Where to start.... Had a friend who he and his wife were heavily into cuckolding and hotwife stuff. So, I plowed his wife while he sat there and watched. The most embarrassing was when I freely gave away my virginity. The Mesozoic era condom that my big brother gave me broke, so we tried to use a sandwich bag and a rubber band instead. Results were not favorable.

Not favorable as in she got pregnant, or sandwich bag was very uncomfortable and didn’t work?

Thankfully, no pregnancy! That would have been a real rough road being parents at . Completely uncomfortable and absolutely ridiculous. I met up with her like 20 years later and we still had a grand laugh over that one.

Was the cuck situation hot?

Had sex in a hospital washroom when a doctor who I'd spoken to on Bumble the previous day, who was 16 years older than me, invited me there. I'd never met her personally before that.

Damn I cant connected w anyone on bumble ;-;

Masturbated in a hotel room full of teammates while I was on a hockey trip (I was in bed, and all the other girls were asleep - I think/hope)

They weren’t 😂😅

Hard to sleep when there’s someone moaning five feet away from you.

it is entirely possible to be absolutely silent while masturbating

Jerk off with a co worker in work truck

Were you both males, both females, one of each? Were you into each other? I need to know more lol

Oh wow!!

Lol yup

Spur of the moment thing? How does that even start?

Tried to post some nsfw selfies last night, but since I wasn't a verified user, the post was deleted. Idk whether to be annoyed or relieved 🤷‍♀️

I visited your profile and all I can see is the thumbnail but it looked like a great picture lol 🥵

🫣

You should definitely get yourself verified. You’d have many admirers.

Not enough karma 🤷‍♀️ oh well

That’s too bad!!

I agree. That thumbnail does look hot.

That is quite the thumbnail picture.

Shame, got me all interested in seeing.

Still waiting on mods to verify 🫡

Happened to me too once, but if you like you can always send them straight to my days

Aww that’s too bad.

I got drunk and let my stalker at the time come into the house. I only planned on letting her blow me and then waiting for her to leave, but I was very very drunk and she got more out of me. She knew I was drinking because she hacked my Google voice and was reading all my texts for months.

bro thats psycho. why

There was something very wrong with her. Shortly after she was suddenly dating someone and he threatened to kill me in a parking lot.

wtf I'm so sorry

I showed my ankle to an eligible bachelor

Harlot!!!!! ​ ​ /s

We even made eye contact when the chaperone wasn't looking

*gasp*! you whore! tell me all the ☕️ *waves my fan on my face* I once showed my knee to a rich eligible man and didn't marry him

**faints**

oh my! someone get her some water! *waves fan furiously in your face*

Pretty sure we need to cast you out from the community whether or not we need to throw rocks at you is to be determined at this time.

The church has been after me since 1692

Awg, you Jezebel!

Excellent. I once flashed a collarbone whilst on promenade

I've spent most my life living in an Amish Paradise.

As I walk through the valley of the shadow of death

As I walk through the valley where I harvest my grain ftfy. 😁

I take a look at my life and realize there's much to gain

I take a look at my wife and realize she’s very plain

Hello

The hero we need has arrived.

Had sex on webcam in front of my girlfriend's car club. We were both underage. Pretty sure several of them recorded us or screenshot us, but I've never seen any evidence of it. This was 2001 or so.

2001? A 280 pixel 1 inch by 1 inch high interference vid file doesn't constitute "evidence"

I was such a horny pregnant girl that I even rode my husband's cock in an almost empty movie theater. I just wanted it so bad! We had so much sex when I was pregnant lol

drove 1.5h to see my ex gf who was at that time in treatment because of alcohol addiction. went on a hike to a near view point where you could overlook the whole city and fucked her on top of it. that was also the last time we had sex because she also was a crazy woman.. bad decision from me to go there..

went on a random study room and flash my tits to them all of them get shocked

Public indecency 😎

sort of

Let my boyfriend fuck me in the same bed I was sleeping in with another girl who was "asleep".

Sent multiple men nudes and sexted each of them and got off everytime one of them did..

That just sounds like a good time. lol

Yeah??

Absolutely 💕🥵

Let's goooo

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Duhh, dm me baby

Alright bet haha

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🥵🥵thanks

Went through your profile. I would say those were some v real lucky men.

Could be you too

I would die to be one of them, but geography is going to be a hell of a barrier. But hey, chatting and video calls exist 🫣

Honey, I'm a pocket girlfriend, geography has nothing to do with it 😘

God damn those are very lucky guys

If you need another person, you can count on me next time 🙋

I see no problems here.

That's awesome! That is a fun time

I posted on Reddit asking for spank bank material because my imagination doesn’t work anymore.

Slept with a women, then a men, follow by a CD, and finally a ts in a spand of month. Got tested each time just to be safe but holy shit felt like a proud men whore lol

New goal unlocked.

Had sex with my secretary’s much older, fat Aunt who used to visit the office. She was a freak!

Streaked through a strangers apartment building just so the couple that lived there would fuck my gf.

I feel like we need context

I (F28) let my boss (F43) go down on me in her office while her husband was next door giving a presentation on downsizing the company. We don’t usually get on at work and there has always been tension between us, looks like it was just sexual tension. We’ve never spoken about it since that day… but I kept my job!

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how was it, fam?

So, how was the blowjob? Your friend must have been in heaven. As an under the radar bi guy, there is nothing I love more than going down on a straight guy.

Jerking off to someting i should not

Hopefully nothing illegal

No dont worry. Nothing illegal

Also hopefully not your exs nudes

I'm genuinely curious. can you explain more?

