Your Most Promiscuous Moment

[SLOPPYSECONDS]

guys what a wanna promiscuous ya ?

fa whateva

this before gay label invented or just anythang goin dat males love do of their local adjust cultures etc so on

if it just a guy out fa bit of OOH gonna experience OOH just ta run a bit of whateva in their twat

but me hear they a might convert ta gay now it okay ans give wife holiday so if they gay it promisicous or it out ons date or somethin

or stuff

it rough ready reply so stroke on it

did ya cum?

anyway

roll da eggs see what hatch out da whateva

 

[Harke the Boeotarch]

What was your most promiscuous moment?

Prostitution.

What were the circumstances that led to it?

Abject poverty.

How did it feel?

Streetwalkerish.

Do you have any regrets?

Totally! I wish I'd asked for the money before sex.

Could you see yourself doing that again?

My money won't last for another month...

 

[josher]

LOL I'd have to sort them out by decade, year and city.

 

[SilverWolf]

What was your most promiscuous moment?

Sucking some guy's dick in a bathroom at school.

What were the circumstances that led to it?

Flirted with him in class, and when he stood up, I discretely grabbed his ass.

How did it feel?

Great!

Do you have any regrets? Could you see yourself doing that again?

No regrets. Would gladly do it again

 

[Kyanimal]

HA! My teens and twenties were the 60's and 70's! "Flower Power", "FREE Love", and all that other Fun stuff!
MOST Promiscuous moment? HARD to tell!!

SO ... Maybe help me narrow this down? Indoors or Outdoors? Male(s), or Female(s), or Both? Multiples of each in a mixed venue, and/or with Siblings? (Theirs, not mine.) With, or without, an Audience? Daytime or Nighttime? In my teens, twenties, or after?

There is a slight caveat, however. It's only been Males since I hit 30.

Keep smilin'!!
Chaz

 

[cumguzzler]

being gang banged at a party about a year ago. i think i took 7 guys but it could have been more. mmmm

 

[MarKo17]

being gang banged at a party about a year ago. i think i took 7 guys but it could have been more. mmmm

Speechless.....tell me more.

 

[MarKo17]

guys what a wanna promiscuous ya ?

fa whateva

this before gay label invented or just anythang goin dat males love do of their local adjust cultures etc so on

if it just a guy out fa bit of OOH gonna experience OOH just ta run a bit of whateva in their twat

but me hear they a might convert ta gay now it okay ans give wife holiday so if they gay it promisicous or it out ons date or somethin

or stuff

it rough ready reply so stroke on it

did ya cum?

anyway

roll da eggs see what hatch out da whateva

wait...what? xD

 

[SLOPPYSECONDS]

wait...what? xD

if waitin fa answer
try bisexual watch

 

[FirePhoenix]

I don't know.. I guess when we were horny enough to want to have sex in the college bathrooms... which we did many times after.

 

[blackbeltninja]

Most promiscuous moment:
3-way oral and j/o with 2 guys I'd "met" about 30 seconds beforehand.

Circumstances:
Made eye contact across a crowded room with a hot guy; he smiled, I smiled, he smiled again, I smiled back, he looked at his crotch, I looked at his crotch, he smiled again. I smiled back, he flicked his eyes down the corridor and walked off. I followed. Just a few seconds later I found him in the room at the very end of the corridor, pants down, cock out. Not five seconds after that he had me likewise.

Aside: we had the same undies on (well, off).

About two minutes after that, a friend of his found us and joined in. Never knew either of their names; saw the first guy and what I was told was his girlfriend holding hands about fifteen minutes later. Bearing in mind his mate had come in his hand earlier, I did wonder if she realised. And he still had a couple drops of it on his shoe.

How did it feel?
My first and to date only 3-way, even if it was only HJs and BJs, and it was good. I did feel a little common, but I got over it.

I felt a little bad for the gf, though. According to his mate, she "has no idea at all." Not sure how, you could tell by looking at him and confirm by the way he spoke that he was gayer than gay.

