From Escort to Fuck Buddy

[+ purplekow]

I has one escort with whom I was friendly and who came to me for my professional services. We saw each other weekly and he did an hour of training and an hour in bed and then dinner for the cost of an hour service. I offered him my services for free. When he broke up with his fiancé, he needed a place to stay and stayed with me for a few weeks. The next to last night he asked is could sleep with me instead of in the guest room and I said of course, He initiated the fooling around and did not wish payment. It may be that he was repaying my allowing him to stay with me, His final night he also slept in my bed and also performed sex acts which he did not provide for a fee, That was very surprising. He moved into an apartment and unfortunately he became ill, hospitalized and passed away within two months of this. I still think of him fondly, more than 15 years later.

[adventurous old guy]

I've talked about him on the forum before, but one has turned into more than just a FB.

 

He and I hit it off immediately the first time we met. As time wore on, each subsequent meetup, he wanted less compensation but spent more time in my company. Then one day he just said to me I don't have to give him money. I was in disbelief and I asked him many times was he sure he wanted no compensation. He replied, "absolutely!"

 

As of today, we talk frequently. When we get the chance to see each other we spend almost the whole day together. Although we aren't officially in a relationship (we have talked about it extensively) he calls me his man. Make of that what you will.

 

I will say because he often drives a long distance to see me, I will sometimes give him money for gas and tolls. I figure if he drives all this way to see me and spend hours together... gas money is the least I can do.

Was happy to see this post. Gave me a grin.

[big-n-tall]

Was happy to see this post. Gave me a grin.

 

Well thank you.

Although it’s probably not who you think it is. Lol!

[starman05]

so many of you must be really hot!

[+ purplekow]

so many of you must be really hot!

One nice thing about escort client relationships that turn into friendships and more, is that looks are out of the equation. The escort is hot, usually. The client is not, more often then not. But they meet, Interact. Learn about each other. The superficiality of physical attraction becomes less important and the attraction on a different level becomes more pertinent. So what brought them together, money and looks, are only the way they meet, not the way they stay together.

[adventurous old guy]

Well thank you.

Although it’s probably not who you think it is. Lol!

Oh OK, was making an assumption. Still, whoever it is, glad he's got someone to call his man. Was a sweet moment in a crazy world to see that.

[marylander1940]

You’re not the exception. You’re the rule. These are (in my case, to me, strange and wondrous) exceptions

 

Agreed. Obviously we all like different things there’s no standard for beauty in the “gay community”. There are real chubby chasers and guys truly interested in older men who make a living escorting.

 

Some in this forum started hiring when they were in their 20’s and in shape but most clients aren’t young. Lately with “Grindr fatigue” some young men are hiring more often because of flakiness they find online and being available able to pay with a CC among other reasons.

 

I started hiding when I was in my late 40s when there were no alternative ways to meet people other than going to a bar or risking being arrested/robbed in a cruising area.

[adventurous old guy]

Sot this is a story not exactly on point, but close enough. I was once on a team at work with a very beautiful young man, in his prime, 20 years younger than me, who escorted on the side. He was from a wealthy family, well educated and did it for the thrill. Told me his first sexual experiences were being "tipped" for great service he offered some of his dad's friends after caddying for them at the country club. Had issues with his parents, this was his way to rebel as a teenager, and it still gave him a rush to be paid for sex. Anyway, this all came out over drinks one night at a hotel when we were both traveling for work. I was the lead of our work team, and had gone to bat for him in meeting when his boss, who was a jerk, was criticizing him while simultaneously taking credit for his work. Anyway, his life story was a prelude for offering to have sex to thank me for my support. I declined -- never thought it was a good idea to have sex with co-workers -- but we were both relaxed and what ensued was a really fun, flirty conversation where he kept teasing, "You know I'm really good at this. You know, people pay me for this."

 

Great memory and fantasy material, that I role-played a couple times since with service providers, Said yes instead of no, lol, in those sessions.

