Where it happened: best friends house
Langauge: english
Sex: Male
Rating: 5
Category: Straight
My first time happened when I was 14 years old. My best friend and I had been hanging out most of the summer playing in the woods and looking at the stash of porno mags we had gotten from some older guys we knew. We first started daring each other to strip and took turns looking at each other bodies. Not to long after, my friend had brought some cards with us and we started playing strip poker, however during the game I had lost all of my clothes and I figured I had just lost, but my friend said if we wanted to continue on that we could bet a blow job for him if I lost or I would get to put a piece of clothing back on and continue. Well guess who lost, so I got on my knees and took him in my mouth and sucked him for a couple of minutes. We continued to play like this for a month with him losing sometimes then me losing sometimes. Then one day we where at his house alone(like I said before we had sucked each other for a few minutes at a time but this was a far as it had gone and we were pretty naive and didn’t know anything about sex) my friend asked me if I would like to stick my cock in his ass. Sure I said, so we both got naked and he spit in his hand and rubbed it on his ass and told me to put some spit on my cock. Upon entering him I couldn’t believe how good it felt. I slowly started moving in and out of him instinctually . I kept this up until I told him I felt like I had to pee but couldn’t bring myself to stop becuase it felt so good. Finally right before I couldn’t take it any more I pulled my cock out and spewed cum from his ass up to his shoulders. It was the first time I had ever came and I don’t think I have ever spewed that much since. I had never had an orgasm before and didn’t know anything about what just happened except that it was the greatest feeling in the world. After I finished I went to the bathroom and got some toilet paper and cleaned him up. He then asked me if he could do the same to me. I agreed and I laid down on the bed and put some spit on my ass and he put some on him and tried to enter me, however I was really tight and he was having trouble putting it in. He then got up and sat down in a chair and told me to come over and sit down on his cock. As I slowly lowered my ass down on him the pain was pretty bad at first but once he got fully inside me, we sat still for a few minutes until the pain eased. Once the pain left it started feeling enjoyable and then when he started rocking his hips and thrusting his cock in and out of me the feeling was fantastic. He was pumping away for about 5 minutes when I could feel him speeding up and knew he was ready to blow just like I had. He then pushed me up and off of him and as I turned around I could see him blowing a huge load of cum. We continued on like this for another 2 years till he got a girlfriend. Then when we were in our mid twenty’s we were talking about the good old days and decided to 69. This time we kept sucking each other till we both came making him also the first person I ever had an orgasm from by a blowjob. We carried on for another year until he moved away for work. Anyway that is how I lost my virginity both ways on the same day.
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