How did you begin hiring?

[Rudynate]

I think it was 1998-99. I had decided I was going to hire and had been looking at personals ads in the Bay Area Reporter and the San Francisco Sentinel. I found an ad that I really liked, no picture, called the guy, we chatted and set up a meeting. We agreed to meet in front of Cala Foods in the Castro. I lived in the East bay suburbs at the time. I took BART into San Francisco, showed up at the appointed time and place and there was a very attractive young guy of around 27 -28 standing there. I asked him his name, and he was the right guy. He was friendly and seemed genuine. He worked in the financial district and was escorting on the side to make extra money.

He put his arm around me and we walked back to his place a couple blocks away. We undressed each other and started making out, and I realized I had struck gold. I had never encountered a shaved hole before that and his was shaved. I was captivated - I couldn't get my face out of his ass. He was hung absolutely huge and I let him fuck me. It was nice but not memorable. I hired him for an hour and the hour flew by. I kept promising myself I was going to call him again, but never did. I wonder from time to time where he is now and what his life is like.

[Caliboy95]

It wasn’t long ago I started hiring. I always fantasized with the idea of paying a very attractive guy. I went on google and I searched for “male escorts in LA” I was naive and didn’t know what I was doing. In one of my searches I came across this forum and later Rentmen. The rest is history.

[myophile]

Spring of 2017. I was just coming out of a rough patch: an 80-lb weight loss and renewed interest in the gym had me feeling pretty good about myself on one level, but in the immediate aftermath of prostate surgery I badly needed to regain confidence that I could perform sexually, and felt that a paid escort experience would be easier on my shaky self-image, and unreliable (at the time) performance. I did my research on this forum (thanks, boys!) and my first hire was a smoking hot local bodybuilder. He was more than willing, and kind of sweet (and did I mention, hot AF?), but it wasn’t a huge success. I had horrible stage fright, I didn’t have a clear idea of what I wanted physically from the encounter, and I discovered that, after 20 years of sex with nobody but my husband (and not at all for about a decade) I was REALLY out of practice. But I never looked back, and my only regret is that I didn’t start hiring years ago ...

Edited August 23, 2020 by myophile

[+ RJD]

 

 

Picture it....Philly 1982...a nervous, scared, closeted, college-aged young man paging through the classified section of Philadelphia Magazine, comes across a text-only advertisement for a “male escort.” I called the number and spoke with a guy named “Rick,” who was the escort, and he provided me with a physical description of himself. No photos, no e-mail or internet at that time, and definitely no forums like this. I can’t even remember how much, probably like $60 for the hour, which was a fortune to a college kid in 1982. As it turns out, he had a “stable” of young men available, including his current boyfriend, all of whom he managed. My first 3-way was with him and the boyfriend about a year later. I hired a couple other times through him over the next couple years, based solely on a physical description provided verbally by “Rick” over the phone.

 

I hadn’t hired since then until December, 2019. It’s a whole new world with the internet and texting and I’ve never felt older than I do now after recounting that story.

[KrisParr]

 

 

Picture it....Philly 1982...a nervous, scared, closeted, college-aged young man paging through the classified section of Philadelphia Magazine, comes across a text-only advertisement for a “male escort.” I called the number and spoke with a guy named “Rick,” who was the escort, and he provided me with a physical description of himself. No photos, no e-mail or internet at that time, and definitely no forums like this. I can’t even remember how much, probably like $60 for the hour, which was a fortune to a college kid in 1982. As it turns out, he had a “stable” of young men available, including his current boyfriend, all of whom he managed. My first 3-way was with him and the boyfriend about a year later. I hired a couple other times through him over the next couple years, based solely on a physical description provided verbally by “Rick” over the phone.

 

I hadn’t hired since then until December, 2019. It’s a whole new world with the internet and texting and I’ve never felt older than I do now after recounting that story.

