From Escort to Fuck Buddy

[Luchidor]

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.

[+ poolboy48220]

Just one or three that I can think of, in many hires. I've hired a couple (couple dozen?) dancers but a few have gone home for free; one escort turned into a fuck buddy without an actual conversation about "You don't need to pay me any more". I think I offered to help him with some computer stuff, and he started feeling me up as we finished, and that was how that relationship shifted. Who knew computer literacy was such an aphrodisiac?

 

I invited another escort to watch a special I'd taped that I knew he was interested in, I gave him a foot rub that progressed to a fun time, but he moved and that was the last I saw him.

[big-n-tall]

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.

Edited November 26, 2019 by big-n-tall

[+ 7829V]

I've a regular masseur, that the other night called me... I guess he was feeling lonely... ? And wanted to see me. I said that I was low on funds, and he said don't worry about that. He wanted to stop by an see me because we haven't seen each other in a couple of months. He spent the night. (he drove around an hour to see me) Not sure if that will repeat.

 

Also, I have travel plans with another masseur, where I just pay for flights and meals... not for their time. Not sure if that qualifies.

[+ poolboy48220]

One other guy I remember, I saw him one night, and a day or two later he called asking if we could repeat the same stuff, no compensation necessary. I guess I'm pretty good at rimming.

[+ Pensant]

Yes, it’s happened recently. One of my regulars, a 30 yo who could pass for 20, brought an equally hot friend over the other night for a night in black leather (remembering Peter Berlin). It’s amazing that two hotties would have so much fun with someone my age. We followed it up with a late dinner at a great restaurant around the corner. I’ll have to take them out shopping for selvedge jeans!

[+ Pensant]

One other guy I remember, I saw him one night, and a day or two later he called asking if we could repeat the same stuff, no compensation necessary. I guess I'm pretty good at rimming.

Rimming a post-workout crack puts me in a fugue state

[rustyrex]

Once, but it didn’t last long. He told me that it was easier for him to keep a business relationship. I told him I understand. This last meeting was almost strictly massage. We messed around but no actual sex. At the end he got close to my face and lingered like he wanted to kiss and held me for a few minutes.

[MaxMuscle9x6]

Yes, I have had escorts that will not charge me for time spent together, but typically after several paid hours together. However, there is one escort I met about 10 years ago that changed my life. We met online one Saturday night and he invited me up to his place. We hit it off right away and had awesome sex. I saw him 3 more times and on the 4th date, an overnighter, he didn't take the envelope I left for him on the dining room table. I thought he had forgotten it, so i ran after him. When I caught up with him I discreetly hand the envelope to him. He said he didn't forget it, but he could no longer take my money when he was having more fun than I was (I assure you I was having just as much fun as he was). That was the beginning of our relationship and we are still together.

[curiousbynature12]

It depends on the people involved, but not for me. What makes a great fit as an escort/client not translate on a personal basis as a fuck buddy.

 

If I wanted to make an escort a fuck buddy, I would shoot my shot on Grindr/Scruff/DMs and never hire them.

[+ keroscenefire]

I would say I have become friendly with a couple escorts...I have done things like have a few drinks and dinner with them outside of hiring them. But I have always hired them if there was any expectation of intimacy. It's their job after all. And just like you support an artist friend by buying his/her art, you support you escort friend by buying his/her time.

[+ deej]

A guy I used to see/pay in Chicago started calling me when he was just horny and wanted to get laid.

 

One time I said "I only have $100 in my pocket" and next thing I knew he was at my door. We reached an agreement after that. When I called him, I was paying. When he called me, I wasn't.

 

He called me often. Little dude self-identified as a straight womanizer but loved having a dick shoved up his ass. Go figure.

[hypothetically]

I have a stern stance against playing with other escorts during "business hours," so I have been hired by other escorts.. but it ultimately turned into a fuck buddy situation. I cannot say any of these situations were longstanding nor worth it, as there are a lot of intricacies involved in seeing/fucking/dating another escort.

[Lewis H]

Years ago I hired a then very popular escort, who surprised me a few days later by calling me after he finished with another client to see if we could hang out. It later turned into dinner and (unpaid) sex, and while we never repeated the sex, we did end up being friends after that.

[LTH]

Good Lord! It's a BUSINESS! Stop fantasizing about getting it for FREE! Had I posted something similar like "From Maid to Housekeeping Buddy" (reads getting the housecleaning for FREE!), I would have been laughed off the block!

