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First time was when I was about 14. Stayed at a mates nan and grandads in the summer holidays. We shared a double bed and in the early morning we were messing around, play fighting and he just reached for my cock, pulled my pants down to release me and my cock got hard. We just layed there and wanked me off till I cum. He didn't say anything. I then reached for him, wanked him, went into the bathroom to wash off the cum then carried on like nothing happened.
With a different mate we used to go to his to look at his brothers porn mag stash. He said I could take one home to use, but I only had a T-shirt and jeans on and was cycling, so I had no where to put the mag. I decided to put it down the front of my jeans so I did them and opened them up (I basically wanted to show him I had a really hard cock and wet boxer shorts due to the pre cum I was so horny). He said 'whah that's a hard cock', and I said this is what I'm going to do with it when I get home, and proceeded to get out my cock and wank it a few times. He said 'just do it here' so I got on the bed took down my jeans and boxers and wanked off while he watched. Done it a few times with him and he wanked as well.
Great experience wanking with him and would love to do it again.
PM me if you would like to discuss this and other filthy things.
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sane14u Novice Jackinchatter

37 posts since 2020-02-09
63 year old male from uk
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peepingtom50 said:
I had several JO experiences with neighbor kids when i was a kid, but never any actual bi experiences (unless you count mutual jerking).

My first was when i was 29 with my bro in law. we used to show each other our wife pix (back in the days of film) and one day he asked to borrow some of mine to jerk off with. i suggested we jerk together and he quickly agreed...

So i spread out all of my pix and we pulled out our cocks and began jerking. I couldn't keep my eyes off of his cock as he stroked it. I finally worked up the courage and said "i've always been curious about how it feels, would you be willing to cum on my face?" He was all for it, so as he got close, I got down on my knees in front of him, still jerking.

It wasn't long before he said "I'm going to cum!" so i leaned in and as soon as i realized he was ready to shoot i knew what i really wanted to try so i leaned in and sucked his cock down just as he unloaded.... He shot his full load in my mouth moaning the whole time.

That got me off and i stood up and shot my load all over his cock then went back down and sucked his cock clean...

That was 35 years ago... it was the best ever! LOL




What a great experience and to have him for so many years - very hot.
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histdoc2000 Amateur Jackinchatter

240 posts since 2007-07-07
80 year old male
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I was 18 hitchhiking home from college and was picked up by an older guy in his 40s. As we rode he talked about sex stuff and showed me some cartoon porn. I was so hard and horny when he asked to suck me, I agreed. He drove to a secluded area where I dropped my jeans and underpants revealing a very hard cock. He leaned over (bench front seats in cars in those days) and took all my 7" in his throat. He really knew what he was doing and it felt so great, I came in about 30 seconds. He swallowed it all. He didn't ask for reciprocation, drove back to the highway and let me off to continue hitchhiking. I enjoyed the feeling so much I started going to adult book stores to be blown in gloryholes.
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LingerieLover1 Skilled Jackinchatter

623 posts since 2015-03-23
60 year old curious male
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Very very young to write about it here!
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Tablejack Amateur Jackinchatter

108 posts since 2019-05-14
63 year old curious male from Lincoln CA
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My first experience was at a friends apartment. After partying that night, some of us slept on the floor and I woke up with a hard-on and my friend was stroking my cock. I didn't know what to do so I just laid there until he stopped (I guess he got tired because I didn't cum). I would certainly know what to do now.
Tablejack
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Hairybi Amateur Jackinchatter

209 posts since 2013-12-28
72 year old bisexual male from Utah and California
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Older cousin (16 or so) suggested we shower together, then suggested we wash each other's cocks, led to many encounters with him and other teens. I was 11.
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rahmm Novice Jackinchatter

40 posts since 2022-03-17
33 year old
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Hey, i have great experience with gay because one day in college, there was annual function meet and after late night function we share our room, actually my friend was gay but i dont had any idea about him, we both watched these porn mostly in best porn sites by https://bestpornsites.org/ after that he forced me to do back fuck i was totally amazed hahahaha because it was great shocking experience for me hahahaha but it was toooo amazing hahaha
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NorCalMan Skilled Jackinchatter

558 posts since 2015-05-14
67 year old heterosexual from NorCal
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About age 13-14 I had a friend who had porn magazines in his shed. We would look at them together and always got hard. On day he asked if I wanted to jerk off with him and I agreed. We eventually jerked each other off. One day while jerking me off, he suddenly put my cock in his mouth. I was in heaven and came so hard I almost passed out. Following that day he said he would only suck me off if I did the same to him. While I didn't like doing it that much I always did since I wanted him to suck me.
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marriedboner Skilled Jackinchatter

583 posts since 2007-06-21
heterosexual male
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jjonn3 said:
It is a shame. Back then we just accepted we were horny and needed more outlets for that hornyness. We didn't put a label on it or think of it as a lifestyle or life choice - it was fun - we both wanted to do it - no one got hurt and no one knew.

Some guys were more into it - some not. A few guys I suspect ended up gay - but most as far as I know are married with children.

But the goal was to enjoy ourselves - and that we did.


From years of chats on here, it's clear that a large number of us "did stuff" or "had experiences" way back early after starting to masturbate. Or were invited to, and didn't go do it, and now know it would have been fine (like me).

With minds that are driven to go back, remember, and re-do that feeling. Some already knew, others taught by one who knew, about m-m sex, others honestly innocent and trying it out together. Great way to re-connect with early times.
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openphillyguy Skilled Jackinchatter

564 posts since 2022-04-19
42 year old homosexual male from Philly
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Well said and totally agree
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Celeblover56 Amateur Jackinchatter

311 posts since 2021-07-22
58 year old male from Southern NH, USA
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I was 40 I think it was with a guy off Craigslist. Dickplay only is all I've ever done. That was a mutual suckoff at his place. Most since have been off trails or vehicles with over 50 since I cant host. Nothing since last June.
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