Story about your first hire.

[Muscleking]

So do you remember the first time you hired an escort or a masseur? Let’s stroll down memory lane and hear the stories of when who and what your first hire was like.

 

Mine was early 2000’s before the apps and websites, I was driving around Cristopher St in the west village on a Saturday night and I was stopped at the light, a guy came up to my window and pulled his cock out and asked if he could get in.. I was nervous as all hell but I was so turned on by his big beautiful cock that I Invited him in my car and watched and helped him jerk off in the passenger seat. That was the first time I had a guy on guy experience and I’ve been hooked ever since. 
 

[+ Vegas_Millennial]

The first time I hired an erotic masseur was in the late 00's.  I hired him from his advert in the yellow pages.  I received my first message at Massage Envy a few months prior and was seeking another legitimate massuer at a more convenient time.  The massage ended with him blowing me.

The first time I hired an escort was when I was going back to school for my Master's Degree in the mid 10's.  We met for a 2 hour session after an evening class.  The escort and I shared the same birth year.

Edited June 13 by Vegas_Millennial
Removed a comma

[MaybeMaybeNot]

My first hire was almost a month ago.  It was a masseur. 

It's hard to find sexual release in L.A. I finally reached the point where I needed some sort of connection.  When work conspired to cancel my plans of attending the Adonis Lounge, I looked on here for recommendations in OC, where I was going to be the next day.  

It was a totally magical experience.  I loved the build up, wondering what would happen, and was surprised he was totally into my type. The session ended with getting to meet (and kiss) his partner (and he joined in as well). I don't know if I can go again anytime soon, but it is frequently on my mind. I can see why this hobby can be addicting.  

[+ Cash4Trash]

I had a good friend who had been seeing a guy he picked up at Rounds, a hustler br in New York. It had gone on for several years and my friend was bored but the guy lived a street life and didn't have a penny to his name. My friend don't want to dump him so he conned me into being this tricks new John. Good looking guy, great body. First time we did have oral sex, no anal and spent most of the hour with me consoling him because his girlfriend had just dumped him. Wanted me to help write a letter that would get her back. 

[soloyo215]

10 hours ago, Muscleking said:

So do you remember the first time you hired an escort or a masseur? Let’s stroll down memory lane and hear the stories of when who and what your first hire was like.

 

Mine was early 2000’s before the apps and websites, I was driving around Cristopher St in the west village on a Saturday night and I was stopped at the light, a guy came up to my window and pulled his cock out and asked if he could get in.. I was nervous as all hell but I was so turned on by his big beautiful cock that I Invited him in my car and watched and helped him jerk off in the passenger seat. That was the first time I had a guy on guy experience and I’ve been hooked ever since. 
 

Nothing really glamourous or charming.

My story of my first hire involves admitting now that I have been hiring for quite some time, dating back to the 90s. Back then I didn't know it as "hiring", but I'm not sure what was my line of reasoning. I used to hang out at a cruising area downtown my town. I made good friends there. I was young, not dumb, but full of cum. As such, there were men who offered me money to get in their cars, which I rejected (and I made some of them feel like shit for offering me money, as if doing it for free was some kind of badge of honor). Then one day I found myself cruising and hooked up with this guy who looked hot. We had sex in my car, and then he asked me for "money for a haricut and to help my mom". I gave him money, but I didn't see that as a "hire". Later talking to my friends in the cruising area, I learned that he was a street hustler.

Later I did get together with one or two of those men that I saw around that area, more knowingly about that there will be money involved.

The end.

[+ poolboy48220]

mid-80's, back in the days when you'd hire from an agency who advertised in the gay bar rags.  A beautiful furry guy named Jake, who let his real name slip during the hour.  He jumped into the shower right after we both came, I thought "Is that it?  Is this normal?" but he finished quickly, and laid on top of me when he came back in & we talked for about a half-hour. 

[Cbilly17]

My first male escort hire was 2018 while I was traveling to the Boston area on business. It was only an hour with a lot of kissing and oral. I wish I could get back up there again and see him.

[+ APPLE1]

I can't be the only who doesn't remember his first hire, right??? I am not trying to diminishing anyone's experience, but it was long ago, and it just wasn't really that significant for me.

PLEASE, someone tell me they are in the same boat! Reading first time stories, with none to really recall myself, is beginning to make me feel a little like cruel, heartless, old bastard.

[liubit]

Just like you, @APPLE1, I can’t really remember what my very first hire was. I can definitely say that it was in New York in the early 1990s, at a time where you hired from ads in bar mags or from phone services like The Number (“the only number you’ll ever need to get in touch with the finest professionals”), and that I was scared shitless. It must have been a good experience, because it launched my long and very active hiring career. Like they say, “the rest is history”. 

[Muscleking]

36 minutes ago, APPLE1 said:

I can't be the only who doesn't remember his first hire, right??? I am not trying to diminishing anyone's experience, but it was long ago, and it just wasn't really that significant for me.

