Toronto Escorts

My hobbyist experience over the years

JaywithoutBob

Member
Mar 13, 2022
47
74
18
Kingston
Well, after reading a ton of reviews on TERB, I've decided that I would like to share my experiences with MA's and SP's over the past 31 years!

80 % of my experiences have been with MA's. Strictly because of the safety factor! Knowing that you're going to an established location, for me, is paramount to safety. For everyone!

This will end up being broken down into several parts beginning with my first time!

I'd like to preface that I am a victim of sexual assault at a very young age. I was 6 years old and was sexually assaulted by my Uncle on several occasions. It's always been hard for me to develop a serious relationship. Whether this stems from my abused past, I don't know? I've always had this sexual desire ever since I can remember. I remember seeing my first porn mag (Penthouse) when I was 6. I can remember the photoshoot too. A couple of women mud wrestling! It's always been an image I won't forget!

I have a BA in psych and have always been curious about sex and society. What role sex plays in a relationship, humanity vs nature and demonizing the importance of HEALTHY sex. Most, if not all, of what I know about sex prior to University, came from a magazine. I was a virgin up until I was 17.

It wasn't till I entered into University I began to heal. Better understood my sexuality (I've always known I am hetero) and grew.

Now you know a bit about me.

My first time with an SP!

It was the Spring of 1991 and the day I lost my virginity. I was at the Playmates (with the boys). Times were different then. I was never carded. Nor were my buddies. We'd hit up clubs and shit on the weekends. This particular time, we decided to watch some Canadian Folk Dancers! I had just got my tax return and it was time to have fun!

Well, there was this one gal. Probably about 30 and she was selling tickets for a lap dance. $2 a pop. Shes all flirty with me and I buy one from her. She says to me "I'd LOVE to have some fun with you in the champagne room..."

Low and behold, my number is called! She immediately grabs my hand and in the room we go. She right away strips down and sits on my lap just gyrating and grinding on me. 17 and I'm hard as a rock. The song finishes and she stops. She starts getting dressed.

For whatever reason, I just lean forward and kiss her on the lips. Well FUCK ME! She stops and right away cradles me and we start with DFK as she's rubbing my crotch. She grabs my hand, puts it on my thigh, opens my hand and says "Don't move" Turns around as I see her ass and sits on my fingers. My first time feeling an insanely wet pussy. Like dripping down my fingers wet. She continues to rub my hard-on while it's trying to break out of my jeans. I tell her to stop because I was about to blow.

So, she stands up and slams her ass right into my face and says "Eat my pussy" Thank God for Swank mag! Bear in mind, I don't even think the second song was over yet. She's moaning...and really loud! To the point where the bouncer walks by to see what's going on. Dodged a bullet. She says to me "Don't worry. He won't be back for awhile."

She stands up, undoes my jeans and pulls them just past my ass. She straddles me and I can feel how hot and wet she is. She says to me "I want that young cum inside me!" About 3 strokes up and down and I pull out. Blow my load all over her hairy pussy. And it's a mess! Black lights all over. It looked like a fuckin crime scene after a luminol test!

She leans into me and kisses me hard! Says "Thank you. I'm tired of using my toys..." WTF?! She's cleaning me up while I pull my wallet out from my jeans that's hanging off my ass and I hand her $40. I say "For the dances..." She gives me back $10 and says "It was only 3 songs...but you can buy me a drink..."

So, I'm thinking did the boys pay for this?

I stand up, pull my pants up and she says "Come with me..." Grabs my hand, we go to the bar, I order her a drink and she gives me her name and number. She says to me "I work evenings. Whenever you want to fuck me. Give me a shout! I have to make some money. I'll come by and see you later..."

I get back to my buddies and say "Let's go!" Like I'm traumatized. I just fucked some woman I don't know. No condom. Do I have AIDS? This is what's going through my head. Paranoia. To the point I NEED to get tested!!! So, I fake being sick and go to my Family PhD. I explained the situation and he tells me "You're flirting with danger!" Gives me an antibiotic and some other pill and says "Finish this prescription. I wouldn't suspect you have an STD but to be on the safe side..." A lecture from him about the risks. From that day forward, I've worn a condom with all SP's.

