Comments

1
This sounds fun except for two things. What does the partner look like? If he's overweight and/or under hung it's just not going to be fun. And do they use condoms, because that would ruin it for me. Sigh. Too many variables. If you know the right studios, porn is a more enjoyable choice for me without all the risk. And you can replay good stuff.
2
Something tells me the gay male LW would rather hire the man of his choice, and let the male sex worker choose his preferred partner, not the other way around like Mistress Matisse suggested.
3
The whole process of not talking about the service you want to hire people for in this type of situation is ridiculous. I've never actually hired a sex worker, but the idea that sex work _should_ be illegal, much less that it IS illegal, just infuriates me. I say good luck to him, and to them, and thanks to Mistress Matisse (rock on, MM).
4
Interesting that if you pay someone to have sex in front of you that you could be breaking prostitution laws, but if you use a video camera you are making porn which is legal.
5
Also, there are places in Europe where you can watch men and women fuck on stage and get right up to the stage and use cameras. I always thought if you are free to do something in another country, we should be free to do it here, as long as it's not harming anyone.
6
As a 20-something gay man in a medium-sized city who shares this specific kink, I think I can answer his question more accurately.

1. Let's be honest about what the real deal is here.*

2. It's easier to make happen than all this production,
and can be a hell of a lot more fun than just watching.**

*1* My assessment? You have a thing for straight guys that wants a specific expression: "proof". Having gone through a similar exploration phase figuring out and developing this "kink", I was finally able to put it into words. It's not about the man-and-the-woman, per se, it's about the "straightness" of the man. The woman is there to be living, breathing proof of this man's heterosexuality (the forbidden fruit for some gay guys).

This is a hard fantasy to live with, at first, because it feels like self-torture, or some kind of internalized homophobia (why should I, a homo, find another reason to elevate straight guys?!), because it seems to want something that can't happen, and that kind of desire (looking for doors where there are only walls) could lead to long-term sadness, and at worst, dangerous consequences.

HOWEVER:

*2* There is a way that is healthy and fun and consensual and much more readily available, and FREEEEE. Ready? You are SURROUNDED by straight couples, and many more than you'd think like to have a little experimentation with a third. The guys don't usually want to talk about it afterward, and some will be paranoid about the news going public AT ALL, but if you keep your mouth shut, a lot of them are very, very down to do it. Straight couples often enjoy this kind of thing because it's a vacation with little risk - they're not cheating on each other! The girl gets her fantasy of two guys, and the guy gets a wild little no-consequence trip into MM-land.

You just have to ask your friends. Casually. Have a few drinks. Bring it up as a joke. If you don't get a positive reception, move on to the next couple. If you feel weird asking the guy, ask a girlfriend you trust. No harm done.

Now, here's the catch:

Even though your fantasy stars the man almost exclusively... to make this work... you have to be willing to engage with the girlfriend too. GASP! I know, I know. Girls are weird, you're going to lose your gold card gay status, yeah, yeah, yeah... You'll be okay. Trust me: when you're in the mix with Mr. Fantasy (because that's what he'll be to you), you'll be so incredibly turned on, it will almost be overwhelming. The "cost" factor of giving just SOME of your attention to the lady will seem like nothing. In fact, you may find you start to enjoy it. Especially if you have Mr. Fantasy TELL you to do it. You'll do anything. Really. You'll never look back.

So... ask around. It can and will happen for you. And it will make you happy.

But don't forget:

DO NOT blab to people about it afterwards, unless you never want it to happen with your new fun time couple again. That's the cardinal rule. Keep it to yourself. Everyone wins.

Welcome to the Thirds Club!

Happy Hunting :)
7
Anywhere sex work is criminalized, there are two rules of initial contact with sex workers: you do not talk about sex, and you do not talk about money.

Jesus. I'm glad that sex work is legal where I live. (Although there are currently people trying to criminalize it. Mostly feminists/left wingers looking to criminalize the clients, not so much right wingers looking to criminalize the providers by the way.)
8
@6

I nominate you to be the next guest to answer letters while Dan is away. Spot on advice and thoroughly thoughtful.
9
You could also go to burning man. And then yell your desire out loud and as articulatly as possible. You'd soon find a lot of people to take you up on that within minutes. Bonus points if you are dressed as a black light infused furry unicorn with a laser beam horn.
10
@8 so agree.

@6, fascinating comment. I wonder if that experience is the flip side to mostly straight crossdressers being commanded by their Mistress when dressed to orally service "straight" guys. From what I have heard, these crossdressers when in male mode would never look at a guy twice, but when they are all dressed up in women's clothes and in a woman's mindset, and if they are "forced" to do it by the woman they worship, all of a sudden giving a blowjob becomes hot.

@2 I think the problem with that suggestion is that there aren't a whole lot of straight male sex workers, for obvious reasons. Of course there are bisexual male sex workers, but I think even those guys are higher up on the Kinsey scale than the fantasy the writer is looking for. Odds are a female sex worker would easily be able to rope in an arrow-straight male friend. Maybe she could show the writer pictures beforehand of his options and let him select.
11
#6, you should register, so that everybody sees your advice.

I'm not quite clear about what really happens in the bedroom : you watch, okay, but you have to do a little MF action and a little MM action ? It seems like that action you're mentioning is sex, though.

So you're saying that, in order to be really close to heterosexuals having sex, the best way is to have sex with at least the girl as well ? I'd like to know if WWSS would be down to it.
12
@11

Well, it all depends on what she wants, doesn't it?

To make this arrangement work (and it's less complicated than it sounds), everyone has to be getting something he/she wants from the equation. Everything throws their (reasonable) desires into the pot. Everyone agrees. Everyone has to do a little (reasonable) work for the group to get his/her slice of the pie. Nothing wrong with that. Sometimes this is a talked-thru thing; often it's just common sense, good old-fashioned play-time.

Maybe she wants to be fucked by two guys. Maybe at the same time. Maybe she wants to tell her boys what to do. Whatever she wants, she gets, within reason. It's just good manners.

And after all, let's remember that she's doing the gay boy a huge favor by helping set up his dream situation. So she has the right to expect something nice out of this too, even though it's crafted primarily around the gay boy's fantasy. It's only fair.

In my experience, these kind of situations often have "turns", each focused on achieving a certain partner's goal (his turn, her turn, my turn, etc.). Some going with the flow is necessary. As long as everyone gets a turn, everyone's happy. If you aren't getting your turn, ask for it.

Whether he's "down" or not is up to him. It will certainly take a leap of faith - I get it; I did it -
and a blurring of some previous boundaries. But I would wager money he won't regret it.

As for registering... Maybe. :)

-Mr. Third
13
I really want to know where these middle-sized and larger cities are, as I'm straight(ish), in a relationship, and my girlfriend and I are interested in putting on a show for interested singles or couples...

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