Where it happened: his house
Langauge: English
Sex: Female
Rating: 7
Category: Straight
My first time was with a guy I care about deeply. We tried dating some time ago but it didn’t last long. After that, we remained extremely close and continued fooling around. We did basically everything besides have sex. It wasn’t for lack of effort, but everytime we tried it hurt me too badly to coninue.
One night, I decided I didn’t care how badly it hurt, I wanted to feel him inside of me. We had taken a shower together, and he gave me several orgasms during the shower. From there, we moved to his bed and proceeded to do our usual routine, a mixture of him sucking on my nipples, me giving him a blow job, and him eating me out. My legs were hanging over the edge of the bed, he was kneeling in front of me, licking me, and it felt amazing. After two or three orgasms, I said “All I’m thinking about right now is how badly I want you inside of me” With that, he stood up, and tried to put his dick inside of me. As every other time before, it hurt and after a few tries he stopped. Then I told him to lay down, because I really wanted it. I used some lube, got on top of him, and slowly slid his dick into me. It hurt, so I just sat there for a moment and I leaned over and he started kissing me, and thrusting slowly. After a minute it stopped hurting and started to feel really great.
I was a little uncomfortable being on top, so he got on top of me, and I had two orgasms that way. We tried side by side, and I had another orgasm like that, and another one with him fucking me doggy style. After that, I had to make him stop because I couldn’t take it anymore. I sucked his dick a little and he finished himself off. The whole experience was very positive and I don’t regret it at all. We’ve had sex several times since then, and each time has been great, and filled with many orgasms.
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