I never mentioned a word about this to anyone till now.

I never did call Claire. To this day, I wonder how she is?! We never went back to Playmates. We found out about Pink Panthers...lol.

That was my first time and first SP.

More to come.
 

MikeO

Well-known member
Jun 9, 2017
487
711
93
Well, after reading a ton of reviews on TERB, I've decided that I would like to share my experiences with MA's and SP's over the past 31 years!

80 % of my experiences have been with MA's. Strictly because of the safety factor! Knowing that you're going to an established location, for me, is paramount to safety. For everyone!

This will end up being broken down into several parts beginning with my first time!

I'd like to preface that I am a victim of sexual assault at a very young age. I was 6 years old and was sexually assaulted by my Uncle on several occasions. It's always been hard for me to develop a serious relationship. Whether this stems from my abused past, I don't know? I've always had this sexual desire ever since I can remember. I remember seeing my first porn mag (Penthouse) when I was 6. I can remember the photoshoot too. A couple of women mud wrestling! It's always been an image I won't forget!

I have a BA in psych and have always been curious about sex and society. What role sex plays in a relationship, humanity vs nature and demonizing the importance of HEALTHY sex. Most, if not all, of what I know about sex prior to University, came from a magazine. I was a virgin up until I was 17.

It wasn't till I entered into University I began to heal. Better understood my sexuality (I've always known I am hetero) and grew.

Now you know a bit about me.

My first time with an SP!

It was the Spring of 1991 and the day I lost my virginity. I was at the Playmates (with the boys). Times were different then. I was never carded. Nor were my buddies. We'd hit up clubs and shit on the weekends. This particular time, we decided to watch some Canadian Folk Dancers! I had just got my tax return and it was time to have fun!

Well, there was this one gal. Probably about 30 and she was selling tickets for a lap dance. $2 a pop. Shes all flirty with me and I buy one from her. She says to me "I'd LOVE to have some fun with you in the champagne room..."

Low and behold, my number is called! She immediately grabs my hand and in the room we go. She right away strips down and sits on my lap just gyrating and grinding on me. 17 and I'm hard as a rock. The song finishes and she stops. She starts getting dressed.

For whatever reason, I just lean forward and kiss her on the lips. Well FUCK ME! She stops and right away cradles me and we start with DFK as she's rubbing my crotch. She grabs my hand, puts it on my thigh, opens my hand and says "Don't move" Turns around as I see her ass and sits on my fingers. My first time feeling an insanely wet pussy. Like dripping down my fingers wet. She continues to rub my hard-on while it's trying to break out of my jeans. I tell her to stop because I was about to blow.

So, she stands up and slams her ass right into my face and says "Eat my pussy" Thank God for Swank mag! Bear in mind, I don't even think the second song was over yet. She's moaning...and really loud! To the point where the bouncer walks by to see what's going on. Dodged a bullet. She says to me "Don't worry. He won't be back for awhile."

She stands up, undoes my jeans and pulls them just past my ass. She straddles me and I can feel how hot and wet she is. She says to me "I want that young cum inside me!" About 3 strokes up and down and I pull out. Blow my load all over her hairy pussy. And it's a mess! Black lights all over. It looked like a fuckin crime scene after a luminol test!

She leans into me and kisses me hard! Says "Thank you. I'm tired of using my toys..." WTF?! She's cleaning me up while I pull my wallet out from my jeans that's hanging off my ass and I hand her $40. I say "For the dances..." She gives me back $10 and says "It was only 3 songs...but you can buy me a drink..."

So, I'm thinking did the boys pay for this?

I stand up, pull my pants up and she says "Come with me..." Grabs my hand, we go to the bar, I order her a drink and she gives me her name and number. She says to me "I work evenings. Whenever you want to fuck me. Give me a shout! I have to make some money. I'll come by and see you later..."