PLEASE, someone tell me they are in the same boat! Reading first time stories, with none to really recall myself, is beginning to make me feel a little like cruel, heartless, old bastard.

I only remember mine because the guy came straight up to my car and pulled his cock out 😂 I don’t fully remember the ones that follow so it’s ok mate . 

[maninsoma]

Sometime in the early 1990s or maybe it was the late 1980s: I was in a relationship with someone who was very sexually active outside of our relationship.  I was quite a shy guy but wanted to hook up with someone who was my ultimate "type," so I hired a guy advertising in the Bay Area Reporter.  He was very nice and quite the looker, but what I remember most is that he had one of his testicles removed due to cancer and thus his "functioning" wasn't the best.  We did have some nice foreplay/affection, though.

[RyanDean]

My first hire was 10 years ago next Tuesday.

I'd been looping around the prospect since I was in my early 20s, poring over the listings first in magazines and then RentBoy. I had been reading this forum for maybe 5-6 years, strolling around the possibility. But then, one day, I just decided to contact one gent who did not reply and then another who did. Later that night, I found myself in a cab, heading to an address in Chelsea, being buzzed in, and getting exactly what I wanted from a very nice guy who's still very much in the game... 

[pubic_assistance]

I was at a strip club after a birthday party with some gay friends. One of the dancers "Vito" was particularly attractive to me, so I went to the lounge to have another peek after his performance. He came over and flirted with me and asked if I wanted a "private show". I apologized and said I wasn't prepared for hiring anyone and only had about $40 cash with me. He said that's enough for a "sample". So we went to a nearby hotel and the sample ended up being the two of us fucking for hours. Afterwards, he claimed he didn't want any money. He approached me because I was hot. However in my mind, this was how he made his living and I did agree to pay what I had...so I left the $40 on the dresser.

I was only in my early 20s and definitely didn't "need" to hire ..but the idea of being able to get what I want without the usual endless chatting up someone, buying drinks and pondering IF they looked good naked (This is pre-internet) really appealed to me. So when I got older the simplicity of the hire became more of a regular habit.

[MikeBiDude]

Must have been roughly 30-35 years ago. I was in Las Vegas for a business convention, had recently lost a job in the industry and picked up a less satisfactory job in same industry, so all the same faces and acquaintances were at the convention, but I wasn’t happy. 

I really wasn’t even all that experienced with M4M sex at that point. Found a guy in the personal classifieds of a Las Vegas newspaper. Called him….we chatted. He told me “I look like Christopher Atkins from the back..”. Sold! He arrived at my hotel room, not Christopher Atkins but a fairly handsome mid-twenties guy. We did everything but no anal…he was very kind, complimentary, stepped me through the fun. Was like $100?

Drove home the next day convinced I had contracted AIDS, so little known about it then!

[pubic_assistance]

7 hours ago, MikeBiDude said:

Drove home the next day convinced I had contracted AIDS, so little known about it then!

Oh my. So sorry for that damper on the fun.

Thankful for my high school sex education teachers filling us in on the dangers of HIV in the 80s.

[TorontoDrew]

It was 1989 or 1990 and I picked up a hustler from the street in Vancouver.   A very unsatisfying experience.  I discovered the bushes at English BBaysoon thereafter and had much more fun.

I hired from the ads in the back of Now magazine here in Toronto back then too I'm not sure if it was before or after my Vancouver days.

[Xavitv]

Relatively recent actually. I’d always thought about it but always came up with a reason not to. I also dread planning stuff. I had given my number to this provider and he texted me the night before I was going for a family vacation and I went for it. It was a @Coolwave35 approved provider, that helped. 
 

I also realized that I hang out in the same places as many of the local and visiting providers. It’s a small gay world after all, so I usually just take advantage when I travel. 

[+ azdr0710]

first meet with a provider (escort) was in early 2002.......I think I had discovered Hooboy (the then-nickname for this forum) a year or two earlier and was fascinated by the prospect......exceedingly cautious and dizzily nervous, I booked a room on the other side of town!!......it may've been from men4rentnow or rentboy and he had his own website, too.......the guy showed up while I was waiting outside the hotel front door and I suggested a walk around outside to loosen up a bit......he sensed my nerves and was constantly looking over his shoulder as we walked, thinking this was all a sting.....I realized this and suggested we go in......he quickly stripped as if this was just another quickie gig (average face, decent body, upper 30s or so, big dick) and we did some light back-and-forth massage......utterly petrified about disease at the time, I held it to that and we both got ourselves off just facing each other on our knees on the bed with a hand over the other's shoulder......yeah, exciting stuff!!......visions of the local PD busting down the door......and, worried about the disease/bodily fluid exchange thing, I was constantly keeping track of what hand was where and his hand just did this so I now gotta keep it away from that and my left hand needs to be there because my right hand touched that, but........well......I was new at all this....  

paid at the end plus tip and he counted it in front of me! (I don't blame him)......it was exciting and satisfying at the time and I needed to jump in there like that....... 

my second meet (sorry - off topic!!) was a few months later in Las Vegas with well-known adult actor Haus Weston (I've written about him a few times here in the forum).......fantastic meet, but I was still being very cautious......he almost cancelled because of my nerves and evidently thinking it would just be a miserable meet for both of us.......he was in fantastic 100% perfect shape, so I'm glad it didn't fall through

[+ DrownedBoy]

Mine was a muscular Latino I hired back in my mid-30s, and I went to his apartment in the city. EDIT RentBoy was still up.