 

Great post. Interesting that in the mid 90s, for several years, was a similar “service“ advertised in the Indianapolis “The Word” paper. The ad was simple with a phone number. It also was a guy who managed a stable of hotties. He always had 4-5 available and would provide a general description. So you picked one and he would give you the address of a condo and set the appointment. The provider would arrive shortly before the appointment, lead you to an upstairs bedroom where the fun would begin. Not sure who owned the condo as no one else was around for the dates. I met a number of delightful young men over several years, but oddly enough it was rare to have the same guy available more than a time or two. Terrific experience. Oh, yeah, they were all named Josh, Chris, Jason, Michael, and Justin.

Edited August 24, 2020 by KrisParr

[+ RJD]

So you picked one and he would give you the address of a condo and set the appointment. The provider would arrive shortly before the appointment, lead you to an upstairs bedroom where the fun would begin. Not sure who owned the condo as no one else was around for the dates.

 

My guy hosted in his apartment, whether it was to see him or one of his boys. He’d be in the living room or bedroom with his boyfriend while the client and escort were in a second bedroom. A little too close for comfort.

[sydneyboy]

A realisation that I was no longer 20 and unlikely to be so again.

Jokes aside it is a psychological barrier that can be difficult to overcome. I know people who tell me they could never “pay for it.”I vividly remember my first experience and it was not a happy one. I went to a gay massage parlour in Bangkok. The guy I chose gave me a reasonable massage then he had a look on his face which read “now I’ve got to get this over with.” He placed a condom on me, took a deep breath and proceeded to give me oral sex. The experience was uncomfortable for me and obviously torture for him.

My many visits to saunas in Brazil have completely overcome the psychological barrier for me and has given me a new lease of life.

[+ pdxleo]

Growing up on a Montana ranch, my brothers and I found out early what was going on when the bull would "ride" the cows and the pony was playing "jump over' on a mare- sex was not much of a mystery when it's going on just outside the kitchen window! Puberty hit early and solid, at age 12 I was 6 foot, 175 pounds, and being told I looked like a college freshman. That year Mom remarried again, we left the ranch and moved in to the city, and I took a morning paper route for savings and spending coins. When the delivery drivers went on strike, the boys had to ride downtown on our bikes -or get the parents up to drive us down in the station wagon - to pick up our delivery bundles. Weekdays Mom would drop off me and my bike at the press plant on her way to work around 5AM and I would bike back and do my route. Saturday and Sunday, tho, I was left to my own devices, and usually rode downtown my self and got my bundle. One Saturday morning in July, I was up way early, and decided to go into town to see if the papers were ready, leaving home around 2 AM.

 

When I got to the dock, there was just two others waiting for the pressers to open up, one guy I knew a bit, the other a kid from the east end. Like big dumb country kids are wont to do I wandered over to talk to them, and as I did, a Corvette slowly pulled down the street and came to a stop at the alleyway corner. The two guys there looked at the driver, who waved at the eastside guy. Kid goes to the car, gets in, and they drive off. I walk up to the guy I know, and he looks at me a bit sheepishly, and when I ask if the east side guy is not gonna work, he laughs out loud "OH, he's gonna work alright , but just for a half hour" and laughs him self hoarse! Turns out the guy I knew from school had figured out the he'd make a lot more money being downtown after the bars closed and going on "car dates" and then using the paper route as a cover for being out in the middle of the night. The eastside guy had stumbled on to this, just as I had, and was also pulling in extra cash. I promised to keep it quiet, but I'll admit I took a couple of "dates" during that summer, just for fun- tho the cash was always a nice extra! An overgrown 13 year old will let the hormones take over occasionally. When school started that fall, the drivers came back from their strike, the screws tightened at home, and that was the end of "Car dates".

 

Finally, after getting done with high school and going off to college, I pretty much came to the conclusion that I was bisexual- there were things about sex with girls i liked, and things about sex with guys I liked, so I had a succession of both men and women as my romantic partners, but the idea of paying for it never crossed my mind. About nine years ago, I paired up with a younger guy, smoking hot, but he was severely injured from a high school football injury, so sex was limited, and the thought of hiring began to cross into my consciousness. Unfortunately, the guy passed away in a drowning accident, and I was so shook up I didn't know what to do. I agreed to let an old girlfriend move in with me, and put mansex out of my view for now.