I get back to my buddies and say "Let's go!" Like I'm traumatized. I just fucked some woman I don't know. No condom. Do I have AIDS? This is what's going through my head. Paranoia. To the point I NEED to get tested!!! So, I fake being sick and go to my Family PhD. I explained the situation and he tells me "You're flirting with danger!" Gives me an antibiotic and some other pill and says "Finish this prescription. I wouldn't suspect you have an STD but to be on the safe side..." A lecture from him about the risks. From that day forward, I've worn a condom with all SP's.

I never mentioned a word about this to anyone till now.

I never did call Claire. To this day, I wonder how she is?! We never went back to Playmates. We found out about Pink Panthers...lol.

That was my first time and first SP.

More to come.
Thanks for sharing your little piece of history. I sympathize with you for your suffering. Bless Claire, as I'm sure you have done many times conjuring up your fond memories of her.
 
Last edited:

Sonic Temple

Dreamers learn to steer by the stars
Feb 14, 2020
15,853
23,169
113
Cheers mate, glad you came out healthy after your trauma - sorry to hear you had to go through that at the age of 6 - its crazy the demons that are out there walking this earth - especially those fkn demons that pose as family.
 

JaywithoutBob

Member
Mar 13, 2022
47
74
18
Kingston
Cheers mate, glad you came out healthy after your trauma - sorry to hear you had to go through that at the age of 6 - its crazy the demons that are out there walking this earth - especially those fkn demons that pose as family.
Thank you!

It was a daily battle. Still is a daily battle. I have a hard time developing strong male relationships. I thank God I had the friends I did in HS! Back in the 70's/80's, there was no mental support either. This shit stays with you. The PTSD doesn't go away but I deal with it.

You know what's funny. I was the Family babysitter at 13. The oldest grandchild and watched over every one of my cousin's except for one! Guess who that was!

I guarantee with every ounce of my fucking body, not a single drop of that evil I experienced as a kid, would or will ever be passed on to any child, teen or adult!
 

Willie Layer

Well-known member
Oct 21, 2021
319
649
93
Great post, thanks for sharing.

Never been to Playmates. Actually haven’t been to a rippers in ages as it always seem to be low value but I guess your story changes all that 😁
 

JaywithoutBob

Member
Mar 13, 2022
47
74
18
Kingston
Sounds like an interesting experience, I have had a couple at the strip club, but nothing quite compared to your story.
Oh! There's more to come!
Well, after reading a ton of reviews on TERB, I've decided that I would like to share my experiences with MA's and SP's over the past 31 years!

80 % of my experiences have been with MA's. Strictly because of the safety factor! Knowing that you're going to an established location, for me, is paramount to safety. For everyone!

This will end up being broken down into several parts beginning with my first time!

I'd like to preface that I am a victim of sexual assault at a very young age. I was 6 years old and was sexually assaulted by my Uncle on several occasions. It's always been hard for me to develop a serious relationship. Whether this stems from my abused past, I don't know? I've always had this sexual desire ever since I can remember. I remember seeing my first porn mag (Penthouse) when I was 6. I can remember the photoshoot too. A couple of women mud wrestling! It's always been an image I won't forget!

I have a BA in psych and have always been curious about sex and society. What role sex plays in a relationship, humanity vs nature and demonizing the importance of HEALTHY sex. Most, if not all, of what I know about sex prior to University, came from a magazine. I was a virgin up until I was 17.

It wasn't till I entered into University I began to heal. Better understood my sexuality (I've always known I am hetero) and grew.

Now you know a bit about me.

My first time with an SP!

It was the Spring of 1991 and the day I lost my virginity. I was at the Playmates (with the boys). Times were different then. I was never carded. Nor were my buddies. We'd hit up clubs and shit on the weekends. This particular time, we decided to watch some Canadian Folk Dancers! I had just got my tax return and it was time to have fun!