[+ poolboy48220]

I remember one more, an escort I'd seen a few times. When I saw him initially at the bar, he noticed I kept looking his way and came over to chat. About an hour into the conversation he mentioned he was an escort, but by that time I was sold :-) We met several times after that. Then, a couple years later I ran into him at a restaurant, he mentioned his landlord had unexpectedly sold the house and he was out on the street soon; I told him he was welcome to stay with me until he found a new place; no "quid pro quo" expected. He came back to my house, and shortly after I went to bed, he came into my room naked and crawled into bed with me. Oddly enough, I don't remember if we did much of anything that particular night, I'd just started a new job and didn't want to miss waking up on time. He stayed with me for a few weeks and slept with me most nights.

[+ Coolwave35]

I really enjoy watching providers and will often hire two at a time, or hire one to pick someone up on Grindr. I hired a beautiful top and we picked out a pretty great looking bottom on Grindr that was open to me watching the two of them. The bottom guy lives close to me but I’d consider out of my league.

 

They had an incredible romp, that was really fun to watch. The bottom didn’t know the top was being paid.

 

The bottom had been hitting me up on Grindr every few days asking if my buddy and I would come back, it was fun etc.

 

I finally leveled with him and told him that I hired the top because I enjoy watching hot men fuck in person, and that he probably wouldn’t be back as I like variety.

 

The bottom said he really enjoyed having me watchand asked if I wanted to come over for free and watch him play with his dildo.

 

Well I got super turned on, and he came on to me and we’ve literally been having sex every night this week.

It’s been a week of really exciting sexual exploration with a man entirely out of my league but is turned on by some part of me that I would never have had access to without using the top provider as an entryway.

This feels off topic but in my head it made sense to be shared here. Sorry to hijack the thread lol

[massageformuscle]

Has anyone transitioned from hiring an escort (after many times) to where they say.....you don't need to pay me anymore, we'll be fuck buddies? Just curious. There are some I'd even say I have become friends with, but am hesitant to meet up unless I have the cash.

You can become friends but always pay and keep that part business I’ve Never had anyone say oh you don’t need to pay anymore

[crushme99]

Fascinating thread. You guys have some cool memories to share.

[thickornotatall]

I has one escort with whom I was friendly and who came to me for my professional services. We saw each other weekly and he did an hour of training and an hour in bed and then dinner for the cost of an hour service. I offered him my services for free. When he broke up with his fiancé, he needed a place to stay and stayed with me for a few weeks. The next to last night he asked is could sleep with me instead of in the guest room and I said of course, He initiated the fooling around and did not wish payment. It may be that he was repaying my allowing him to stay with me, His final night he also slept in my bed and also performed sex acts which he did not provide for a fee, That was very surprising. He moved into an apartment and unfortunately he became ill, hospitalized and passed away within two months of this. I still think of him fondly, more than 15 years later.

So sorry and sad he passed away....you must surely miss him..

[myophile]

I’m going to go out on a limb and say that if my regular guy ever suggested such a thing (and he has occasionally hinted at it), I’d continue to pay him. We enjoy each other’s company, and I consider him a friend—but I consider my trainer a friend, too, and I’d feel funny accepting his professional services without compensation.

[Gymowner]

good point myophile. the dynamic will surely change once the financial aspect changes. may be better... may become a tragedy. so if one is happy with the current financial arrangement and performance in the sessions then keep them that way.

[MmM]

Happened to me in NYC probably a year or 2 back. Found someone on RM by the name of Tristan? Or Lumo? He had changed his profile name once. Sexy lean guy. I met him at his loft in SOHO where he is living with a 'buddy'. We had great chemistry and fun sex. After a day or 2 he texted that if we wanted to get together again he wouldn't charge. I was very busy then and never got to take him up on the offer. After some cyber research turns out he is from a wealthy family , his father was a prominent artist in the art world, and that was their loft! I.thought that was interesting.

[+ purplekow]

So sorry and sad he passed away....you must surely miss him..

Rod Roddick. RIP John. https://www.gayforit.eu/video/186387/Rod-Roddick- Funny thing is his persona and his person were so completely different.

[thickornotatall]

Happened to me in NYC probably a year or 2 back. Found someone on RM by the name of Tristan? Or Lumo? He had changed his profile name once. Sexy lean guy. I met him at his loft in SOHO where he is living with a 'buddy'. We had great chemistry and fun sex. After a day or 2 he texted that if we wanted to get together again he wouldn't charge. I was very busy then and never got to take him up on the offer. After some cyber research turns out he is from a wealthy family , his father was a prominent artist in the art world, and that was their loft! I.thought that was interesting.