 

After this gal had been in my house for a bit, I made a move towards being more physical, and her response was that she had given up on intimacy and that part of her life was over! Wish I'd known that before letting her move in, but now I knew that I could seek mansex without guilt or repercussion- but to keep peace at home, I did not "rub her face" with my activity, just kept it out of the house. At the time, I was working for a large sporting goods manufacturer, as a traveling sales display supervisor, setting up on-site displays and microstores at conventions and sporting events. I was on the road two or three times an season. During one long East Coast trip, I found myself in Washington DC with a couple days wait for a shipment of product to catch up with me, so I decided to check out Secrets- tho I had been to Silverado in Portland before, this seemed a bit more wicked, being away from home and, frankly, horny as hell and with a nice Georgetown hotel room all to myself (my work partner would show up in a couple days, and we would share the hotel room as per company policy). So off I went to Half Street. The dancers were all cool, and pretended to be interested when I told them I was from Oregon, just in town for a couple days, working in sporting goods. One dancer stood out, tho- dark, masculine, muscled and tattooed. With no private rooms for lap dances, I had to chat him up during his floor rotation . but by the end of the night, I girded up my loins and asked if he would be interested in getting together the next day.

 

To my relief, David Benjamin said, "Sure", and we set our appointment. The next day, he met me at my room, pleasantries and considerations were exchanged, and a good time was had by all. I had no idea he was about done with stripping and was moving into porn, and afterward we talked for a good long time- I think he sensed that I was a bit out of practice, and was a true gent, I'll always think kindly of him. So that started my obsession with getting strippers to go the escort route.

[handiacefailure]

My first hire was in NYC in 2008. A friend of mine had been hiring for a while and I was in my 40s when it was getting harder to find hookups and my friend told me to try hiring. First hire was off rentmen and was hotmuscleboywill and was kind of a bad mistake. He had a great body but couldn't stay hard and didn't get off and he was really into himself and my next hire wasn't until a while later when I was in vegas and found out Paul Pratt was on Rentboy and I was a huge fan of his movies, fortunately he was a lot of fun.

[sared85]

January of this year. My boyfriend of 10 years and I had been discussing opening our relationship for several months — when he left for a two-week trip back home overseas, we both agreed to try it out and let the other have what fun they wanted. I live in a smaller city with a limited scene, but thankfully within driving distance of more active ones. I planned a boys trip with one of my buddies for the first weekend my bf was gone, picked a guy off RM and set up the appointment for my hotel room.

 

Naturally I was crazy nervous and had visions of a cop sting running through my head, but also excitement at the prospect of having sex with a new man other than my partner for the first time in a decade. The guy showed up and planted a big kiss on me, and we got right to business. I had told the guy to start slow in our initial texting, but didn’t know better to clearly communicate what I was looking for, and the sex ended up being a lot rougher than I was prepared for. About an hour in to our 90 minute session, I wasn’t able to handle much more, and I told him we could stop there. Thankfully the guy immediately asked what was wrong, and started apologizing and got me talking. He sat there for another hour (well beyond our scheduled time) and chatted with me, as well as giving me lots of advice about how to enjoy this hobby successfully and introducing me to this forum.

 

The next weekend, I booked another date with a visiting guy in another city and had the most amazing sex of my life. After my bf came home, we swapped stories about my dates and his adventure visiting a bathhouse for the first time. February brought about one more date with another hot visiting guy and then... the pandemic.

[+ Charlie]

I know I have told this story before, but we old guys do like to tell the same stories over and over.

 