I was only interested in my fetish, and I heard him murmuring afterwards, "Well that was easy."

I hired him once more after his ad went down, but that time he refused to kiss and charged too much. First lesson learned - careful when hiring a "retired" escort - they have nothing to lose from bad reviews.

Edited June 15 by DrownedBoy

[big-n-tall]

My first hire (and i don't remember the exact year, but probably around 2006 or 07) was this toned guy from Chicago who visited my area frequently. He also became my first regular.

My first overnight was with a bi muscled guy name Coltt. This was about 2009. We did a few overnights. Although he no longer escorts, and is married with kids, I still talk to him regularly. Really good guy.

Edited June 16 by big-n-tall

[KrisParr]

April, 1992. Hyatt Regency, Chicago, room 810. Found an ad in a gay newspaper. His name was “Gus” and he was a college student. I called, he immediately answered. He arrived in about 30 minutes. I had no idea what to expect. Knock on the door. Average-looking Italian guy with scruffy beard  and curly hair. Wearing a leather jacket and jeans. Sigh. He needed to use the bathroom, and came out with his stiff cock exposed. I gave him oral and we eventually lost all our clothes. He kissed like no one I’d ever had - deep, warm and delicious. He flipped over and I entered him. And in about 3 pumps, it was all over. There was absolutely no way I could slow down or stop. So, out of courtesy, I finished him off orally, which didn’t take much time either. Drained and satisfied, I gave him the hundred bucks plus twenty. We had one final quick kiss and away he went. Elapsed time probably less than 20 minutes. Omg, so this is my new hobby! 

[+ Charlie]

My first hire took place in New York City in November 1978. It was provoked by the fact that my father had died a couple of weeks earlier in Virginia, and I had just returned from a long visit to family, during which I arranged the funeral, and afterwards drove my mother to New Jersey for the burial of his ashes. I left my mother with family in NJ and returned alone to my apartment in NYC, and I was physically and emotionally exhausted. I was also horny, and I didn't want to go out cruising--I wanted good sex with an attractive guy, efficient and guaranteed. I called an ad in a gay rag for a service called Chelsea Men, and made an arrangement to go to their place on West 16th St. It was in an old building, and at the office there was a guy sitting at a desk, whom I recognized as an old face from a Village bar, and lounging on a sofa there were three young men who were obviously available. However, I had called in advance and arranged to hire someone whose description fit exactly what I was looking for, for $55. But the man at the desk said the guy I had arranged for turned out not to be available after all. I smelled a bait-and-switch, in which I would be pressured to take one of the kids on the sofa, none of whom were what I wanted at all. So I persuaded the guy to go through his lists, and he found someone whose description sounded more acceptable. He called the guy, and I agreed to wait until he arrived. He told me to go into another room in the office, which contained a double bed; he told me to get undressed and wait in the bed.

I had been waiting impatiently in the bed for about a half hour, when the door into the room opened, and in walked "Daniel," a 6'4" Australian of Italian/Lebanese background, with an advertised 10 " cock. He was in his late 20s and  not conventionally handsome, but he was masculine and sexy, and I came twice in the next hour, although the whole process seemed rather mechanical. Then he quickly dressed and left . I cleaned up in the attached bathroom, dressed, and went out to the front desk, where I paid my $55 in cash, and left. And did I go home relaxed and ready for bed? No. The whole experience had stimulated but frustrated me to the point that I wanted much more. So I decided to go to the Ramrod, where I socialized with friends, and was hit on by a cute little Irish muscle builder. I decided not to go home with him,  but on Christopher St, I was picked up by an attractive older man, who took me back to his place, where I had even better sex than I had with Daniel, for another couple of hours--for free! It was another year before I decided it was worthwhile to try paying for sexual satisfaction again.

 

 

[+ WilliamM]

I met him in Rounds in New York. He had a very Nice ass, that was a major plus. He came to Philly where I live.  I buried my face in his ass

[+ nycman]

7 hours ago, WilliamM said:

I met him in Rounds in New York. He had a very Nice ass, that was a major plus. He came to Philly where I live.  I buried my face in his ass

I feel a Hiaku coming on…..

Rainbow flags waving,
In Philadelphia's embrace,
Gay ass finds its home.

[musclestuduws]

13 minutes ago, nycman said:

I feel a Hiaku coming on…..

Rainbow flags waving,
In Philadelphia's embrace,
Gay ass finds its home.

More like the lyrics for a new musical…  entitled “All About Ass.” Triple AAA.