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What are your craziest or most awkward sex stories involving more than two people? I'll start...

NSFW

When I was 18 or so (I'm a dude) my friend (also a dude) was invited to a hotel party by a female co-worker of the restaurant he worked at.  He in turn invited me to head over with him.  All we knew was that there would be booze and that we shouldn't dress too sloppy. Cool! A hotel room party with beer!

We arrived and knocked quietly on the door. We could hear people inside, so we waited. After a minute the girl my friend knew cracked the door open, then slipped out keeping the door shut as much as possible.

That's when we found out there was some kind of swingers/porn party going on inside. She said we could come in and hang out and not feel like we had to do anything but watch, eat and drink. Uhhhhh... okay. We decided to enter the party.

Immediately our eyes were bombarded by what I can only describe as a full blow orgy involving about 12 people. And they weren't young, gorgeous, super sexy people. Just normal looking, everyday people. Except naked... and fucking the shit out of each other.

My friend and I looked at each other uncomfortably and kinda sat down expressionless. There was another man with a camera setup in the room adjacent to us taking pictures of the girls in nude. Later he came up to us, and politely showed us his work. Lots of porn magazines which he flipped through and would turn to a page and enthusiastically tell us which were his. He offered to fly us down south to an island and said it would be an all expense paid trip etc... all we had to do was have sex with women and let him take our picture. We both declined the offer, but I still wonder what that would've been like.

The thing I'll never forget is this random balding guy having sex, then running from one side of the hotel room to the other, slamming down on his knees in front of this much younger girl and just started eating the shit out of her pussy... was crazy...

We did end up getting drunk and having his coworker pour hot wax on our backs... and when we were really drunk I think we tried on some women's bikinis, but that's about as far as it went.

I have another story about a buddy leaving for the army in college and getting pissed on by a stripper... but I'll leave that for another time.

TL;DR Went to hotel party, ended up being orgy, got offer to do nude photos, got drunk underage and put on a bikini.

So what are YOUR craziest sexy time stories?

Posted Jul 10, 2012, 7:13 AM UTC

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