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Jen

Age when it happend: 15
Where it happened: In a motel
Langauge: English
Sex: Female
Rating: 8
Category: Straight

We had been dating for about a month. Ken, was my best friends older brother. He was two years older than me and a junior. Our relationship was not based on our feelings but more on sex. On our first date ended after I gave him a blow job in my drive way. The next time I saw him was at his house the next night. We watched about ten minutes of a movie before he put his hands on me. His hand went up my shirt and caressed my breasts. Within a few minutes my shirt was off and he couldn’t stop feeling my breasts. He fondled and cupped them. He played my nipples, pinching and squeezing them. He kissed the nipple with his mouth. He made them hard and me very excited. We kissed and felt each other, slowly his hands slid down my to my waist. He unzipped my jeans and pulled them and my panties to my knees. I felt a rush of cold air on me as he put his hand on my inner thigh. He teased me only for a minute then he put two fingers inside me. His fingers played with my inner and outer lips. They explored my insides and found my clit. He finger fucked me to the point where I was almost out of control. My heart was pounding, my breathing quick and heavy, I thought I was about to orgasm for the first time but he stopped. He wanted me to get on my give him a blow job again. He told me he loved me as he kissed me goodnight. I felt that I was in love with him. It was more of an infatuation with him but I was young and believed everything men told me. As I walked home from his house I decided he was the one I wanted to take my virginity. He told me he loved me and that he wanted to be with me forever. He was all that I had ever dreamed my first lover would be. He was very good looking. A very cute face and athletic body. He was on the varsity football team and had to work out everyday.
The next weekend we went to the movies. Except for a few touches and a kiss the movie was uneventful. We weren’t ready to end the night so we drove around. When we passed a motel I decided that I was ready. I told him to stop at it. Without hesitation he stopped the car and got us a room. I felt the excitement building as I waited in the car as he got the room. I was let down when I saw the room. It was small, cheap and not where I envisioned I was going to do it for the first time. He wasn’t going to not let me do it though. He jumped on the bed and waited for me to join him.
We spent only fifteen minutes kissing and feeling each others bodies before he started undressing me. With my help he stripped me of my clothes and than he quickly added his clothes to the pile of mine on the floor. Out of my purse I took out a condom before I laid on my back and spread my legs. This was all that I really knew about what I had to do for the sex. The rest I thought was his responsibility.
He put the condom on then smiled at me as he got in position on top of me. He spread my legs a little wider so he could easier access. I thought he was just delaying it. I couldn’t wait anymore for something I had been anticipating since I hit puberty.
With his hand he guided himself to my pussy lips. I felt them being separated by the head of his dick. So far so good. It felt good but I knew there was more to come. He pushed deeper inside me until he reached my hymen. There wasn’t any stopping after that. He pushed himself further in to me. It felt like my insides were being ripped apart. I had never felt pain like that before. I asked him to stop but he continued. “It won’t hurt that much more.” As he penetrated deeper inside me it hurt even more. I had so many second thoughts. I wish I had never done this. It hurt so bad. I felt like a spike was being driven in to me. I wanted it to stop but he pushed himself as far as he could inside of me.
I cried as he pulled back then thrusted back in to me. The pain only lessened a little bit as he continued to thrust in and out of me. He fucked me for less than five minutes and I didn’t enjoy any of it. He paused his movements for a second then I could feel him orgasm. He pulled out than threw the condom in the garbage next to the bed. He laid in bed with me for a few minutes before he wanted to leave. We got dressed and drove home without saying a word.
I didn’t have any idea that it was going to hurt so much. I didn’t enjoy any of it, I couldn’t even think about orgasming. Thankfully it got better the next few times I did it with other lovers or I might have stopped having sex altogether. I would have been missing a lot.

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