It's the evening before Thanksgiving. I have just spent three gloomy weeks at my parents' home with my mother following my father's death. My aunt and uncle are coming to spend the holiday weekend with my mother, and on an impulse, I decide to return to my apartment in Manhattan. Since my partner was not expecting me, he has already left for the Midwest to spend the holiday with his family. I am feeling lonely, depressed and horny, so I pick up The Advocate, where I find an ad for an escort agency. I call them on my landline (cell phones and personal computers haven't been invented yet), and they give me an address, which turns out to be in Chelsea. The agency is in an old office building, and when I enter, there is a guy sitting at a desk, whom I vaguely recognize from the Village bars. He asks what I am looking for--it is definitely not either of the rather effeminate twinks lounging on a sofa in the office. I say I would like the proverbial tall, dark and handsome hunk. He says he will call a guy who fits the description, and tells me to go into another room to wait, where there is a double bed. I go in, take off my clothes, and get into bed. After about a half hour, there is a knock on the door, and a guy walks in. He is quite tall and dark, rather skinny and not what I would call handsome, but homely in a kind of sexy way, probably in his late 30s or early 40s. He is wearing a leather jacket and tight jeans. He walks over to the bed, unzips and pulls out a soft but enormous shlong. He grins and says, "Let's see if you can get it hard." I can, and we engage in rather mechanical intercourse. Within no more than 15 minutes we both have cum, he repacks his jeans, and leaves. I get dressed, return to the front desk, where the twinks are still lounging on the sofa, smirking. I pay the guy at the desk the $65 fee, and leave. I never go back. It's a long time before I hire again, and then it is through the individual ads in the "pink pages" of The Advocate.

[Bargara Leatherboy]

My first hire was in 1987. I had come to Sydney for Mardi gras weekend with my flat mate. Flare are wanted to go to a male brothel as he liked playing around on his bf .

He set up his date and the receptionist asked me if I wanted anything , I thought why not.

Nightingales in Rozelle.

Since then I have been hooked, I love a massage than turns frisky , and over the years have hires in Melbourne, Sydney, Brisbane, Adelaide, Cairns, Bundaberg, Auckland Wellington Christchurch,Bali, Malaysia, Thailand, Vietnam,Cambodia .

Hiring has allowed me to explore my leather and dungeon fantasies , it’s great fun.

[+ Cash4Trash]

A good friend had been seeing an escort, working guy from Rounds, for a while and was bored with him but knew he was a marginal, street kid and needed the money so he convinced me to start seeing him. I'd been celibate since the beginning of the Aids crisis and was happy to safely see someone. Was working 24/7 having just started a new company and had no time for bars, etc. Worked out well.

[TruthBTold]

I had had sex in college and realized that I was not going to be able to stop. This was pre-GRID but I was very shy and not sure of myself as far as going out to bars, etc. So I think I picked up the Advocate Classifieds. Did it have pink pages that advertised all sorts of guys? At any rate, I picked out a guy from the magazine, called him, and worked out a day/time when I would fly to NY. I would also do all of the NY things I always wanted to do as far as theater and museums and then meet him and see if this "escort" thing worked. The escort part was OK but I really liked NY. So the next year I hired one of the really famous escort duos. Does anyone remember probably the most famous muscular couples in the (I would say) early 80's. If I remember they were an actually couple and hairy. I liked them and the experience a lot but was not sure if I wanted to keep doing two guys at once. Eventually they stopped escorting. At any rate, the next time I went to NY, which was not shortly after, I found a NY guy who met my exact qualifications. I made an appointment and we met. For some reason, perhaps luck, we just clicked and the sex was great as was the personal interaction. I kept seeing him and still am. He moved to where I lived so it made it easier but then he moved after about a decade and I still try to get together with him. He is one of those guys that we would do things outside getting together for sex.

[+ Lucky]

My first, of many, visits to Acapulco with a group of Catholic priests found us all sitting at a gay beach. Cute guys wandered around and were quite friendly. One grabbed my attention immediately so I chatted, to the extent that I could, with him. Anyway, $20 later I was in bed with this doll. He wasn't great sex, but his charm and enthusiasm went far. None of the priests made a comment.

[+ FrankR]

Great stories! Always interested to hear peoples first experience. Would be nice to hear the other side, when was the first time you were hired.

Existing thread here: https://www.companyofmen.org/threads/how-was-your-first-experience-as-an-escort.158446/

[TennDan99]

I went to Swinging Richards in Atlanta in 2015. I had never been to a male strip club. I was married to a woman for 25+ years and had managed to suppress my urges for male companionship.

 

I stayed there until almost closing time. Got a couple of dancers to give me their numbers. Texted one guy the next day and arranged to meet at hotel. I almost backed out about ten times but finally met him in hotel lobby. Had lots of fun together although I was woefully inexperienced. Haven’t looked back since.

