that night - Sex Stories

Baby Sitting was different that night

... just the top part. Then I just rubbed it with my hand until he popped. I wasn't a prude like my mother but I did feel like sex should be much more respected so I had kept things as mellow as I could and had only let him cum with me present a handful of times. So I told him to go ahead and pleasure me with his mouth. It was always so odd, he just kept shoving his mouth and tongue all around and then who go full bore at my clitoris though it wasn't engorged so it had little effect. I tried not to masturbate a lot but had more than I should and I was just learning how to build myself up to have an orgasm. I knew I wasn't supposed to enjoy them from my mom and felt guilty every time I did, picturing God staring down at me scowling. After a less than enticing few minutes Izzy popped up and his thin penis was sticking straight out, he was ready to go. His eyes went from mine in the pale light to my pussy and it's new hairdo. I had told one of my girls what was happening tonight and she had convinced me to do some landscaping a few days earlier. I now had a thin landing strip of red brown hair, the same color as on my head. He grabbed his prick and placed a hand on my pelvis pressing me flat on my back on the bed, and lined up. "Izzy, wait, where is the condom?" "Come on baby, you can't get pregnant the first time, It will be okay." "NO! Put it on Izzy or we aren't doing this. I am not getting pregnant." I insisted. He relented and put the condom on, well the second one, the first ...

... he just made a mess of. Once it was on Izzy seemed to lose his mind. He lined up and started shoving. I hurt being poked with what felt like a little rod of steel. He finally lined up right, with my help I might add, and got in. He kept shoving even though I told him it really hurt. But Izzy was gone, he was just the vessel for his hard on and he just gripped me and humped until my hymen had been stretched and my vaginal wall gave in. It hurt really bad, I was so sore so fast and I hadn't be very wet yet and there was little lubrication on the cheap condom. Thankfully Izzy didn't last a half a song before seizing up and I watched his eyes roll bag in his head as he convulsed a few time and fell asleep right on top of me. That was it. He didn't even pull out, I had to wait for his hard on to go away before I felt any relief. I was sore for few days and was really glad we used the condom because he sure as hell wouldn't have been careful. I figured it would get better but have to be honest, I was not looking forward to the second time. But it was all Izzy talked about. And I mean all he ever talked about. Every time we were together he was asking when we could have sex again, if I would stay at his place. The ways and positions he wanted to try. The constant touching and rubbing of me became very domineering. I would still let him grope when we made out and I even got used to jacking him off, but no sucking and no sex. I just didn't want to have sex again and I knew the closer ...