What's your most awkward encounter?

David.Douchehurst's Avatar
Once in Malaysia I was at a brothel run by what I'm pretty sure was a Chinese mafia. None of the girls looked particularly happy to be there but cultural differences being what they are I didn't read much into it.

Then, in mid session, the girl I was fucking was clearly in pain and then she started crying softly.

It's the first time I've been pretty certain I witnessed a legitimate situation where the girls may not have been there voluntarily.

Pretty sure that qualifies as awkward... Originally Posted by SpiceItUp
So, yew dun banged a gal thet wuz a sex-slave fer reel at least oncest in her life? Yew, sir, are mah new hero!
I was with a provider at her house and her mom walks into the room. I don't remember exactly how I got out of the house.
My neighbor invited me over for Christmas party the day after I fucked his wife. The dog ran up and licked me like I lived there. It was a little awkward, but really did like the dog.
I guess banging your female pastor would also count as awkward, but she insisted.
Guest121917-1's Avatar
I had a hobbyist that I use to see regularly invited me to go to one of the Olympic games. I was just about to go but then he got a little weird. I backed out. He then professed that he was going to propose to me while we were there.

I think that is why I draw a line with some guys. That really creeped me out.

This guy still reaches out to see me but I kindly decline his offers and request to see me.
I don't know if it is considered awkward but I have hired 3 providers on this board to real life jobs. Once they are hired we stop all bcd activities. I have never had an instance where it has come back to be something I regretted. If you are looking for real world work pm me.
Once in Mexico while I was negotiating with a SW her friend comes up and tells me she will make sure no one touches my car. I brushed her off and said something like "yeah sure" I go into a no-tell motel and do the deed. When I come out she is standing there waiting to collect 10 bucks. I told her I thought she was kidding with me. She said she never joked about money. She flashed a blade from her purse so I gave her the $10. Then she tells me that the girl I had just fucked was a terrible lay and that next time I should fuck her.
Probably the time I did a BDSM session with a guy who requested a gfe session! Lol. Yeah. I did that. He kinda liked it at first, but admitted he wasn't really into being naked crawling around on all fours! Hmmm. Then there was the time a massage guy got a gfe for a significant amount less, but it was my mistake. I had to honor it.

I don't ever do BDSM & GFE on the same day anymore! There was the time with the cannibal guy, but I'm still too traumatized over that to speak about it!
Performing DATY on a lady who I did not know was a squirter; came like a fire hose and surprised the hell out of me. I was embarrassed by my uncontrollable laughter.

But I loved it...
Wiley Fuchs's Avatar
Same cuckold experience as i posted about in another thread. I was in 69 with his wife on top of me. As i worked my tongue inside, it became entangled with a string. I realized she was packing a tampon, yelled WTF, and tried to push her off of me. She slid off of me and ran to the bathroom. The cuck was sitting in the corner silently, and i was bitching about her failure to disclose the need for a tampon. She comes back and announces "That thing just popped right out." Comic relief helped and we moved on to more fun.
VLombardi's Avatar
I showed up to a 10:00am appointment once and the provider was obviously awakened by my knock on the door. She answered the door with bed head, tee-shirt and granny panties. Realized her mistake and went into total apology mode.

It was awesome to see her without all the bullshit make up and perfect attire. We laughed our asses off as she ran to brush her teeth. It was one of the best sessions of my hobby life. The SBE, Sleeping Beauty Experience!

She is still on the ATF list for me.