Where it happened: My bed room
Langauge: English
Sex: Female
Rating: 5
Category: Straight
Karrie and Dan
My first time was over spring break of ’99. I met my boyfriend online in September of ’98 in a Yahoo chat room. He is from the New Jersey Shore. I am from Cincinnati Ohio. In April he (Dan) came to Ohio to see me. He arrived here March 31st and was here until April 10th. The second night was the night that I really started to feel comfortable with Dan and was able to realize that we could try go all the way. There was a couple times that me and Dan tried to have sex but I backed away because I was scared and I just didn’t feel like I was ready. That night Dan and I were laying on my bed kissing and he preceded to go up my shirt and started to suck on my breast making them extremely hard and I was horny as hell. While he was sucking on my breast he took down my jeans and panties and started fingering me. This lasted for about 5 min. After about 5 min. I was extremely wet and horny and I looked at him and told him that I wanted to have sex but I said there is only one problem we don’t have a condom. He told me that he had a condom is his bag and then I told him to go get it. As he walked out of the room I was so scared and I was thinking that in a couple min. I could be having sex for the first time. When he came back in he asked me if I was sure that I wanted this. I said that I was sure I was ready. So he preceded to put the condom on while under the covers. While he was putting the condom on I was above the covers and in a couple seconds I rolled over and put my head down on my pillow and started to cry. Dan stopped putting the condom on and put his arm around me and asked me why I was crying. I looked at him and told him I did not think I was ready yet. He rolled the condom up and said it was OK and that he understands. I was really mad at myself for stopping him like that. I wanted to have sex but in my mind it was not the right time. I just felt that It was too soon to have sex. Later on that night we tried again and ended up with the same results. It was not till the next afternoon that we tried again. And that time, again, I was just not ready yet. He was very comforting, and assured me that it was OK and that he wasn’t mad at me for stopping the way I did.
That night around 9:00 Dan and I started kissing and fooling around again. This time we were home alone. My mom had gone to work, and we had no worries of someone walking in and catching us in the act. I looked at him and said I think I am finally ready. He said OK and asked me if I was sure. By this time I knew that no matter what I was going to have sex because I felt so bad about turning him down the first 3 times. I was rubbing his hard penis, but doing it under the covers, and he was all over me, kissing me, sucking on my breasts and fingering. Trying to get me wet enough for him to get his penis in me. But then I thought I heard something, so I got up, and walked out of the room to find out what it was, but it was nothing. When I came back in he was standing next to the bed, putting the condom on. I was scared but interested. So I stood there and watched as he rolled the condom on. When he finally got the condom on, We laid down on the bed and he started to strip me once again. After doing that, he put his arm around me and kissed me a little bit, while telling me in between kisses, that everything is going to be OK and that he loved me. There was a little foreplay going on and then he got on top of me and once again, asked me if I was sure I was ready. I said yes. He then started putting his penis in me, but was having some problems. When he thought it was in, he pushed, and it popped back out. He was getting a little frustrated. I was also getting a little mad because I wanted to have sex so bad. So then he finally told me to move over, and he laid down next to me and told me to get on top of him. So, I did.
He started to put his penis inside me, and I was just overcome with a sharp pain and at that same moment, he felt something pop. He was finally in me, and he was big. I was scared, and it hurt pretty badly, so I held onto him. He proceeded to grab my ass and lift me up and down onto of him. I just kinda laid on him while he was lifting me up and down, I was assisting a bit. After about a minute or so, the pain started to go away, and a few minutes after that, he told me he was going to cum. I was enjoying it so much. Then he started to cum and gave a few hard thrusts in. As he started thrusting those few times, I started to have an orgasm. I was having my very first orgasm ever. God it was such a great feeling. I started to get weak, and just collapsed on him. He just held me and told me he loved me so much. Then he kissed me. I was so scared that I just held him. After about a minute he sat me up and pulled out. The condom was FULL of cum. And also covered with blood. He also had blood on him. I got up and had some blood on me, but I just got dressed as he went to take the condom off. I ran around the house to find a place to throw it out without my mom finding it. When I came back into my room, he was laying on the bed and I just came over and laid down in his arms. We kissed, smiled a lot, and told each other I love you. That was my first time. Me and Dan did it 2 more times after that. All 3 times we made love was wonderful. Then it was time for him to return to New Jersey.
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