Would I do it again?
I'd like to say no, but I suspect I probably would. But not with an involved guy if I knew that.

-d-

 

[andyspete]

Most promiscuous moment: Bending over with my pants around my ankles on a cold December night in the woods, getting banged by a hot older guy.

Circumstances: Met this hot older guy at a party. We chatted and conversation turned sexual. He indicated that he was horny and loved to fuck ass. I was no more than 21 at the time. He was close to 40. He asked if I were into guys. He said he'd love to be "into" me. I had one beer too many to put up much resistance. We looked for a place to do the deed. Couldn't find anywhere. We went outside in the cold and I followed him into the woods. I suddenly found myself leaning on a tree with my pants on the ground while getting the hell fucked out of me by this "daddy" stud who was talking all kinds of nasty chatter while he fucked me.

And yes, he did wear a condom but we used spit for lube. It was so dirty......in a hot kind of way.

How did it feel: It felt nasty, yet exhilarating. It was cold but there was a fire in my ass. Actually felt awesome. His dirty talk caused me to submit to him completely......something I never do with a stranger. We he unloaded, he pulled out, yanked his pants up and just left me in the woods alone. That part sucked but up until then it was incredibly hedonistic and erotic.

Would I do it again: Doubtful but don't regret doing it the first time.

 

[kevbo]

Like I could narrow it down to a single moment. Although there is a reason why I got the nickname "fingercuffs"

 

[maxpowr9]

While I was in Australia studying abroad, I got buzzed (I can't get drunk off beer but was on E at the time when I still did it) and bareback fucked my next-door neighbor who was a Russian twink with his Chinese roommate watching us (although it should be said I had a crush on the Chinese guy at the time. What can I say, I am a rice queen). All I really remember was his asshole smelling and tasting like shit which would have been a HUGE turnoff and him shouting stuff in Russian while he rode me.

The circumstances were that we had an end-of-the-semester dorm booze cruise and I was chilling out with the Chinese neighbor because we both had similar degrees (economics). His roommate (the Russian twink) was totally trying to mack on girls and failing. I am pretty sure he blacked out as both his roommate and me tried to help him back to the dorm on the train and was PAINFUL. I was gonna head back to my room after he got back safely and he dragged me into his room and well...see above.

Again, that is why I strongly suggest that you NEVER have sex with a neighbor because it leads to awkward moments afterwards. Luckily, I was back in the States in 2 weeks after the ordeal.

I don't regret it but oh boy, it made me rethink a lot of things after that and is the reason I will never touch drugs again.

 

[Kyanimal]

btw...don't forget to share your story, naughty.

See post #8 and give me some direction!

Otherwise, I could be typing all Day and Night!

Keep smilin'!!
Chaz

 

[Ram]

Once I showed my ankles to a room full of gentlemen.

 

[mbamike]

What was your most promiscuous moment?

The time I hooked up with three guys off the Internet in one week. Only two actually fucked me though. The third guy rubbed my naked ass and told me it was too small for him. Then he left! Does my ass look too small to you? See avatar.

What were the circumstances that led to it?

I was horny. Hell, I stay horny! They answered my ad on A4A and I liked what they have in their ads too. After a little chatting, we agreed to hook up. The strange thing is, the guy that walked out had chased me for about a month before I agreed to hook up with him. Go figure!

How did it feel?

Wonderful! I love getting fucked! One guy made me cum twice by just fucking me. He asked me to be his fuck buddy!

Do you have any regrets?

Yes. I was sorry the third guy did not follow through with the hook up. I was so looking forward to getting fucked.

Could you see yourself doing that again?

Yes. I have an insatiable appetite for sex since admitting to myself I am sexually attracted to men. I would hook up seven days a week if I could.

 

[Kyanimal]

LOL...hmmm

Let's go with your best story regarding multiple MEN, indoors, with their siblings, without an audience at nighttime in your twenties/thirties.

go!

