Montreal Escorts

Most taboo fantasy

Rebaynia

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How bout they hire a MILF sp for the son instead?

I was going to comment on I don't get the need for it to be a milf, and if that actually is his preference, then so be it. I have seen young, legal men with a MILF fetish before, they're often sweet and beyond respectful, grateful someone is willing to take their desires seriously. They had to wait until they were legal to even be able to have access. It is them searching, not me. I don't see it any different than me being with an 80 yro who is looking to share time with me.

But I then realized he was 14 when that started, and that just made it a whole extra lvl of wrong. Better mom doing it herself, and not drag someone else into it. (Well not better, just less inclusion of of others in an unacceptable situation.)
An SP his age would have been another few more degrees of wrong to get involved in as well.

They should have just gotten him a toy that made self pleasure easier for him. Lol. He could have found his own solutions of what to use himself. We all have inventive minds on how to please ourselves when we feel the urge to.
American pie movie is a good example of that. Lol
 
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Aug 31, 2025
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How bout they hire a MILF sp for the son instead?
For what it's worth, fathers used to do that for their teenage sons back in the glorious days of Greco-Roman Antiquity. Most often a "sacred prostitute" / priestess of Aphrodite. Seen as an important rite of passage.
"Gaius, my son. You are a man now. I expect you will be starting a family of your own soon."
 
Aug 31, 2025
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I was going to comment on I don't get the need for it to be a milf, and if that actually is his preference, then so be it. I have seen young, legal men with a MILF fetish before, they're often sweet and beyond respectful, grateful someone is willing to take their desires seriously. They had to wait until they were legal to even be able to have access. It is them searching, not me. I don't see it any different than me being with an 80 yro who is looking to share time with me.
By the looks of it, it was only once they were legal that they were finally able to muster up the guts to lose their V-card with the aid of a pro. To a hopelessly virginal adolescent, something like buying/renting porno in secret (remember when we'd rent that stuff?) feels like a walk in the park after dark compared to climbing the mountain that is paying someone to get them laid. Under cover of anonymity, I have the freedom of revealing that I only lost my virginity at 23, to a lady of the evening. It seems young men are losing theirs at increasingly later ages, primarily due to how the ease of access to free smut greatly reduces the burning urge to fuck (as an anecdote: during the communist regime in the Eastern Bloc, I've heard testimonials that it was far more common for teenagers to go see "the girls", as smuggled porno magazines were few and far between so even after you and the other boys in class got your grubby hands on one, it wouldn't calm the biological urge for long until you were craving the real thing). To pro-abstinence sex ed types from the 80's-90's, I suppose this represents the best case scenario because hey, at least teen pregnancies are down.

Back on the subject of broken arms kid, from what I gather it was supposed to be a short-term fix while he was injured, but they both got too into it so it just kept going. Hiring a pro costs money for one, plus the hypothetical situation of hiring one "his age" (14) is the greasiest option by light years. Because well...child sexual trafficking. Given the massive popularity of MILF porn, I'd suppose more than one guy has asked himself the prickly hypothetical question of "man, if my mother looked THAT good, would I be tempted?". I prefer to stay the hell away from that question (my mother was a saint, we do not ask questions like that) but will admit that incest roleplay (could be as simple as me addressing my partner as "mommy") does feel weirdly satisfying. She has to be more on the mature side for it to really work tho.
 
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Now for something much more G-rated, at least in the context of my previous entry...I have a massive fetish for sexy, busty Christian chicks. As in nothing gets me hard like a pair of big tits with a crucifix hanging over them. I've always been a very spiritual person, I was raised Christian but lost my faith later in life, I've also experimented with various religious traditions while seeking which one made the most sense to me. Hell, at one point I was even a practicing Satanist (the religious kind, not the Church of Satan LARP for atheist edgelords) and the mention of Jesus would fill me with vitriolic hatred. But now that my spiritual journey has led me somewhere not THAT level of dark and macabre, I've developed something of a "Paradise Lost" affection for hot Christian bitches. Similar to the fallen angel who in his moments of weakness, looks up with a hint of nostalgia at the Heaven that he has turned his back on.

I believe some refer to it as the Mary Magdalene or "whore madonna" complex. As in she's a good girl, but she knows when and how to be a bad girl. And in the words of that Indian gentleman who sings on Youtube, "I am a very good bad boy" :p.

In case you're wondering: no, I'm not Italian. I'm aware that MILF incest fetish + Christian sexpot fetish single me out as the typical Italian "mammone" or momma's boy.
 

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Rebaynia

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www.rebaynia.com
By the looks of it, it was only once they were legal that they were finally able to muster up the guts to lose their V-card with the aid of a pro.

You are assuming. Often the younger ones are already expierienced with those their age, just not with an older woman, the v-cards have often been men between 21-35.

