Pickering Angels
Ashley Madison

Tell us your best / most wild encounter

Damnthatsnice

New member
Feb 22, 2021
21
10
3
Lets try to have some fun with rhe current situation as not much of us are still hobbying.



Care to share your craziest / best session stories you have ever had and with what provider ?
 

NotADcotor

Well-known member
Mar 8, 2017
609
256
63
Heading to the location and getting a call which I can't answer because I am driving. I get there, she ignored my call once I get to her region [on time BTW] Oh well.

Another time I had brutal problems finding the location.

A third time I didn't realize the Gardner was under yearly cleanup and what normally would take an hour or less [Hamilton to North York] took 2 hours as the 401 had to do double duty.
Lucky for me I left 2 hours early because this Ninja likes to show up on time. Was however in a panic most of the trip.


I don't live an exciting life.
 

Mandalorian

My friends call me Mando
Nov 13, 2020
196
239
43
Once requested a duo SP session in the GTA. I showed up at the incall and discovered that not only did both girls just met each other but both have never had any experience with another female. Awkward introductions made and it ended up being one of the wildest sessions I’ve ever had.
 

walk

Member
May 11, 2009
253
7
18
What ever happened to Penny? I met her socially quite a few years ago, she was so my type but I didn't take the plunge to see her, heard she moved away. Would definitely love to connect with her if she were still around!
 

jazzbox

Active member
Jan 29, 2009
716
87
28
What ever happened to Penny? I met her socially quite a few years ago, she was so my type but I didn't take the plunge to see her, heard she moved away. Would definitely love to connect with her if she were still around!
I heard she moved south of the city (Ottawa) and did some SP work there but, as was her style, in an on again off again manner. I saw he about half a dozen times with each being a different experience. I think she had a genuine oral fetish that I was pleased to indulge. Penny is just an all round attractive woman.
 
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mikesalami

Member
Jul 21, 2018
93
33
18
I heard she moved south of the city (Ottawa) and did some SP work there but, as was her style, in an on again off again manner. I saw he about half a dozen times with each being a different experience. I think she had a genuine oral fetish that I was pleased to indulge. Penny is just an all round attractive woman.
Please let me know if you find out that Penny is back, lol.
 
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busker

Member
Mar 10, 2006
48
27
18
So many to choose from... one of my favorites was going to a brothel in Frankfurt during the final game of the world cup, called FKK OASE Germany vs Argentina. Dont remember her name, but she was a gorgeous Greek woman. When Germany Scored, and I was banging her, she went crazy! The entire brothel went crazy! everyone screaming and she was screaming GOAL!!! cant say I lasted too long after that. Was definitely my most memorable experiences.
 

ottawa_seal

Member
Nov 12, 2014
84
10
8
The Ottawa scene has died down. One of my wildest was several years ago with, let’s call her, April. I generally don’t repeat, but April had the eyes of a cat, the body of a tall egyptian goddess and the sexual energy of the devil. When I arrived for my second visit, it was in a different location from the first sketchy place in Vanier; it was the exact bachelor apartment I used to live in years prior, now being rented out by someone to providers. I’m like...what are the chances. As soon as April saw me at the front door, her eyes got possessed by satin. She grabbed me by the hand, hurried me to the bed and literally ripped my shirt off where all the buttons popped off. Needless to say, we went at it. She was primal - maskera down her face, scratch marks on my back and bite marks on my collar. After that, we put our underwear back on and she asks if it’s cool if her girl friend comes over to hang out. Sure, why not. This girl comes, not nearly as attractive, but super nice with food for the three of us - a welcome surprise. We munch and then the friend says “let’s get some drinks at my place.” At this point it’s about 10PM, I’m in the back seat and she is speeding through intersections. The windows are down and the girls in the front are blasting and singing along to Spice Girls. We get to this small house on the Quebec side, I have no idea where, and we walk in. The friend fixed us all drinks and snacks. We hang out, share stories, laughs, music etc. The two of them start doing lines and are having a good time. Later on, April asks me to come over to her place. I go, we bang again, and we pass out in her bed. I wake up early the next morning and Uber home. All from a 1h repeat appointment. Never saw her again, unfortunately.
 
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Red Spyder

Member
Nov 11, 2020
50
4
8
The Ottawa scene has died down. One of my wildest was several years ago with, let’s call her, April. I generally don’t repeat, but April had the eyes of a cat, the body of an egyptian goddess and the sexual energy of the devil. When I arrived for my second visit, it was in a different location from the first sketchy place in Vanier; it was the exact bachelor apartment I used to live in years prior, now being rented out by someone to providers. I’m like...what are the chances. As soon as April saw me at the front door, her eyes got possessed by satin. She grabbed me by the hand, hurried me to the bed and literally ripped my shirt off where all the buttons popped off. Needless to say, we went at it. After that, we put our underwear back on and she asks if it’s cool if her girl friend comes over to hang out. Sure, why not. This girl comes, not nearly as attractive, but super nice with food for the three of us - a welcome surprise. We munch and then the friend says “let’s get some drinks at my place.” At this point it’s about 10PM, I’m in the back seat and she is speeding through intersections. The windows are down and the girls in the front are blasting and singing along to Spice Girls. We get to this small house on the Quebec side, I have no idea where, and we walk in. The friend fixed us all drinks and snacks. We hang out, share stories, laughs, music etc. The two of them start doing lines and are having a good time. Later on, April asks me to come over to her place. I go, we bang again, and we pass out. I wake up early the next morning and Uber home. All from a 1h repeat appointment. Never saw her again, unfortunately.
You sir, are quite the lucky mother fucker.
Is this April still working by any chance? lol
 