O.K.! Butt, with multiple MEN it's difficult to say "without an audience". So, let's just say everyone was "playing", and no one was simply watching.

What was your most promiscuous moment?

Me on all fours, middle of our living room, Mitch in my mouth, Tim in my ass, with "My" Kev under me, on his back, chugging down "Animal", and jerking "Herald". Den and Steve were on the couch, doing 69, and were too busy to be "watching". There were "things" before, and after, that particular moment, butt that one was MY "best" of that encounter! "My" Kev, and I, woke up in our bed, the next morning, with Mitch between us.

What were the circumstances that led to it?

Me, "My" Kev, Den, and our friend Karen, had recently moved into our 4 bedroom home. ("My" Kev, and I, still live here.) I was the oldest at 35. The others were still in their late 20s.

It was a Saturday night. Karen was out on a date.

Den had invited a really cute co-worker of his, Steve, who brought along his friend, Mitch, Mitch's younger brother, Tim, and some really good hash. (No. Not the food kind of hash. )

The six of us were sitting around the dining room table, playing cards ("Clubs" I think), drinking beer, smoking cigs, passing the hash pipe, and munching snacks. The card game morphed into "Strip Poker" (I'm sure Den just wanted to get Steve naked.), but not the kind where only the looser takes something off. There was a 'kitty' of clothes, on the buffet sideboard, with each piece having a "value".

Shoes, socks, belts, watches/necklaces, etc. were worth "1", shirts were "3", pants were "5", and undies were "10". The item you were betting went onto the buffet at the time of the bet. Each had to get out of his chair to do that. So, if you wished, you could bet your undies, then put your pants back on, or just keep them with you.

One thing lead to another, and the party moved into the living room for more room.

How did it feel?

FUCKING AWESOME!! Literally!!

Do you have any regrets?

About THAT night? None whatsoever!

Could you see yourself doing that again?

Oh, Yeah!, and did! There were also other circumstances, and different people.

Keep smilin'!!
Chaz

 

[ixthrock]

I'm with chaz -

It could have been when I was barely twenty and still very closeted, walking down a main drag in town in a pair of red corduroy daisy duke cutoffs and some guy i never saw again picked me up and took me to a motel and fucked me all night

It could have been the time Lichen, Luz, David, Kiwi, and Todd and I all jerked off onto a giant, ornately carved wooden phallus down by the creek while being videotaped...

Or the three-way blowjob in the back of the VW bus going down I-5 while the driver snuck glimpses in the rearview and jerked off and tour busses full of old ladies drove by honking their horns...

It could be any number of 3-ways, psuedo-orgies or performance art pieces, any number of spontaneous, instantaneous hook-ups, youthful explorations too illegal to recount here, or an unsatisfying string of one-night stands over a period of a few years or similarly, the glory (hole) days of queer history.

It may even be the group grope at the pool party last month...

Circumstances leading up to it? Isn't it always, a look in the eye, a cock of the head (or is it head of the cock)?

Any regrets? Never - Lazarus Long: "When the ship lifts..."

Would I do it again? I'm certain, now, that I won't live the rest of my life without sex. I had my doubts for a while, but - there's an old female friend and a married (to a woman not her) male buddy of hers coming to my house with the intent of giving me a blowjob tomorrow, in fact.

 

[jmadaf]

I ran into this bi friend who we used to suck eachother off back in high school. This was six years later, he was playing keyboard in a club band. We talked he asked if I still liked to suck cock, because I'mm horny and never found anybody as good as you. So we went back to his place, turns out the whole band lives there. The other guys were playing cards, so me and david went to the bedroom and I gave him a good suck. David left and I lie there on the bed, and one by one the rest of the band came in and I sucked and let them fuck my ass, one guy steve wanted me to fuck his ass, it was great I sucked four cocks, got as-fucked by two, and fucked and sucked steve turns out he was the best. No regrets and continued to fuck steve some time later.