What is the riskiest thing you have done in order to have sex?

Jenesis

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Jul 14, 2020
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So reading the weirdest session thread, one poster took a big risk fucking a girl he just met in a bar, in a van with her male friend watching from the driver seats.

Pretty risky; but made for a great story.

So what have you done that was so risky, in order to get laid?
 
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richaceg

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Feb 11, 2009
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Went to one of the roughest area of the city at 2am just to get a bj from a coworker...looking back it wasn't worth it, but it was at that time...it wasn't even a good bj...this was in HK...
 
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dsc

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Oct 8, 2003
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Years ago picked up a “casino girl” in Vegas. Took a cab with her to her low budget off strip hotel because my room was occupied. Once there she received a phone call on the room phone, this was before cells were popular. She said you have to be absolutely quiet and I now assume it was her handler. Did the deed and cabbed back with her to the strip casino. Later I realized just how lucky I was that it didn’t go sideways. Would never do anything like that now.
 
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GameBoy27

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Nov 23, 2004
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Not sure if this counts, but here it goes. My wife and I were staying at a friend's cottage one summer. He was single but there was two other couples (friends of ours) there that weekend as well. We were all in the living room sitting around having drinks after dinner. Later in the evening, people began heading to their rooms one by one. Until it was just myself and my buddy's wife. She started playing footsies with me then rubbing my cock with her foot.

After a bit she gets up, takes my hand and leads me to the screened in porch just off the kitchen. She drops to her knees, pulls down my shorts and starts giving me a BJ. After a minute or two, she stands up, turn around, pulls her shorts down, bends over the table and we fuck like rabbits for a few more minutes. Hoping nobody would wake up. When I was about to cum, she turned around, took my cock in her mouth and swallowed every drop.

It was a pretty crazy experience. She and her husband weren't exactly in a happy relationship and ended up getting divorced a couple years later. Which explains why she was so damn horny that night. My wife and I ended up having a threesome with her on another occasion before they split up. Crazy good times!
 

Goodoer

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Feb 20, 2004
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GTA & Thereabouts...
1. Tag team MFM bareback anal with a stripper. She was hot and wanted it. I was 21 and invincible.
2. BBBJ at a house party from an acquaintance’s GF in a Kitchen while he was passed-out (a mere 15ft away) from booze. She later fucked me so hard on the concrete floor in a shitty little basement Laundry Room. She came and drenched me. Absolutely used me.
3. Fucked my GF in front of friends at a basement apartment party (Truth or Dare). That was pretty hot.
4. ... and yes... Got married.
 

Mr Bret

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Aug 13, 2012
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Back in my late teens.
Girlfriend's parents were away.
Was at her house with her best friend and my buddy.
Somehow ended up in my GF's bed with her best friend.
It was all great until my GF walked in on us and I was balls deep in her friend.
It was a quick and awkward exit.
 

Charlemagne

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Jul 19, 2017
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I tried to put up with her being on crystal meth, and then she started smoking it. I ended up leaving.
 

WetSeeker

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Jun 23, 2020
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Outdoor public sex, once fucked a woman I met at Hanlans in waist deep water, it was probably pretty obvious but hey wtf
Few other outdoor sex times at the beach and in parks - oral sex mostly, good memories
 

Goodoer

Well-known member
Feb 20, 2004
3,059
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GTA & Thereabouts...
1. Tag team MFM bareback anal with a stripper. She was hot and wanted it. I was 21 and invincible.
2. BBBJ at a house party from an acquaintance’s GF in a Kitchen while he was passed-out (a mere 15ft away) from booze. She later fucked me so hard on the concrete floor in a shitty little basement Laundry Room. She came and drenched me. Absolutely used me.
3. Fucked my GF in front of friends at a basement apartment party (Truth or Dare). That was pretty hot.
4. ... and yes... Got married.
Adding to my post!
4a. Barebacked my wife on our second date. Shot my load all over her. (1st date she blew me and swallowed every drop),
4b. Prior to the marriage, my wife wore a kilt without underwear. At a family function she took me aside hidden from view for doggy begging me to cum inside. I did. Pouring out of her. We were not dating long at that time...
(You can see why I married her...)
5. Creampied my GF (different one) on our first date. She was so hot (fitness/fashion model). She encouraged it. My dick convinced my brain it was okay because if she got pregnant, our kid would be awesome. We were together for years.

I realize my risk is the amount of BB sex I had... :unsure::p
 
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