Where it happened: His house
Langauge: English
Sex: Female
Rating: 5
Category: Straight
So I was 15, like the day after my 15th birthday and my boyfriend at the time was 19, we had been going out for like 4 months. We have known eachother for most of our lives, he was like a big brother to me. So the night after I turned 15 I went to spend the night at his house, it was nothin’ new I always had spend the night for as long as I had remembered, but I never spent the night in his room even when we first started goin out. Normally I spent the night in his female cousins room which was right next store to his room. So that night his cousin dared us to sleep in the same room and same bed together, without anything happening between us. We agreed, it was an easy bet for us to make because we were both virgins at the time. So I jumped in his bed and decided just to go straight to bed to prevent anything from happening between us, he agreed. Half-way through the night he wakes me up saying that he couldn’t sleep and that a kiss good night would help him. So I lifted my head up and kissed him on the cheek, he followed by kissing me on the lips. It felt so good that I kissed back, we were kissing for about a half an hour. After the kiss he started removing my PJ’s his lips felt so good I didn’t realize what he was doin, until all my clothes were off. When i noticed that I took off his boxers(what he was sleeping in), so we were both in the bed naked. Then he slid himself on top of me and whispered in my ear if it was ok, I was so in the moment I said yes without thinking about it. So slowly he spread my legs with his hands and gentelly pushed himslef inside of me… It was one of the most painful experiences of my life… So we lost the bet but we were together for three years after that.
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