Training Me

When I was 10 I met the guy who would take my virginity - at everything. He was best friends with my brother, so we would stay up as late as possible until we could be alone. I started out quite innocent, never been kissed sort of thing. I didn't even wear a bra yet, but we would be kissing on the couch at 2 am or he would be feeling me up in a separate room when everyone was socializing. I always got super nervous during these times, but he was hot and older and I felt special.

He taught me how to suck cock, even saying that a large-sized candy cane I received for Christmas when I was 12 would be good practice for sucking him off. I let him do anything he wanted to me and we kept things very secret between us and at school.

I was 14 when I finally had sex with him. We planned it, and it hurt too much. So one night, just cuddling on the couch, he told me to get a condom out of my room. I said no, we aren't going to have sex anytime soon. Not even 10 minutes later, I was on top of him and riding his cock. As I came on him the first time, he slid out of me and rubbed against my clit and it was amazing. It didn't take long for him to cum too, but he made sure to pull out. We had sex for years after that, even if one of us was dating someone else. This went on until I was 19, when I finally got with someone else more long term and moved away. Never got pregnant or anything else bad happening, despite such typically risky behavior between us.

I haven't seen him in years, but I know if we were in the same room today, all bets are off and we would immediately have sex as soon as we could be alone. I think of him now and then and it gets me off so hard. I would say his name here, but let me not be too obvious and inflate his ego, were he ever to read this....