Toronto Passions

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

boomboom

Well-known member
Jun 29, 2003
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Central Ont. between here & there
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?
well come on, if you are asking.... you should be sharing too ;)
 

GameBoy27

Well-known member
Nov 23, 2004
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Fucking other people's wives/girlfriends. The dangerous part is when they always feel the need to clear their conscience and tell. cunts.
Thankfully, my friend's wives/girlfriends I've fooled around with can keep a secret. I have a couple more stories I'll share, but it's off to bed now. I know they often sound like letters to Penthouse, but they actually happened. I have no reason to lie.
 

Goodoer

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Feb 20, 2004
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GTA & Thereabouts...
Thankfully, my friend's wives/girlfriends I've fooled around with can keep a secret. I have a couple more stories I'll share, but it's off to bed now. I know they often sound like letters to Penthouse, but they actually happened. I have no reason to lie.
The stories are fun. They give me hope or spank-bank material. I miss the fun times with great women.

I could never touch a true friend's wife/GF. That's my noble hard line. I even get all awkward when other "hockey moms" flirt, grab your arm, etc. as I know the husbands.
 

Goodoer

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Feb 20, 2004
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GTA & Thereabouts...
Does rushing out for a SP session while my kid is at practice count as "risky"? I got back just in time.

I don't think God was happy with me as he wouldn't permit me to cum during the session. I took a long break after that one as I figured I had a problem...
 

anonemouse

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Aug 23, 2002
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Toronto
I drove from Toronto to London in a blizzard. I couldn't see more then 6 feet in front of me. The roads hadn't been plowed and were incredibly treacherous. I thought about turning around in Mississauga, but kept going until I had go so far I might as well continue. A couple of times I would drive and the car would start to shake because I was on the rumble strips on the side of the highway and had no idea I was that far over.

But it was for a girl I had a crush on in high school and we had been flirting online for a while.

Zero regrets, but I definitely earned it!
 

richaceg

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Feb 11, 2009
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I also remember getting a massage nearby WAGG and next day I heard it was raided...lol..this was back in '08-'09...can't even remember the name of the spa but it was full of european ladies...
 

boomboom

Well-known member
Jun 29, 2003
5,626
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Central Ont. between here & there
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?
so I asked this before with no response.... so I'm asking again since a few shared.... Jenesis what's your risky but great story
 

Jenesis

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so I asked this before with no response.... so I'm asking again since a few shared.... Jenesis what's your risky but great story
Sorry I thought I answered. I agree that sex work is risky.

I have done the outdoor thing. Fun on a plane, in water, the usual. LOL

oh and I have had one night stands. Protected sex of course but I would take men home from the club a lot.

If you want more detail, it will have to wait for a story on my site. ;)
 
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Akila Besos

Not the proudest moment of my life but when i was like 17-18 i had this SD that was a professor at OttawaU and anyways he asked me if i wanted to come party. Me being a dumb fuck who was sheltered most of her life said sure why not, anyways i got to his place around 5pmish we talk for abit and drink ....then he pulls out a few baggies of coke😑
So he starts doing lines and me not knowing what it is decides to try. I fucking snorted coke a few times with him that night a turned into a horny cat (when i say cat i mean legit cat meowing and purring ) and i start sucking him off then fucked him right on his sons bed 😶 few more rounds in various other locations of his house all while still high as a fucking kite. He gave me 700 the next morning once we both umm got sober ...we meet a few more times but i didnt do drugs again. Never again shall i go into that state or repeat that mistake
 

xix

Time Zone Traveller
Jul 27, 2002
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La la land
Fucking other people's wives/girlfriends. The dangerous part is when they always feel the need to clear their conscience and tell. cunts.
After you screwed them, they say " I promise I will never tell." And they do, it never fails unless she is nuts/crazy / or cold.
 

kherg007

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May 3, 2014
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On a bushwalk w a lady pal in kuringai (a park north of sydney) back in late 80s decide it might be interesting to have a root in the bush so we find a spot, go at it a bit and start some some doggy - she's standing hands on a rock and I'm pumping away and I'm almost in launch sequence when a bloody goanna (like a big lizard about 6 foot long, 3 feet of it tail) comes ambling out of the thicket...it was about 12 metres away and at 4 o'clock from her facing 12 oclock so she couldn't see it...(usually didnt take long to blow back then in my 20s) but the fear that the goanna might get spooked (they often dash up trees but have been known to dash up a human leg now and then) made me nervous so I couldn't blow - and she was really getting into the longer lasting me so I'm pumping and fretting the goanna and pumping and fretting pumping and fretting and can't blow and want to leg it on out (again, in my 20s, so was hard the whole time lol). The goanna is getting slowly closer (maybe smelling her charms lol) So finally shut my eyes and concentrate and blow (on the pill monogamous so ok to cip) and when i open my eyes it's about 5m away and I immediately steer her toward 10 o'clock quickly hustling her by the arm she says "stop! Wait my her legs feel like jelly, let me get my pants up" but i lie and say "i think i hear someone" and i'm pulling her up a slight hill and she's semi got her daks up with one hand and me dick is out dripping whilst I'm pulling her other arm (my other hand is holding up my stubbies) and then once about 15m away I pretend i just notice "crikey a bloody goanna just popped out of the thicket!" She let out a fear squeak and scrambled further up the hill. She thanked me for saving her...And we sniggered about our escapade for the rest of the bush walk and when I got back to the car I confessed what really happened - and she got a bit shirty that i didnt flee upon first notice of the goanna. And it was an awfully frosty ride home as i believe she plotted my murder lol.

Thus initial danger was the goanna, latter danger angry gf. About 48 hours later she finally laughed about it.
 

Asslvr9

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Oct 12, 2018
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I was in Winnipeg hanging out in a sex club called Aquarius in the basement dungeon.

A sexy milf came down yelling she wanted cum and layed down on this mushroom top large round couch.

Myself and 6 other guys surrounded her and she was blowing everyone.

I quickly took the dominant alpha position and she said she wanted my cum in her pussy so I fucked her bare. The little head not thinking.

She then begged me to cum inside which I obliged. After the next guy jumped in and commented how wet and warm her pussy was.

That was my first and most wild gangbang. Another crazy one was at Barnette Superstore in San Diego.
 

Jenesis

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Oh wait!!!!! I just remembered a good one.

I was at a party at a neighbours and her BF went down on me in the upstairs hall outside the bathroom, while her and the guest were downstairs. I guess that was pretty risky. I jus call it a good time. LOL

Ended up in a threesome with him and another guy a few weeks later.
 

Tomoreno

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Oct 4, 2020
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The riskiest sex ever one can have is an Oral sex with a cannibal.
 
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Chivas Regal

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Jul 5, 2002
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Had a date at Chartreuse in Kleinberg. We had the restaurant pretty much to ourselves as it was after nine. We had the round booth right beside the servers window into the kitchen. Enjoyed numerous drinks with dinner. My date had a short skirt on. Kissing led to fingering while the waiter was back and forth from he table. After a few visits he got the gist of what was going on. Finished dinner with a brandy and her orgasm....

After dinner, went for a stroll next door to the Doctors house. Received a complimentary BJ and sex with her facing the couch doors and me from behind. One of many great times in my life!
 
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