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First Time With My Best Friend

We were 16 at the time and I was staying over his house like we always did.

We were bored and he got the idea to sneak some of his dad's **** mags and videos. We were looking at them and noticing all the guys in the mags with hard ons. Somehow it got to a match of which one of us was bigger like the guys in the mags, and we should compare. I had long since knew I was attracted to guys so I was excited to see his. I was hard before he even finished unzipping his jeans.

He pulled his out and was like pull out yours. So I did and he said that we couldn't compare them with mine hard like that. So he started stoking his until he was hard too. Lets just say I won the who's bigger contest...lol. But then we were both hard and I said i could sleep with a hard on so I was going to jack off. He said he probably should too then.

He was laying on his bed stoking it and moaning a little and I just couldn't take it. I went over to him and got down on my knees. At first he pushed me back from him like what the hell are you doing. Then I think he thought about how good it felt and started guiding my head back and forth. He was biting his lip and took off his shirt. Let me say...we were both on the soccer team and all the training we did left us both with some pretty banging bodies back then. I mean he had abs you could scrub your clothes on...as did I =).

I was rubbing my hands all over his abs while looking up at him. He just looked down at me and closed his eyes and started moving my head faster. He was close by the way he was moving and whining. I stopped and he was like what's the deal? I told him I'd finish him, but he had to share the fun. He said okay to my surprise and I layed down on his bed and he started kissing my stomach all the way down to my ****. I was going mad waiting for him to put it in his mouth, he did and he was awesome at it.

He asked me if he could actually have sex with me, but I was scared it would hurt so I said no. But I ended up coming so hard in his mouth that I had to cover my face with a pillow. We switched up and i finished him. We both slept well that night.

He loved women and would date plenty of them, but he always said I was the best head he'd ever had and we had plenty of sleep overs at his house and mine and started having actual sex. Now my parents knew I was gay, but they never thought I'd be sleeping with the straightest guy in our town...I think they thought he's straightness would rub off on me...lol. I was actually the only guy he has ever slept with to this day. He's married now, as am I to my beautiful wife. Turned out I wasn't gay just bi...lol.

He's still my best friend, ended messing around when we were maybe 18)... so it is strictly friends.
AlexGuy AlexGuy 26-30, M 20 Responses Jul 27, 2011

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Great story!

Sounds like me and my best friend. Only after after we stoped playing around after highschool. I kept thinking about how much fun we had ever time i saw him, or went over to see him and his wife. Until one day we were alone at his house and I ask him if he wanted me to give him a blow job like I did in highschool. He said I could but he did not want to do the same to me. I told him that would be ok if he did not want to suck me. we striped of naked and I begain to suck him. I sucked him even letting him *** in my mouth something i had never done before. after about a week of thinking about how great it was to suck him again, I went by to vist with him while his wife was at work and told him how much fun i had sucking him and that i wanted to be his **** sucking ***** if he wanted. i would suck his **** any time he wanted. that was 15 years ago and i am still his **** sucking *****.

wow that is really great.....I wish I could have a straight friends that want me to suck them

As everyone else said great story, my experience is still to be told he's gay and I'm married. We almost had sex last summer. It still runs through my mind. The softness of his skin, the smell of his hair,the dark color of his eyes. Its like an opportunity missed. If we should find ourselves in the same room again alone I would probley,slow down and enjoy the moment.

Awesome story i love it :)

Cooool man. Great story. Sounds like a fun time

An amzing story

so romantic

wow super hott story! I was in that same boat as you and your friend. me and my friend were both soccer players and got started out by playing truth or dare...things progressed and got to where our sleep overs were just hot steamy sex filled nights. He is actually gay now and im the straight one...he was the only guy ive had sex with and we did it up into our 20's. We are just friends now and im left wishing we could still be having fun. love your story!!! Sounds like you and i would have gotten along great!

hot love it

Now that's a hot story.

Hot. Add me

Add me

Awesome story! Young and horny... gotta love that combo.

Hot story! It's great having friends like that!

I wish I had the same experience..Im sure you are hot.

that's sexy how big are you by the way?

That is a great story. I was a year or two younger than you were when I spent the night at a friend's houze. He was in his bed and I had a sleeping bag on the floor next to him. It was really hot that night and we had trouble going to sleep. After a while, he said we might cool off if we were naked. I only had boxers on and I got rid of them as soon as he said naked. I heard him take off his underwear and got excited knowing he was naked just a few feet away. I assumed he wanted us to ***** for something other than cooling off. I was waiting for any sign for me to climb in his bed. I laid on the floor imagining what his **** would taste like. I was ready to give him a ******* and swallow all of his ***. I couldn't wait to feel his **** in my ***. I started to stroke myself waiting for his invitation. He never invited me, but I shot my first load that night. I shot my second load too. I laid there the rest of the night covered with my own *** ready for sex. Looking back, I know I could have started sucking his **** and he would have loved it. He missed out. I would have sucked his **** everyday if he wanted. He could have ****** me a lot too.

Nice story, glad you had the opportunity to experience gay sex with him..

its funny..I have known a man who was my boss, who got married for 5 years,,,his wife said he doesnt have an ounce of gayness,,yet came out 10 years ago, with relationships and tricks w/ guys ever since..

I always say honesty is best in a relationship. Like it would be too hard to keep all the lies straight...so what if you are into guys or girls you know. Come clean and move on...otherwise what kind of life can you have with someone. I'm open with mine, if someone asked then I'd tell them. What happened to being proud of who you are. But you know, I think if my friend came clean right now...she'd probably leave him. Sad really.

You know I bet his wife would say the same thing "not a once of gayness"...lol. But you can't tell from looking all the time. Take me for example. Not a once of femininity to me, never has been. I'm a man...I look like, act like, dress like, and talk like one...lol. Just looking at me a big guy " I'm a red blooded American Male". Who could have guessed I'm bi.

Its funny..I ve read about about lots of guys fooling around when young, but getting married off later..That didnt happen with me..instead met a guy who was my heartthrob/soulmate for the rest of my life....but like I said before in other post, I cant help but wonder where I 'd be if I stuck to the straight n narrow, dating one of the 2 girls I dated in college....

For me, being young was my excuse to be a little wild...lol. Though my wife knows my past, my best buddy's wife has no idea that he ever messed with me. His wife doesn't care for "gays"...go figure that he'd marry a women like that right. She's sweet for the most part just a bit misguided I think.