Well, there was this one gal. Probably about 30 and she was selling tickets for a lap dance. $2 a pop. Shes all flirty with me and I buy one from her. She says to me "I'd LOVE to have some fun with you in the champagne room..."

Low and behold, my number is called! She immediately grabs my hand and in the room we go. She right away strips down and sits on my lap just gyrating and grinding on me. 17 and I'm hard as a rock. The song finishes and she stops. She starts getting dressed.

For whatever reason, I just lean forward and kiss her on the lips. Well FUCK ME! She stops and right away cradles me and we start with DFK as she's rubbing my crotch. She grabs my hand, puts it on my thigh, opens my hand and says "Don't move" Turns around as I see her ass and sits on my fingers. My first time feeling an insanely wet pussy. Like dripping down my fingers wet. She continues to rub my hard-on while it's trying to break out of my jeans. I tell her to stop because I was about to blow.

So, she stands up and slams her ass right into my face and says "Eat my pussy" Thank God for Swank mag! Bear in mind, I don't even think the second song was over yet. She's moaning...and really loud! To the point where the bouncer walks by to see what's going on. Dodged a bullet. She says to me "Don't worry. He won't be back for awhile."

She stands up, undoes my jeans and pulls them just past my ass. She straddles me and I can feel how hot and wet she is. She says to me "I want that young cum inside me!" About 3 strokes up and down and I pull out. Blow my load all over her hairy pussy. And it's a mess! Black lights all over. It looked like a fuckin crime scene after a luminol test!

She leans into me and kisses me hard! Says "Thank you. I'm tired of using my toys..." WTF?! She's cleaning me up while I pull my wallet out from my jeans that's hanging off my ass and I hand her $40. I say "For the dances..." She gives me back $10 and says "It was only 3 songs...but you can buy me a drink..."

So, I'm thinking did the boys pay for this?

I stand up, pull my pants up and she says "Come with me..." Grabs my hand, we go to the bar, I order her a drink and she gives me her name and number. She says to me "I work evenings. Whenever you want to fuck me. Give me a shout! I have to make some money. I'll come by and see you later..."

I get back to my buddies and say "Let's go!" Like I'm traumatized. I just fucked some woman I don't know. No condom. Do I have AIDS? This is what's going through my head. Paranoia. To the point I NEED to get tested!!! So, I fake being sick and go to my Family PhD. I explained the situation and he tells me "You're flirting with danger!" Gives me an antibiotic and some other pill and says "Finish this prescription. I wouldn't suspect you have an STD but to be on the safe side..." A lecture from him about the risks. From that day forward, I've worn a condom with all SP's.

I never mentioned a word about this to anyone till now.

I never did call Claire. To this day, I wonder how she is?! We never went back to Playmates. We found out about Pink Panthers...lol.

That was my first time and first SP.

More to come.
My second time was much later in life.

I pretty much lived an uneventful 20's. Fatherhood in my early 20's. Finished school, was engaged a few times but that never worked out. Career oriented and driven.

My 30's and I meet this AMAZING woman! Married her and life is grand! But I've this overwhelming urge to just fuck it all up. Which I did. Like happiness isn't for me, right? And I mean it! She was the one!

I end up on these strip club binges. Spending a couple hundred here, a couple hundred there.

One evening, I'm at Barbarella's. I meet this woman. Early 20's. FUCKING GORGEOUS! Like 10 out of 10. Rock hard body! Blonde hair and these blue eyes! DAMN! She has her hooks in me. I see her a few times over the course of a month.

This one weekend in Spring, my wife at the time decides she's going to visit her parents in Montreal with her Sister. They were having a bachelorette night for one of their cousins. No need for me to be there.

Call up a few buddies. We hit up the Senators playing that night. Against the Ducks. The Stanley Cup Finals. Sens win in a much needed victory to stay alive. One of the guys says "Let's hit up Barb's!" Well, I'm game!

