What age did you hire your first escort service or erotic massage?

[Danny-Darko]

Just a few days after my 19th birthday! I had just arrived in a new city and country and was traveling alone without family the first time in my life. I sat to contemplate the view and ponder on what to do next when I realized I was in a cruising ground. I had never seen one before but it was instinctual I guess because of the behavior of the men. I saw a guy I wanted really bad but I had next to no sexual experience. I chased him but he wasn't interested it seemed. When and older experienced man was chatting me up he explained the guy only went with guys for pay. It seemed fine to me if I got the guy! I remember it cost the equivalent of $15 USD in local money. The older guy chatting me up shared half the cost and we went back to his place and had a 3-way! After the hustler left the older guy took my cherry. It turned out he was a bartender at the only gay bar in town and that night I went to my first gay bar. Funny how things work out in life.

Edited December 2, 2020 by Danny-Darko

[+ Topseed]

Mid 20's. Thinking it was gay porn model Tom Hartung, whom I believe advertised in The Advocate. Yum.

[CatDaddy]

Started erotic massages in my early 40s.

[+ WilliamM]

Rounds in New York City when I was about 45 years old.

 

Didn't know it was a Hustler bar until someone set me straight!

[+ sniper]

Went to the Gaiety at 27/28. Thomas, the big blonde guy from Alaska. That one kind of doesn't really count IMO. Second was TJ, whom I consider the first. He was pretty new at the time himself.

[+ Axiom2001]

I really can't remember but think early 40's. The escort was quite patient, for I was one shy, inexperienced dude. He educated me, and I was off from there.

[+ Balthazar]

I got my first erotic massage when I was 22/23 as a birthday gift to myself.

[Stormy]

I was still in my 20s. Maybe 26 or 27. And enjoyed every moment with an even younger provider

[+ sf westcoaster]

I was either 53 or 54 at the time of my first hire.

[maninsoma]

Late 20s/early 30s. I was in an open relationship. My live-in boyfriend was out of town and I decided to hire someone from the classifieds section of the Bay Area Reporter. The guy was very handsome and had a spectacular body. A combination of factors made it a less-then-stellar hire for me, even though he was totally my type and seemed like a sweet guy.

[urbanfetish]

I was in my mid-20's and had no idea what I was doing regarding hiring. I was in Vegas and called a service. They sent someone over but I was nervous and he wasn't my type. (I don't think I really even knew what my "type" was at that point but he didn't turn me on.) I said I wanted someone else and he left promising the service would send someone else. Of course, I had paid upfront and was completely clueless/naive. After several calls to the service, I finally realized a replacement was not going to show up. I didn't hire for a few years, mostly because I didn't have the money to do so, but when I did, I learned to be more assertive and upfront about my wants.

[imma]

A combination of factors made it a less-then-stellar hire for me, even though he was totally my type and seemed like a sweet guy.

 

What factors are you referring to? Story time!

[maninsoma]

What factors are you referring to? Story time!

 

1. I hired the guy mostly because of problems in my relationship. Short version of the story is that my boyfriend was a big slut and I really wanted a monogamous relationship. So I was mostly reaching out to the guy in the ad to have a "fantasy boyfriend" experience (to feel loved), not just to have sex. While the guy was nice, obviously an hour encounter with someone is not going to produce what I was looking for.

 

2. The guy had one of his testicles removed because he had had testicular cancer. It's been so long that I don't remember the details, but I remember that he had to use a pump to get an erection (not a turn on for me at my then-young age, though today it wouldn't bother me) and said he couldn't ejaculate. I've always been much more of a bottom, so being in bed with someone with a penis that didn't function in the way I wanted was disappointing sexually. I remember at the time thinking it was odd that someone with his sexual performance issues was working as an escort, and I still think this way. If I were to hire someone today with the same issues, I would appreciate knowing this in advance versus finding out after the guy arrived since I really want the guy I'm with to ejaculate.

 

My subsequent hires were more successful and initially all came via Craigslist: A hot Asian hunk who would massage me and then "force" me to suck him off. A skinny, well-hung Vietnamese guy who advertised as a masseur but who enthusiastically fucked me every time we met. And then a variety of other guys, all found on Craigslist or in an AOL chat room.

[Geriatric Otter]

53