Where it happened: my bedroom
Langauge: English
Sex: Female
Rating: 5
Category: Straight
My first time was Jan. 2001 on a very cold Saturday night. I was 15 and about to 16 in March of that year, my parents had just started to let me date in the last couple of months. I was seeing a guy named Dylan he was 17 and very good looking, crystal blue eyes, brown hair with blonde hilights. We had been going out for almost 3 weeks and it was our 3rd date. There had been a lot of making out up to this point and fondling but that was the extent of it. On this particular Saturday night, we went out and afterwards he drove me home in his fathers jet black corvette. My parents were at a dinner party and not due home for about another 2 hours, I asked him in and he was more than willing to come in and knew my parents were not at home. I was kind of wanting this to happen but was not too sure as of yet. We sat down on the couch and began doing the usual kissing, him touching my breasts and so on. After about 10 minutes of kissing I laid down on the couch and asked him to lay on top of me so I could kiss him, he did and I also started kissing his neck and nibbled on his ear a little bit, I instantly felt his hard on through his pants. I stopped kissing him for a moment and said “could I ask you a question?” He said sure, I think he was shocked but I asked him “How many girls have you slept with and be honest?” He replied “9” and asked me “why?” I said “just curious” We began kissing heavily again and something suddenly came over me and I wanted him sooo badly! I stopped him again and said “Can I ask you one more question?” He said sure and the look on his face was priceless both of amazement and stunned I asked him “Can I become number 10?” “Tonight”? He grinned and said “you sure?” I was like “Yesssss!” we moved to my bedroom and within moments we were helping each other get undressed, I had a towel in my room and put it down on the bed because I had heard that a lot of girls bleed their first time. We played around kissing on each others body and nibbling on each other. He was rubbing on my pussy and I would rub on his hard cock, I was so fascinated by it, I had never really seen one up close or touched one for that matter. After about 30 minutes of playing around he layed me down on the bed and asked if I was still okay with this I told him yes but was a little nervous because I had heard of the horror stories about how bad it hurts the first time. He said it would be okay. I gave him another suprise right then, he was reaching for his wallet and took out a condom when I told him he doesn’t need one unless he wants to, because my mom made me get on the pill 6 months earlier just in case. He was like “cool!” He then straddled himself between my legs and guided his cock to the opening of my vagina. I could tell he knew exactly what he was doing. He slowly pushed the head of his penis in and I could feel it stop and then suddenly I could feel a tear and like a burning pain but yet it was kind of a good pain at the same time. Soon Dylan was all the way in up to his balls and I thought I would die. He began to thrust very slowly and asked if I was okay and told me to tell him if I hurt too much, he was being so much like a man and gentleman I couldn’t believe he cared that much about how I felt! After a couple of minutes it began to actually feel good and I was moaning in pleasure he could see this and asked if I would be okay with him going a little faster, I nodded yes and he picked up the pace a bit more which was awesome! I was getting more and more into it, tightening up my thighs making my pussy feel even tighter to him. Dylan was getting more into it as well and it was like he could read me and my body and started thrusting and pumping even harder and right when I felt like I would orgasm he would slow down, he was wanting to make it last! After about 15 minutes of nonstop great sex, he whispered to me “you ready for me to go for the finish?” I nodded yes and he raised his body up stretching out his arms next to my shoulders and began pumping even harder than before, looking me in the eye, I was in heaven! He was so hot! I never imagined sex could be so great. He was pumping and thrusting so hard, I couldn’t take it anymore and suddenly my whole body tensed as I was brought to my first orgasm. He was really concentrating on what he was doing, thrusting at full force when suddenly he began tensing up and in his teenage/manly sounding voice let a groan as I felt a hot stickiness fill up my pussy, he immediately laid back down on top of me and we kissed for a few moments. As he withdrew from me I could feel some of his sperm leak out of me and could see some blood on his penis, he looked down and said “I kind of feel bad, you bled a lot!” thank god there was a towel down! As we got dressed he said that I was the first girl he ever had sex with bareback so it was kind of a first for him as well. After getting dressed we went back in and sat on the couch cuddling each other and literally within 3 minutes my parents were home. Talk about timing! As Dylan was leaving I walked him to the door and we kissed long and passionately and repeated what took place earlier many more time over the next 4-5 months before breaking up over something very stupid. I will always remember Dylan and his gentle touch!
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