Where it happened: Anna's bedroom
Langauge: English
Sex: Male
Rating: 5
Category: Straight
I go to this really tiny private school in Alabama. There’s this girl who goes there named Anna. We had become good friends even though she already had a boyfriend. I always made a habit to give her a hug before she went home but one day she went home before I gave her a hug. I would not stand for this! So what did I do? Ran to her house just for a hug. She told me I couldn’t run all that way just for a hug. That was the first time I ever kissed a girl. That was also when we went from being friends to lovers. The funny thing is the guy she’s dating (Yes she’s still dating him) is my best friend. We didn’t kiss again after that first kiss until one day we both faked being sick to get out of school. Both of our parents work at the school so we knew we were set for the whole day. I just went to her house to hang out. I had no idea I was going to get lucky. When I went over we played Xbox until the conversation turned to our first kiss. (It was her first too) I leaned over and kissed her again. Our first kiss was more like a peck but this time I went for it all. Tongue and everything. She was resistant at first but she warmed up to it and started kissing back. I accidentally brushed her breast as I was reaching up and that really turned her on. She started feeling my dick. I thought I was going to let loose right there! We left the living room and went upstairs to her room. We continued kissing as I helped her out of her shirt. She took off my shirt too and started rubbing my chest. I unzipped her pants and pulled them down. Neither of us are great looking but she was by no means ugly and in that moment she was the most beautiful thing I had ever seen. I unzipped my pants and took them off as she took off her bra. I had never even seen tits before and I was kind of mystified. I played it off and took off her panties. We both agreed we weren’t going to get frisky and do oral or anything like that our first time so I just pulled off my drawers as she leaned back on the bed and spreade her legs. This was it! In just a couple seconds I would be inside her! I was so nervous I could barely stand. I got on top of her and began to put my dick in. When I was only about an inch in she cringed and I freaked and pulled out. I asked her what was wrong and she said it hurt a little. I asked her if there was anything I could do to help and she said take it slower. I pricked her moving inwards about 12 feet an hour. I took it waaaaaayyyy slow. I felt resistance and she cringed again. It was her hymen. She told me to ram as hard as I could. I did and *pop* went her hymen. I was now balls deep amd I just sat there, petrified. It felt so good to just be in her. We probably didn’t move for a minute or two. After taking it all in I started pumping. Man! It felt amazing! I came almost immediately and she did right after. It felt even better as she orgasmed because her pussy contracted and got so tight. I realized I had just blown a load into her and freaked. She went to her brother’s room and came back with a box of condoms. I took one out and put it on. It was probably futile but it made us feel a little better. I laid back and she sat on top of me. This position felt better than the last. She started bouncing up and down and I came again. I couldn’t hold it in for 30 seconds. But she continued humping me and I continued to enjoy it. She came and got off of me. She layed down next to me and we just cuddled for 2 hours. We had both fallen asleep and when we woke up we were feeling frisky. The first thing she said is “Do you want a blowjob?” Of course I said yes and I laid back. As her head came down on my dick it just felt amazing! Her tongue was the best part. It wasn’t much of a blowjob as all she did was lick but DAMN! It almost felt better than the sex. I told her I was about to come and she said she wanted to taste it. She kept licking until I came and then just licked a little bit up. After holding it in her mouth for a second she said it tastes great and licked it all up. Then she asked if I would eat her out and I agreed. I had no idea what I was doing and I just licked up down her slit. I didn’t like the taste but I didn’t say anything. She came and we both layed back again. All I could think about was how beautiful she was and how great sex felt. We got up again and she got in doggystyle. I didn’t go for her pussy and went up her ass. She said “Oh my God it feels great!” So I continued. After a while we layed down into the spooning position and I continued to bang her. Her ass felt better than her vag. We both came and I looked at the time. It was 2:15. I didn’t want to leave but I knew I had to soon. We went downstairs still in our birthday suits and got something to eat. After that while we were standing in the kitchen I walked up to her and just stuck her. I fucked her till we came then went upstairs and got my clothes. I kissed her then left. We haven’t done it since but our first time was so amazing I don’t want to try it again and find out it doesn’t feel as good.
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