So I had been dating this boy for about 5 months, he’s my age and we both go to the same school. We live about 5 minutes away from each other but it’s about a 30 minute walk so without anyone to drive us it’s pretty hard to hang out. One day I was over at his house, his mom had come and picked me up, and we were hanging out in his room just listening to music and talking and stuff. Pretty soon we were on his bed making out and his hand started going up my shirt and feeling my boobs. I told him we should wait until his mom left to take his little brother to baseball practice so we just made out for a little while until his mom left. He looked me in the eyes and asked me if I was sure that I wanted to do this, even though I already told him before that I did. He didn’t have a condom so he had to call his older sister who was at work to buy some and bring them.
It was really awkward but her and I are actually pretty close so I’m glad that it wasn’t his mom or someone else who knew that we were doing it. So she brought him a pack of condoms and she told us to be smart and safe and then she left. Soon we were making out again and he pulled my shirt over my head but I wanted to leave my bra on cause I felt sexier like that. He took his shirt off and his pants off and I took off my shorts so we were both just in our underwear, he slid mine down as we were kissing and then took his own off, he wasn’t really that big but I guess for 14 he was pretty decent. It hurt so bad at first when he put it in but I guess that’s cause I wasn’t wet enough.
I was crying a little bit but he just kept asking me if it was okay and I told him yes each time. Finally he got it in and it was still uncomfortable but he had already popped my cherry and I had bled a little so it was a little bit better. He thrusted really slowly not only to make sure I was comfortable but also because he was a virgin too and didn’t really know what he was doing. It was so romantic even though it was painful, when we weren’t kissing he was looking into my eyes and he was being so gentle and sweet. After he came we laid there for a few seconds and then we both cleaned up and got dressed. We cuddled for a little while after that and made out some more but then his mom came back and I had to have my mom come and pick me up.
- Gender: Female
- Age of Virginity Loss: 14
- Current Age: 14
- How would you categorize your story?: Perfect