Where it happened: His house
Langauge: English
Sex: Female
Rating: 8
Category: Straight
So this boy, who my friends and i literally refer to as “cute boy”, and i were finally kind of seeing each other after trying to get together for almost 2 years. We’d get together every few days and just hangout, talk, make-out, and fool around. So, one day we decide to meet up while i was in between classes. I go over to his house and we venture onto his bed and start messing around, slowly undressing, and then when we were both completely naked and worked up he asked if he should get a condom. I said yes. By this time we had done pretty much everything there is besides the real deal, but we had come close and talked about it. He knew i was a virgin and i knew that he definitely was not, but i trusted him. The sexual tension between us had been building up for 2 years, and i knew he’d be the one i’d loose it to even if we weren’t REALLY dating or anything. Anyways. I told him to go slow and be gentle and he did. He put his (huge) dick in and it really hurt. I have kind of a low pain tolerance, so it was the most intense pain i’d ever felt before. After a few unsuccessful tries of him entering me and me pushing him off, he said we should take a break. I went to the bathroom and calmed down and came back. We laid there for a few minutes and then he said let’s try again. So i laid down and we began kissing gently and he entered me gently again. It really hurt so my initial reaction was to try to push him of but he wouldn’t let me and told me it would be ok and kissed me. I held onto him tighter as he thrusted and thrusted until he broke the hymen. He didn’t finish because he knew i was in pain. Instead he pulled out and we laid together for a little while.
Despite the pain, and the fact that Cute Boy and i didn’t end so well, i don’t regret it and feel had a pretty good experience even if it didn’t feel good and wasn’t some fairytale.