Get there and who do I run into just as I walk through the door? My Goddess Bianca! Dressed in this tight black bikini. Right away, she gives me this HUGE hug! I whispered in her ear "I can't tonight. Out with the boys..." And she kind of walks away pissed. Thinking whatever!

One of my buddies looks and says "Who the fuck was that?" "Old friend...." Anyway. Later that night, the boys are out smoking which gives Bianca an opportuniyty va q. She sits and we chat for a bit. She says "Why don't you want me tonight? Am I not good enough for you?" As she pulls awaú y y yt?11qqy her bikini bottom string and shows off her clean shaven pussy...

I tell her I can't tonight. It just wouldn't look good. In front of my boys who's partners are friends with my wife! So, she ups and leaves. I'm trying to be cordial but all I can think of is Bianca.
Great post, thanks for sharing.

Never been to Playmates. Actually haven’t been to a rippers in ages as it always seem to be low value but I guess your story changes all that 😁
It's a matter of connecting with the right gal. There are a few that are open to extras but that's an adventure for you to seek. Lol!

Keep in mind, not all are as open either. They are also human and treating the women with respect is crucial. Getting a vibe from them!

I actually met this marvelous woman at the NuDen 12 years ago. We were together for a couple years. We still keep in touch. Her Son and my Daughter are good friends too.
 

JaywithoutBob

Member
Mar 13, 2022
47
74
18
Kingston
Oh! There's more to come!


My second time was much later in life.

I pretty much lived an uneventful 20's. Fatherhood in my early 20's. Finished school, was engaged a few times but that never worked out. Career oriented and driven.

My 30's and I meet this AMAZING woman! Married her and life is grand! But I've this overwhelming urge to just fuck it all up. Which I did. Like happiness isn't for me, right? And I mean it! She was the one!

I end up on these strip club binges. Spending a couple hundred here, a couple hundred there.

One evening, I'm at Barbarella's. I meet this woman. Early 20's. FUCKING GORGEOUS! Like 10 out of 10. Rock hard body! Blonde hair and these blue eyes! DAMN! She has her hooks in me. I see her a few times over the course of a month.

This one weekend in Spring, my wife at the time decides she's going to visit her parents in Montreal with her Sister. They were having a bachelorette night for one of their cousins. No need for me to be there.

Call up a few buddies. We hit up the Senators playing that night. Against the Ducks. The Stanley Cup Finals. Sens win in a much needed victory to stay alive. One of the guys says "Let's hit up Barb's!" Well, I'm game!

Get there and who do I run into just as I walk through the door? My Goddess Bianca! Dressed in this tight black bikini. Right away, she gives me this HUGE hug! I whispered in her ear "I can't tonight. Out with the boys..." And she kind of walks away pissed. Thinking whatever!

One of my buddies looks and says "Who the fuck was that?" "Old friend...." Anyway. Later that night, the boys are out smoking which gives Bianca an opportunity. She sits and we chat for a bit. She says "Why don't you want me tonight? Am I not good enough for you?" As she pulls her bikini bottom string and shows off her clean shaven pussy...

I tell her I can't tonight. It just wouldn't look good. In front of my boys who's partners are friends with my wife! So, she ups and leaves.

It's 1 and we're all set to leave. Before I leave, I figure why the fuck not? I ask her what time she finishes at? She asks for my phone and gives me her number. She says "Call me later tonight. If you're not busy and we can chat..."

I jump into my car and decide to head home. Get home and figured I'd give Bianca a call. Sure enough, she's just leaving the club. After a very short convo, she drops the scenario. $200 for an hour or $600 for the night. I give her my address and she's at my place in short time. All I have to say is WOW! This woman was very comfortable with her body. I should say confident with her sexuality! A HUGE turn on when a woman has ZERO issues with what they like in the sac. AND my first time doing anal! FUCK!

She spent the night and woke with her giving me head. Round 2 was even better than round one.