 

I have hired lots of guys since then. My hiring eventually led to the dissolution of my marriage but I’m no longer living in the closet. A good trade, all things considered.

[+ bigjoey]

I had had sex in college and realized that I was not going to be able to stop. This was pre-GRID but I was very shy and not sure of myself as far as going out to bars, etc. So I think I picked up the Advocate Classifieds. Did it have pink pages that advertised all sorts of guys? At any rate, I picked out a guy from the magazine, called him, and worked out a day/time when I would fly to NY. I would also do all of the NY things I always wanted to do as far as theater and museums and then meet him and see if this "escort" thing worked. The escort part was OK but I really liked NY. So the next year I hired one of the really famous escort duos. Does anyone remember probably the most famous muscular couples in the (I would say) early 80's. If I remember they were an actually couple and hairy. I liked them and the experience a lot but was not sure if I wanted to keep doing two guys at once. Eventually they stopped escorting. At any rate, the next time I went to NY, which was not shortly after, I found a NY guy who met my exact qualifications. I made an appointment and we met. For some reason, perhaps luck, we just clicked and the sex was great as was the personal interaction. I kept seeing him and still am. He moved to where I lived so it made it easier but then he moved after about a decade and I still try to get together with him. He is one of those guys that we would do things outside getting together for sex.

 

Was the duo Rick Monroe and Derick?

[+ Charlie]

Was the duo Rick Monroe and Derick?

That's exactly what I was thinking of asking!

[wklukas]

Was the duo Rick Monroe and Derick?

That's exactly what I was thinking of asking!

 

@TruthBTold mentioned that the duo gangbang happened in the early 1980’s....

Munroe & Ross ain’t spring chickens but even still in the early 80’s they both might have still been prepubescent, still smooth-chested & maybe even without a single pubic much less a bush....in 2018, Rick owned up to being 46....Ricky was always pretty open & honest in most ways.

[+ JEC]

I was googling a porn star I like (Jackson Davis ginger crush), and accidentally came across his RM profile and was like......really? You can just hire him? And I did.

[BaronArtz]

I was on vacation in Pattaya, Thailand during the early 80s. I went to a gay bar that had go-go dancers and 'money boys'. I went upstairs with one of them. I seem to recall that the charge was 800 baht ($25.00) for that session. We showered and we played. He stayed with me for a weekend. He showed me places and beaches I would not have discovered on my own. I even bought him a small piece of jewelry, in addition to his modest weekend fee. I had a great time and can't think of a better introduction to the world of escorting.

[Rudynate]

It wasn’t long ago I started hiring. I always fantasized with the idea of paying a very attractive guy. I went on google and I searched for “male escorts in LA” I was naive and didn’t know what I was doing. In one of my searches I came across this forum and later Rentmen. The rest is history.

 

 

I'm the same - paying for it is an important part of the experience for me.

[TruthBTold]

Was the duo Rick Monroe and Derick?

 

@TruthBTold mentioned that the duo gangbang happened in the early 1980’s....

Munroe & Ross ain’t spring chickens but even still in the early 80’s they both might have still been prepubescent, still smooth-chested & maybe even without a single pubic much less a bush....in 2018, Rick owned up to being 46....Ricky was always pretty open & honest in most ways.

 

I could have been wrong but I thought for sure it was in the 80s. All I remember is that they both were fairly muscular and hairy. If I remember also they had butts to be very proud of and something I was looking for. I hope that I have not offended them about any ages that I put down.

[wklukas]

I could have been wrong but I thought for sure it was in the 80s. All I remember is that they both were fairly muscular and hairy. If I remember also they had butts to be very proud of and something I was looking for. I hope that I have not offended them about any ages that I put down.

 

Derek Ross was exclusively top only until maybe around the 2008/2009 timeframe....Rick related here in a few humorous posts how Derek became versatile & only thereafter experienced the joy of bottoming....both in his personal life as well as while escorting.....I think up until that point, Derek’s butt was off limits for any kind of play....maybe including not really being receptive to being rimmed either.....