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Started by #21751 at 28,Aug,09 18:02
When I was a young teenager I would often have masturbation contests with buddies. We would never touch each other but try to see who could cum first. Anyone else have masturbation contests?

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By galaxy123 at 10,Oct,22 15:42 other posts of galaxy123 
I went to an old fashioned boarding school where games, challenges and competitions were common in each of the boarding houses.

Group games were sometimes played. A number of you would line up on one side of a long table and masturbate. Points for who was first to orgasm and furthest shot (if you could ejaculate). Boys on the other side of the table watched and sometimes laid bets.

Head to head challenges, this is where one boy would challenge another. Similar to the group but this time facing each other either side of a desk. Points for size, hard and soft, for first to orgasm, and furthest ejaculation (if you could ejaculate). Soft measurements were taken before games and with witnesses as it was easy to get excited and many had erections prior to games starting. Sometimes we formed into teams, 2 common teams were the the round-heads (circumcised boys) and Cavaliers (foreskins).

There was no privacy so the house so we all saw each other naked so we all knew who was big and small and we had 2 awards that had to be kept and handed over if another boy took the title. These were old traditions and the ruler was over 20 years old.
The Ruler - this was an old wooden ruler where the boy with the biggest would mark his initials on the ruler at his erect length point. If a bigger boy came along a challenge was made and if the new boy was bigger the ruler was handed over.
The Thimble - This was for the smallest. Same rules and if challenge was made then measurements were taken in front of a group of witnesses. I held this award for almost 2 years ( i developed late and was tiny).

It was all fairly innocent and good fun but seems a long time ago.
By XJacker at 13,Dec,22 23:15 other posts of XJacker 
I went to an all boys school but not boarding. We had competitions like that but in ours the winner was the boy who shot his load last. Dormitories on school trips were best. We could get naked with each other, pose for each other, play with each other, hand job each other and masturbate together all we wanted.
By galaxy123 at 15,Dec,22 10:40 other posts of galaxy123 
Sounds very similar, i guess isolated all boys environments meant we had to make up our own ways to entertain ourselves.

By lawrenceo at 17,Dec,22 14:58 other posts of lawrenceo 
At that age the time it took to masturbate to orgasm was not long.
By galaxy123 at 20,Dec,22 12:18 other posts of galaxy123 
exactly, it was mostly very quick to orgasm. Only thing that would slow some down was if they had had a wank already or had been in a game a short time ago. I was challenged a few times a night often and second or third go was always a little longer to reach orgasm.

By Lvphose at 10,Oct,22 04:27 other posts of Lvphose 
No but it’s something I fantasize about!

By Maturemale at 09,Oct,22 15:29 other posts of Maturemale 
Yes me and a friend would see who could ejaculate first

By apknowsbest at 11,May,22 21:30 other posts of apknowsbest 
Yes, me and my mate Gaz did it all the time. So weird thinking back how the winner was the one who cummed first
By liketoedge at 14,May,22 19:21 other posts of liketoedge 
Racing to cum first was very common jacking off with others growing up
By shydanny at 25,May,22 10:56 other posts of shydanny 
If you believe all the movies and other media out there this type of thing is common to do and the last one to finish has to eat food covered in everyone elses cum.

By bil47 at 15,May,22 00:27 other posts of bil47 
Not a contest... but my group of sex buddies - four of us in all - would put on masturbation shows, going one at a time while the others watched. We were all 13.

By thebeewolf at 14,May,22 16:20 other posts of thebeewolf 
How about we put on a long Cock Hero video and stroke each other to the beat. Guy who cums first has to finish the winner orally.

By #519017 at 26,Nov,16 08:22
I remember a party I went to as a student. We were all mostly nude. Two girls put their panties on the floor about six feet apart. Boys were challenged to stand on one panty and masturbate and the winner was the boy who squirted closest to the other panty. I watched but didn't participate because I'd drunk too much. The winner shot more than half way to the other panty.
By XJacker at 11,May,22 21:27 other posts of XJacker 
I’ve been to parties like that. Couples hand job their partners and see who shoots his cum furthest. Sometimes swap partners.

