Where it happened: My bedroom
Langauge: English
Sex: Female
Rating: 5
Category: Straight
I had been with my 18 – year old boyfriend for about three months and we had done pretty much everything except have sex. We had never had the chance, there was always too much risk of getting caught at my place, with my parents and siblings always home.
Well there was one day that nobody would be home for the whole day, so he came to my place. We fooled around a lot before his penis entered me for the first time. And oh my god did it hurt! Each time, getting deeper and deeper made me cry out in pain. I could handle it though, and put up with it as I knew it was great for him. He didn’t like the thought it was hurting me and pulled out before he came (after about 25 minutes). During that first time we tried it in about four positions. It was dissappointing it hurt so much, but I liked knowing we trusted each other and loved each other enough to have sex.
Afterwards we had showers and tried to get rid of the smell in the bedroom and took things slow thereafter. After a few hours I told him I wanted it again, in the hope it wouldn’t hurt as much as the first time if it all. We knew we had about another half an hour alone so we retreaded to my room where he slid my panties off and stuck his dick in me again. It didn’t hurt as much but still wasn’t overly enjoyable. It got deeper and deeper, in and out, in and out. We tried the same positions and ended it with doggy/ leapfrog. I could hear his moans getting louder, and his thrusting getting faster. I was relieved to hear that he was going to cum soon because I was only just bearing the pain. He came inside me and it was over. He worried a lot about hurting me.
So that was it, cunnilingus, felatio, mutual masturbation, loads of foreplay and sex twice in the same day for the first time. An eventful day it was. Now we are just hoping it doesn’t hurt for next time – I can’t wait.