Question 1

How to become a male escort in Chicago?

Accepted Answer

This question gets searched a LOT, but one thing this site doesn’t do is provide instruction about being a gay or straight male escort.

If it is of interest to you, I encourage you to do as much research as possible before you make any decisions. I found Aaron Lawrence’s book to be extremely helpful (if now a little dated) when I was younger.

Question 2

What do gay escorts cost in Chicago?

Accepted Answer

Escorts are often independent workers who set their own rates and make their own plans. If you have access to a site like Mintboys or Rentmen Chicago, I encourage you to do a pass, searching your ZIP code or neighborhood in Chicago to get an idea of average hourly rates. If you want to keep yourself safer online while you do that, I’ve got some best practices for information security available.

Question 3

Best way to contact Chicago gay escorts?

Accepted Answer

Whatever way they say!

Seriously, always try to respect someone’s wishes about how they prefer to be contacted. I always discourage using messages on websites like Rentmen, because it’s impossible to know they’re safe or how they may be used against you later on.

Here’s how I prefer to be contacted (spoiler: it’s easy, encrypted, and free).

Question 4

Will male escorts see someone on the DL?

Accepted Answer

I’m a believer that someone has the right to live how they want to live their life. It isn’t my place to say everybody has to be out and proud, or even identify as gay. A few years back I stopped asking folks about gay because what men get up to on their own time is their own business. Long as you treat someone with respect and follow the rules they’ve laid out for you, it shouldn’t matter if you’re straight, gay, bi, married, or anything else.

Question 5

Is Tryst a reputable site to find male escorts?

Accepted Answer

Tryst is definitely growing and they do rank on google in some major cities like Chicago. Wherever you search for male escorts, you should be mindful to do your homework and don’t enter into any situations you don’t feel comfortable with. Tryst.link is as reputable as any other male escort site, and listings with verified stamps usually indicate someone is taking their work more seriously.

Chicago escorts are nothing short of world class, and the fact that Rent.Men Chicago is always bursting at the fly with talent is a testament to that.

September 12-23, 2022

The Chicago Escort scene is always booming

I love Chicago’s DGAF confidence about finding winter male escorts, or about anything else

Chicago escorts are nothing short of world class, and the fact that Rent.Men Chicago is always bursting at the fly with talent is a testament to that.

September 12-23, 2022

The Chicago Escort scene is always booming

I love Chicago’s DGAF confidence about finding winter male escorts, or about anything else

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