My best friend at school

My best friend at school and I  grew up together since pre-k and always had sleep overs and what not growing up. We always did everything together. As we reached junior high we would get together and play truth or dare when our parents weren’t home and usually ended up with us naked running around...things in truth or dare began to progress into touching and kissing. Before we knew it, our little innocent sleepovers that our parents would arrange were actually sleepless nights of making out, jacking off, sucking dick and waking up in the morning completely naked. Eventually we got to where we didn't need truth or dare and would just mess around. We love having sex together and has been goin on since we were both 13 and we are now both 16.

I was only 9. It happened playing truth or dare. He was 2 years older, but eager, I was not coaxed or made to, coulda left instead I laid back moving my clothes for him so he could get to my slit.
It was not great or earth shattering obviously. Should I have waited yea, do I regret it no...It made me curious and I began my sexual adventures, which have given me so many beautiful and amazing experiences. Thank you Thomas

My best friend at school and I were around 12 when we found out about sex. We 
learned to masturbate together but thought about being inside a 
girl. It seemed that the inside of each other's mouth 
might be similar so decided to do oral sex on each other. 
The first time he had an orgasm, nothing happened so we 
did it in the house alone each Saturday. After a few times 
he began to have emissions which I swallowed and denied 
that there was any. It got more and more so eventually 
I had to stop doing it.

At boarding school I was a member of a "secret society" who met in an old attic storeroom, and talked about sex. I used to bet them $5 they couldn't tie me up and make me come. I always acted revolted at the whole thing, begging them to stop which of course at that age only made them worse, and my chances of escape about zero! It was well worth $5 as they used to take turns in rubbing my cock until I came. Then they discovered fellatio and that was it. They would take turns to suck me off and then “make me” suck each of them in turn. The first one was always ready again by the time I finished the fifth one....This pretty much flavored my life in the future. They were all my best friends at school!!!!

Jess was my best friend at school. When we were about 12 we had already developed an interest in boys, We had both let boys finger us and done the usual experimenting but one day we were up in my room and talked about how boys just fumble and want to get you to give them a hand job and feel your tits. Jess told me that she only gets a nice feeling when she masturbates herself. I agreed and we got talking about what we do to ourselves. We both were getting wet as we continued to talk about it and then without warning, Jess asked if I'd like to see how she made herself excited. Before I even replied, she lifted her dress, puled her panties to one side and started to rub herself. This made me get so wet that I took off my shorts and pushed my hand inside my panties and was fingering myself to climax. As I shuddered she was also getting crazy and so I went close to her and took off her panties. I'd never felt like it before but I wanted to feel her and taste her so I took her hand and pushed it into my tight pussy as I took over and rubbed her. The I got down between her legs and pushed my tongue deep inside her. Her pussy was so wet and tasted so good. She switched positions and was returning the favor as we 69'd for a while before we both came in waves of ecstasy.
After that we took a break and said how good it was. After we regained some kind of composure, we were talking about what was best for us and then got back to doing some more mutual masturbation. I wanted to see how excited I could make her and as we continued to play with each other, and we were seeing how pink our pussies were getting. Her clit was so exposed I kept on rubbing it with her pussy juice. My clit was smaller but with all this excitement, it was protruding more than I had ever seen. After another hour or so of licking and fingering we were both totally exhausted.
Obviously that was not the only time we did it together as after that, it happened on many occasions.
I'm almost 30 now and married but to this day, it was the best sex I ever had.

When I was around 13, my best friend at school (who was a year younger) and I spent the night at each others houses a lot. One hot summer night, at his house, we were getting undressed and I remember laughing. He asked what was so funny and I told him I was getting a boner. He said he was too! We started to look at each others erections. I remember him saying " wow, man, yours is kinda big!" and I told him his was too.

It was the first time I had really seen another boy with an erection. I will never forget the sight. I wanted to look at it all night. It was an amazing thing to see and while I do like girls, it turned me on no end and I got even harder from seeing it. He said he wanted to see mine too, to be even, and I said "sure". We started to look at each other close up. He was fascinated that mine was circumcised and the head was just out there. I was equally fascinated that his was uncut and watched as he pulled the skin back to reveal the head.

I asked him if he wanted to touch it and he said yes. He grabbed it quickly and started to masturbate me until I came. I then told him that I owed him one so he put his penis in my hand and let me rub it. I was enjoying watching the head going in and out of the end of his cock and soon I saw some precum leak out which I rubbed over the head until he shot his load on me.

That was the first of many enjoyable nights we shared over the following year as we continued to pleasure each other.