By nekekal at 11,May,22 20:18 other posts of nekekal 
Not a contest, but everyone standing around masturbating. if it was a cum first contest, I could have won every time. I masturbated a lot, my cock was trained to cum quickly.

By liketoedge at 11,May,22 19:41 other posts of liketoedge 
I think contests were pretty common in the early years

By Hornycock77 at 10,May,22 23:54 other posts of Hornycock77 
Yes I did. We tested who could last the longest, so we went hours together watching porn and jacking off! Good times!

By #568737 at 15,Oct,18 14:35
Didn’t have contests as such. But when we boys masturbated together we were all trying to outdo each other with grunting, thrusting, seeing who could edge the most, and who shot most or furthest.

By #566722 at 07,Sep,18 22:34
I didn't had contest, but I had jerking session with two my friends.We just looked at each other while stroking and jerk each one's penis.It felt pretty hot back then.

By liketoedge at 26,Nov,16 09:25 other posts of liketoedge 
We did plenty of diffrent contest.

By #410126 at 03,Dec,14 18:45
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By #410126 at 03,Dec,14 18:40
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By #410126 at 03,Dec,14 18:40
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By #358797 at 16,Feb,14 22:40
Oh jeebus... Back in the day I used to touch myself while I was on the phone... Turned into a competition to see how many times I could get off in a specified period of time. If I was lucky the person on the other end would join in which made it easier. That's about the only kind of competitive masturbation I got into. Lol.
By leopoldij at 02,Dec,14 02:48 other posts of leopoldij 
Let's do that together. I challenge you!
By #358797 at 02,Dec,14 04:34
Haha. You just want my number.
By leopoldij at 02,Dec,14 21:03 other posts of leopoldij 
ha, not really (well, sure, come to think of it, but that wasn't my intention...), we can always skype or yahoo and compete . he he

By #454258 at 02,Dec,14 06:26
I read about this, but have never done it. two guys lie naked on their backs, opposite to each other, with the the bottom of their hard dicks touching. they grab each other, and stroke each other as hard as they can. whoever cums first. loses

By Odin_york_pa at 17,Feb,14 00:31 other posts of Odin_york_pa 
like others here, we would see who could squirt farther and who could produce the most. Went along with peeing for distance, which is usually how it would begin lol. Never did the cum on a cookie and last to squirt eats it, but have heard stories of it at school
By Blade at 02,Dec,14 03:00 other posts of Blade 
Thats what we did growing up. We didn't care who came first, we played for distance.

We'd find a quiet parked car some place, and see who could shoot the farthest across the hood. There were 3 of us, and I almost alwasys took 2nd, as my one friend with a smaller dick could almost always shoot almost clear across the hood.

We did it all over the place, in and outside. even in a supermarket a few times at night.
By Odin_york_pa at 02,Dec,14 03:57 other posts of Odin_york_pa 
that's pretty awesome, specially if you can squirt all the way across the hood of a car. We always had the cover of the woods to hide what we were doing. We lived pretty far out in the country, built a lot of forts and did a lot of skinny dipping in the pond.We spent almost all our time in there having fun

By #410126 at 01,Dec,14 19:09
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By #410126 at 01,Dec,14 19:08
wanna mastubation contest with me now live bb

By *kmadeau* at 16,Feb,14 19:49 other posts of *kmadeau* 
yeah in our teens, who shoots the farthest, I have won often, one time more as 10 feet...

By Nevermore at 01,Feb,14 21:06 other posts of Nevermore 
It should be an Olympic event.

By qhaos at 21,Jan,14 14:51 other posts of qhaos 
me! but when i was young the winner was who cum for first! and i alwais lost that game! a few years later with my first girl, i understand that i was the real winner!!

By #157044 at 20,Jan,14 09:26
Oh yes great fun. I used to be able to cum again in the time it took most of my teenage pals to cum once.

By liketoedge at 25,Nov,13 20:11 other posts of liketoedge 
We did this....Usually started with a game of truth or dare

By #166058 at 11,Mar,13 18:53
all the time... we would have ones to see who could cum first and the looser ahd to drink all the cum from a glass or we would see who could last the longest.. first one to cum would ahve to do a dare

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