There are eight million stories in the naked city. This has been one of them."

[Lewis H]

On 6/24/2020 at 8:13 PM, manmed said:

Happened to me in NYC probably a year or 2 back. Found someone on RM by the name of Tristan? Or Lumo? He had changed his profile name once. Sexy lean guy. I met him at his loft in SOHO where he is living with a 'buddy'. We had great chemistry and fun sex. After a day or 2 he texted that if we wanted to get together again he wouldn't charge. I was very busy then and never got to take him up on the offer. After some cyber research turns out he is from a wealthy family , his father was a prominent artist in the art world, and that was their loft! I.thought that was interesting.

I saw your reply on Lumo who now goes by College Masseur's thread. I wonder if he escorts for fun more than cash, given his family's wealth?

[+ The Big Guy]

Interesting topic.  I have a regular I have been seeing for about 3 months.  About 6 weeks ago, I had the opportunity to host which usually does not happen. We usually meet at his place.  We went out for a nice dinner, and returned to my place for some fun and some wine.  At the end of the night, in spite of my pushing, he refused any payment.  I just figured, he was being nice since I paid for dinner and wine.   Last week, he texted me and said he wanted to meet outside our usual paid arrangement.   Flattering but I am not sure where to go with this next.  One of the best regulars I have had.   I am significantly older so I am not sure if he just wants to meet as friends or if their is an attraction.  I am very interested but also don’t want to be a fool.   In any event, it seems like a good problem for now.  

[HornyLatinBi]

2 minutes ago, The Big Guy said:

Interesting topic.  I have a regular I have been seeing for about 3 months.  About 6 weeks ago, I had the opportunity to host which usually does not happen. We usually meet at his place.  We went out for a nice dinner, and returned to my place for some fun and some wine.  At the end of the night, in spite of my pushing, he refused any payment.  I just figured, he was being nice since I paid for dinner and wine.   Last week, he texted me and said he wanted to meet outside our usual paid arrangement.   Flattering but I am not sure where to go with this next.  One of the best regulars I have had.   I am significantly older so I am not sure if he just wants to meet as friends or if their is an attraction.  I am very interested but also don’t want to be a fool.   In any event, it seems like a good problem for now.  

I offer a ton of advice to you that is all contained in ONE word:"Boundaries"

Have that difficult conversation sooner rather than later - you will thank me later on. I promise. Take it from one who knows.

[MmM]

19 hours ago, Lewis H said:

I saw your reply on Lumo who now goes by College Masseur's thread. I wonder if he escorts for fun more than cash, given his family's wealth?

I think he escorts for money. One never knows what kind of arrangements they have at present. 

[thejsmith71]

Many years ago, I had my eye on a provider but hadn't worked up the nerve (and probably cash) to hire him. I then saw him on one of the pre-Grindr online dating websites and he invited me over. Though he advertised as a top, he was a switch in our hookup. And very, very hot all around. I never let him know that I was aware of his side hustle!

[pubic_assistance]

I used to see a Thai Masseur, who after several sessions became more sensual and eventually ...sexual.

In-between massage sessions, I would also see him socially; taking him out for lunch and would go back to his place for a hour or two to fuck his brains out. None of this was "on the clock".  He just thought I was "really hot".  But of course Asian guys seem to have more appreciation for a man in his 40's than do American gays who are very inebriated on youth culture.

 

[Ali Gator]

I've become rather friendly with a masseur in my area who I employ regularly for erotic massages. Last time he was here, he mentioned how expensive it is for him to get mandscaped. I've been looking for someone to do it for me in the area, and found someone who charges about $100+ for a minimal package. (I used to go to someone in NYC, but haven't been since the pandemic).   The masseur made an offer to me - he will come over and we will manscape each other, for free (and extras) once a month.  I love the idea - tonight is my first appointment with him. Nothing in the world is better than than having a sexy muscle guy manscape you (well, Ok some other things are better - but this ranks up there) .