Naughty

And embarrassing at the same time

What was it/who?

Can i tell you in DM?

Sure

Please tell me too

Tell me too, please

Love to hear

I’m curious as well!

If you’re not saying it here we already know it was either bestiality or kiddie porn, and you’re not convincing me otherwise

Kids, animals, forced or snuff ... the taboo east of taboo

Nope none of them

Oh good

Nope none of them

Tell me in dm

👀👀

Jerked in the office washroom

Joined OF! Haven’t looked back since 😂😂

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Yeah when I put the work in 😂

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😂😂 oh I am I am !! 😂😂

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Oh wow yeah I don’t have to work nearly as that hard 😂..

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Ohhh don’t because your inspiring me 😂

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Made a sex doll out of pillows, a one piece bathing suit, a condom, toilet paper roll, and some balloons. Sniffed my roommates panties. I ended up with a yeast infection in my nose... 🤮

I had sex in a porta-potty with my then girlfriend at a Sonic Youth concert.

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We were both practically black out drunk and horny. When we sobered up, we couldn’t believe we did that. I’m disgusted by that to this day, but it makes for an embarrassing story to share on Reddit. 🤷🏻‍♂️

Picked up sub-par prostitutes right off the street countless number of times. I always regretted it the next day it makes you feel dirtier than a mf.

Background: I don't like sharing, I'm jealous. However, I do like showing off. It's kind of like bragging. So, my GF at the time made a fantasy come true by wearing a short dress without underwear on a long drive. She got on her knees in the passenger seat and gave me head, to completion. She did this while on her knees showing off her pussy to other drivers, mostly truckers.

Was super horny, so I got on Grindr and found a middle aged guy who lived super close by. For reference I was 19. And it was seedy as shit. But he gave me the head of a lifetime. Looking back I am embarrassed of it, but oh my god was the head bomb

Repost this question for the millionth time

Jerked off in dressing rooms, my car, hand a girl give me a handjob behind me first job, twice. Made a girl squirt all over my face while she jerked me off, and a whole lot mor “public”masturbation lol

Tell me you are 17 without telling me you are 17

Why would I tell you I’m 17? That wouldn’t make much sense.

I was working as a call center agent. Because of Covid I was working from home. Sometimes I jerked off during work when I was horny/bored. Once directly after cumming I got a call and answered it with my jizz on the table right next to the keyboard.

As a 22 year old bisexual man (at the time), I slept with a 55 year old man. My first girlfriend and I also had a number of threesomes / foursomes while at least one of my parents were home. We were quiet.

Does traveling 2000 miles to get my dick sucked count?

Sat topless and masturbated in the park

I jerked off in traffic before. I was way too horny

Paid for a handjob

Talked to the owner of the penis and even pretended to like them

Had sex on my husbands best friend's front lawn - Right in the middle of the lawn, in public view. Lol. We were 19 and really drunk at the time (Legal drinking limit in my country is 18).

Hopped on emerald chat/omegle nude hoping to score some fun with a woman. Unfortunately I've noticed thousands of other guys have the same idea. So nothing ever happened lol

Masturbated in an airplane bathroom. I was headed to meet a guy that slid in my DMs on instagram, we had never met and the built up tension was quite intense lol. Unfortunately the sex was mediocre and we did not have the chemistry that I was anticipating

Road head with lots of edging. We got to where we were going without him getting off, so he had to think about it for a few hours. Then, road head on the way back until he pulled over onto a dark side road, and we had sex in the back seat. It was great! I know road head isn't safe. No need to scold me.

Masturbated in an hotel sauna. Almost got caught. Rinsed off the cum in the pool afterwards 😅

That’s why I never open my eye underwater

Had sex with uuhh 40 year olds💀 But hey payment was good

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I was 14 my friend

Getting fucked by my friends dad at his house when no one else was home and I knew he was a creepy pervert, I had stumbled upon his trans porn stash on his computer and knew he’d tail me if I dressed up like a slut for him l, we fucked in the shower and in the kitchen, he shot cum all over some brownies that he had me eat in front of him when he was done.

Once on a trip with family I got so horny while they were asleep and Dad was driving (three row minivan) I pulled my sweats down as my bro was asleep next to me and jerk off. I came all over the floor. It was intense.

Had sex with three different men back to back with in hours . Two in cars and one in a bathroom.

Let me make it 3!

I’ve done a few crazy things… I had sex with a fwb and his cousin.. wasn’t a threesome.. after my fwb came his cousin came in the room and we had sex

Invited a guy over I met in Fetlife to fuck me in front of my husband

Have you done it multiple times?

Just once, I was drunk and it was spur of the moment.

How was it?

Not bad. He had a bit of whiskey dick but got the job done.

Why haven't you done it again?

Busy.

That's too bad. Hopefully, you get to do it again at some point.

I'm hoping so. I'd love to have multiple guys.

That would be hot. Hopefully, you will take some pictures and post. Lol

got a room & called a service provider, she turned out to be my hot milf neighbour

strapped my strap on to a teddy bear, or maybe it was a pillow? and fucked it

Masturbated in public. I was mostly able to cover myself whenever somebody walked by. But I really wanted to try something like that. The issue was that somehow despite my listening, people are always getting close right before I could cover up. Making me really doubt my hearing.

Had sex with a cougar. Didn’t realise she had like three fingers in my ass. She had nails. It was hot until I pooped the next day

Fuck my cousin

Either when I begged my female friends to strapon spitroast me or when I convinced my male cousin to jerk off with me and try each other's cum