MikeO

Active member
Jun 9, 2017
269
131
43
Is it just me or does "wild" not connote an adventure that is some combination of imaginative; unusual (perhaps in location); fun; great; exhausting; spontaneous; perhaps can't be repeated but welcome...along the lines of "best"? "Scary", on the other hand, is very likely the opposite...something you'd prefer not to repeat.

Several years ago, I broke an arm and had to endure 9 weeks with it in a sling, unable to lie down and sleeping only on a recliner. I mostly enjoy outcalls and have very fond recollections of some unexpectedly "wild" times to which a couple of very understanding and creative ladies treated me....very fond memories that will prevent me from ever parting ways with my Lazy Boy chair and my dining room table, as well as 'dining' at the kitchen counter, stand up BBBJs and doggies bent over the side of the bed. Yes, I have since cleaned the table and counter top. In one case, with the lady spread naked across the bedroom window of my high rise apartment while I took her from behind. One real sweetheart was a student nurse and she commented that I couldn't have chosen a better 'caregiver'. Those times were all, for me at least, a tad on the "wild side" but certainly not "scary". I didn't realize at the time how special they really were, and no, I'm NOT going to break anything again just to fuel my lust.
 
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ButtMonkey

Active member
Apr 24, 2007
367
151
43
Twas a cold April 2020 evening. We had been in lockdown for a few weeks already, trying to figure out whats next. My workplace main office was shutdown and nobody had access unless we needed specific technical equipment that could not be brought home. I wanted to see a long time regular ive been seeing regularly over for years. She host at home, but with the lockdown her SO was always there. So no go. Until I invented some BS excuse about tech equipment requirement for the SO, and planned an evening at the office with my regular. I commissioned the whole office IT, so I know where the security cameras are. Coast was clear.

We had the whole open concept office to ourselves, we kept the lights off, for a nice ambiance. We did it all: started out with stripping and making out on the reception lobby couch, I got a superb BJ while sitting butt naked in the CEO fancy leather chair. I ate my partner until she squirted on the VPs desk. We tried mish on the boardroom table. And finally finished with a nice butt fucking session on the kitchen counter. Perfect cue, as Im all sweaty, pumping the last bit of my orgasm, all the office lights suddenly turn on... My partner and I bolted for the nearest office to hide. We try to figure out where are clothes are... still at the reception area. a good ~20m from our current spot. We are both naked, we don't know who just turned on the light.

I managed to find a jacket and put it around my waist and sprint over the reception. I then got face to face half naked with our regular office cleaner. He recognized me, realized the situation when seeing the clothes all over the reception. And politely walked away. To this day, we have not spoken about it. But he always has that little smirk on his face that didn't use to be there when he says Hi.
 

rexscott

Member
Aug 18, 2020
44
21
8
Years ago, a beautiful 20-something SP, cheerleader type, not only willing to DFK, but would lean in to me, her saliva-covered tongue sticking out at me for me to suck if I was so inclined.
 

Bbw hunter

Active member
Dec 17, 2018
625
215
43
I saw an agency girl who agreed to do a role play with me. She pretended to be my naughty stepdaughter who seduced me while I was watching TV. Even brought a special outfit for the occasion to make herself look more like a teen. Damn it was hot...the sex was intense...she was multi orgasmic as well.
Unfortunately she is now retired. This wasn't in Ottawa. 🐺
 

Nesbot

Well-known member
Jan 25, 2016
1,535
294
83
I saw an agency girl who agreed to do a role play with me. She pretended to be my naughty stepdaughter who seduced me while I was watching TV. Even brought a special outfit for the occasion to make herself look more like a teen. Damn it was hot...the sex was intense...she was multi orgasmic as well.
Unfortunately she is now retired. This wasn't in Ottawa. 🐺
uhhhhh
 

MuonGminus2

Life only exists at the speed of light
Apr 26, 2021
77
53
18
I saw an agency girl who agreed to do a role play with me. She pretended to be my naughty stepdaughter who seduced me while I was watching TV. Even brought a special outfit for the occasion to make herself look more like a teen. Damn it was hot...the sex was intense...she was multi orgasmic as well.
Unfortunately she is now retired. This wasn't in Ottawa. 🐺
Your stepdaughter retired before you? She couldn't have been that young then! 😁