To a hopelessly virginal adolescent, something like buying/renting porno in secret (remember when we'd rent that stuff?)

Rent? Stole it from parents room. Even had a beta machine in my room at 9 yro with 3 movies to play, 1 of them being Porky's Revenge!

feels like a walk in the park after dark compared to climbing the mountain that is paying someone to get them laid. Under cover of anonymity, I have the freedom of revealing that I only lost my virginity at 23, to a lady of the evening. It seems young men are losing theirs at increasingly later ages, primarily due to how the ease of access to free smut greatly reduces the burning urge to fuck (as an anecdote: during the communist regime in the Eastern Bloc, I've heard testimonials that it was far more common for teenagers to go see "the girls", as smuggled porno magazines were few and far between so even after you and the other boys in class got your grubby hands on one, it wouldn't calm the biological urge for long until you were craving the real thing). To pro-abstinence sex ed types from the 80's-90's, I suppose this represents the best case scenario because hey, at least teen pregnancies are down.

Playboy wasn't that rare, every household seemed to at least have 1. They just had to know where their dads hiding spot was. And many boys admitted to jerking it to the lingerie section of the Sears catalog.

Back on the subject of broken arms kid, from what I gather it was supposed to be a short-term fix while he was injured, but they both got too into it so it just kept going. Hiring a pro costs money for one, plus the hypothetical situation of hiring one "his age" (14) is the greasiest option by light years. Because well...child sexual trafficking. Given the massive popularity of MILF porn, I'd suppose more than one guy has asked himself the prickly hypothetical question of "man, if my mother looked THAT good, would I be tempted?". I prefer to stay the hell away from that question (my mother was a saint, we do not ask questions like that) but will admit that incest roleplay (could be as simple as me addressing my partner as "mommy") does feel weirdly satisfying. She has to be more on the mature side for it to really work tho.

I think I've been called mommy more times by men slightly older then me, and not by those younger. And only a handful in a sexual context.
 
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Playboy wasn't that rare, every household seemed to at least have 1. They just had to know where their dads hiding spot was. And many boys admitted to jerking it to the lingerie section of the Sears catalog.
They were rare in communist Eastern Europe, lol. From info gathered from my elders, it was mostly German porno mags. All media from the "imperialist, decadent West" had to be smuggled in, much like in modern China, piracy capital of the world. So let's just say those working girls got a lot of work, from a variety of age groups.
 
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gaff_

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Nov 20, 2021
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Hi, not really a taboo but a fantasy or two fantasies I would say with my until now irreplaceable favourite SP.

The first she came to my office just to say hi as she was going on vacation and we didn’t have time to met as our weekly meeting was not possible.
She brought a bottle of my favorite rum. We went to the kitchen and had a couple of glasses while I was fondling her breast. Luckily there were no cameras. We had half of the bottle and I told her it was too bad that we couldn’t have or meeting, so I propose for a bj. She accepted and we went to the parking where she was parked. It is a huge parking space so we went to a quiet spot where she sucked my soul out of me. I kissed her after and she had still the taste of my cum on her.

I got to get her come to my office. It was a Friday when I knew few people were at the office. Luckily for me no one showed up. So I had the entire floor for us.

I had the half bottle from our previous encounter plus a second one.

Then I got to live the secretary-boss fantasy of mine.

In between the first bottle she was fully naked. She took only her coat and we went down the depaneur to get some snacks and chocolate for her next trick.
There was this fantasy of mine to eat some chocolate from her ass that I heard from a friend of mine that I was able to fulfill.

Basically putting chocolate and wait a couple of minutes before to suck it.

We did all possible things in that office. We moved from there 2 years ago but until today, every time that I pass in front of it a teardrop come to my face.
 
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LC18

Incall Downtown Montreal & outcall anywhere
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Sep 8, 2020
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Would love to arrange an SP to do an outcall to my corporate office. Think it would be super hot to sneak her in.

That’s the only outcall I would accept that’s not hotel. I’ve been doing that a lot lately amongst other things
 

Hmmm…

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Mar 9, 2026
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A formal class with a syllabus where they start at the basics like touching up to anal and bdsm. Where each class would they would have a new subject matter expert SP teach the technique e.g. best kisser, best oral, best missionary, etc, and then you practice with them watching or on them and them correcting you in addition to the person you are practicing on. Then for the final you combine all the learned techniques. This class would actually include scientifically researched material from peer reviewed journals and inter cultural differences.
 
Aug 31, 2025
62
81
18
37
A formal class with a syllabus where they start at the basics like touching up to anal and bdsm. Where each class would they would have a new subject matter expert SP teach the technique e.g. best kisser, best oral, best missionary, etc, and then you practice with them watching or on them and them correcting you in addition to the person you are practicing on. Then for the final you combine all the learned techniques. This class would actually include scientifically researched material from peer reviewed journals and inter cultural differences.
That sounds like a hentai, lmao.