We both shower and just stand there. Embracing each other. A nice moment. I really enjoyed Bianca's company. I took her out to breakfast and she was gone out of my life forever!

She stopped stripping the following week (as I was told she quit). I tried every single club in Ottawa and no dice.

I'm on FB a few years ago and recognize this beautiful woman who's face popped up on people I may know. She's a lawyer with a beautiful family and 2 kids! How great is that?!

It's a matter of connecting with the right gal. There are a few that are open to extras but that's an adventure for you to seek. Lol!

Keep in mind, not all are as open either. They are also human and treating the women with respect is crucial. Getting a vibe from them!

I actually met this marvelous woman at the NuDen 12 years ago. We were together for a couple years. We still keep in touch. Her Son and my Daughter are good friends too.
 
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JaywithoutBob

Member
Mar 13, 2022
47
74
18
Kingston
How many of you guys ever used the back of the Ottawa Sun for Escorts?

My thirties brought a lot of partying. I established a new group of friends, I had an amazing career and was making a name for myself with a certain financial group.

Recently single and enjoying life.

An agency I used a number of times back in the early 2000's was Ottawa Escort Services. I think it was OES? They had a website with their rates and selection of gorgeous women. You would call them and schedule an outcall. They had a driver drop the girl off. I believe the rates were $200 for the hour?

The first woman I met, I had this amazing encounter with. GORGEOUS! A red head with this dragon tattoo running up her rib cage. I remember her checking out my cock before giving me head.

The second gal I met was this brunette. Stunning as well. I remember we were well past the hour and she gets a call from the driver. She answers it while she's riding me and moaning "I'm cumming..." Yup! That happened while she's squirting. Impeccable timing.

The third gal I met. Well, she was my regular. She was a student at U of O. Gorgeous blonde and these insanely striking blue eyes. She was from NB but was schooling here in Ottawa. Intelligent, fun and an insatiable sexual appetite. She insisted on the MSOG.

I was hitting up strip clubs as well and just enjoying being a bachelor again.
 

MikeO

Well-known member
Jun 9, 2017
487
711
93
How many of you guys ever used the back of the Ottawa Sun for Escorts?

My thirties brought a lot of partying. I established a new group of friends, I had an amazing career and was making a name for myself with a certain financial group.

Recently single and enjoying life.

An agency I used a number of times back in the early 2000's was Ottawa Escort Services. I think it was OES? They had a website with their rates and selection of gorgeous women. You would call them and schedule an outcall. They had a driver drop the girl off. I believe the rates were $200 for the hour?

The first woman I met, I had this amazing encounter with. GORGEOUS! A red head with this dragon tattoo running up her rib cage. I remember her checking out my cock before giving me head.

The second gal I met was this brunette. Stunning as well. I remember we were well past the hour and she gets a call from the driver. She answers it while she's riding me and moaning "I'm cumming..." Yup! That happened while she's squirting. Impeccable timing.

The third gal I met. Well, she was my regular. She was a student at U of O. Gorgeous blonde and these insanely striking blue eyes. She was from NB but was schooling here in Ottawa. Intelligent, fun and an insatiable sexual appetite. She insisted on the MSOG.

I was hitting up strip clubs as well and just enjoying being a bachelor again.
Great that you had such a fantastic time.. Makes me want to sing "Those Were the Days". I felt the same when I started hobbying... at 64! Covid kind of killed a lot of that... including concerts, dinners out, comedy clubs,, CFL games, easy informal meets with ladies while walking my service dog... difficult while everyone was masking. "You can get on the elevator...just don't try and kiss me!" was my line that got a lot of laughs. The service my dog performs is helping me meet nice ladies. Thank DOG ("god" spelled backwards). Things just getting back to normal now, although prices for everything are elevated. Now costs more to fill you gas tank than it did before to get laid! I do remember the escort ads in the Sun, but I was married then and totally unconnected with the hobbying.

What is MSOG?... don't ask the Senators, because most of them don't.
 
Last edited:
Ashley Madison
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