 

If one is really interested in becoming an escort's buddy... HOW about "From Escort to ROCK CLIMBING buddy" or "From Escort to ANTIQUING buddy". If the first thing that comes to a guy's mind about me is to get my SERVICE for FREE, I KNOW he AINT MY BUDDY!

[marylander1940]

I have a stern stance against playing with other escorts during "business hours," so I have been hired by other escorts.. but it ultimately turned into a fuck buddy situation. I cannot say any of these situations were longstanding nor worth it, as there are a lot of intricacies involved in seeing/fucking/dating another escort.

 

I think what the OP wants to know is if you (and others) ever met a client so hot, skilled or with such a great chemistry that you stopped charging him and decided to have him as a regular fuck buddy.

 

There have been other threads about escorts either hiring each other or just hooking up with others for fun.

[+ Italiano]

I do see a couple of escorts in NYC and another in Atlanta that after seeing them (separately) a few years ago the first time, the second times (and all the times after that) by their own initiative they offered me to see them half price.

 

One very hot escort in Toronto (hot hot man, who eventually revealed himself a real asshole when I booked him again a couple of years later in NYC) 11 years ago offered me a freebie the day after I hired him.

We both had an amazing time both times, I would say even more the second, for free!

 

That's it for me...

[advnturpup]

Twice an escort became a fuck bud. Both times a good friend too. One the sex lasted for several visits but eventually dwindled to a hot hello and good bye kiss. He is still in the business. I never really understood why frankly! But he enjoys me in a bunch of ways. And I’m not someone who can hire very often. So he liked the connect, basically.

 

the other was Big Colton. I helpedhim getting some gear he wanted so met up with him regularly for a while. I actually turned down playtime the first time when he offered! Told him I was helping him out as a pal. And meant it. But the next he was so disappointed. Lol. Thought *I* didn’t want HIM!! Not!! So after that it was regular whenever he came to my city. He just really liked our chemistry. And I for sure did as well. Reeeeeeeally miss him. We became really good pals. Unfortunately this was all in the year before he died. So lasted only about 7 months. But am so grateful for his generosity with himself! Feel that way about both those lugs. They are both guys worthy of substantial worship and submission (often my things) and that they found me worthy of being with in these and other ways is sonething I’m very proud of.

 

and I’m not of the apparent stature of maxmuscle9x6. And I’m not young either. 61 (at best look 50). Nerdy Jewish boy in glasses. Decent gym build but far from perfect. But chemistry is chemistry! Go figure.

 

in general: agree. I don’t look for freebies any more than I would hope my hair cutter likes me and wants me coming in for free. Lol

[marylander1940]

It depends on the people involved, but not for me. What makes a great fit as an escort/client not translate on a personal basis as a fuck buddy.

 

If I wanted to make an escort a fuck buddy, I would shoot my shot on Grindr/Scruff/DMs and never hire them.

 

Because of Grindr fatigue younger and good looking guys are also resulting to hiring for instance we have several posters on here who are in their 20's. I'm not denying some escorts have real daddy issues and find some clients hot though.

[Gymowner]

Happened with a stripper in chicago. Needed extra money. Didnt escort full time that's for sure. Became friendly then started hanging out and going to straight bars. One thing led to another and he wanted my "world famous blow job" when he came up dry for pussy that night...lol. after that it became a regular thing for about a year.

 

Now porn stars and hookers that I didnt hire but picked me up.... that's a whole nother story and happened often in my prime.

[JayBird1000x]

Yes. But I felt like he was angling for a relationship and I’m not about that life.

[+ Reisr30]

Looking at all the previous post; I guess I’m the exception. Never had a situation with a companion turn into an FB type of relationship and no companion I have met has offered to meet without compensation even the ones I have seen multiple times. I know it’s a business so it is what it is...

[advnturpup]

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

[Eggman]

Yes, I have had escorts that will not charge me for time spent together, but typically after several paid hours together. However, there is one escort I met about 10 years ago that changed my life. We met online one Saturday night and he invited me up to his place. We hit it off right away and had awesome sex. I saw him 3 more times and on the 4th date, an overnighter, he didn't take the envelope I left for him on the dining room table. I thought he had forgotten it, so i ran after him. When I caught up with him I discreetly hand the envelope to him. He said he didn't forget it, but he could no longer take my money when he was having more fun than I was (I assure you I was having just as much fun as he was). That was the beginning of our relationship and we are still together.

 

Sweet

[DMICS]

It kind of happened twice to me. 1st time was a hire 2 years ago. Noticed after a few meetings something was off about his mannerisms at times, and then I realized he started using those hard drugs that are rampant in the gay community. He was clearly hooked. It tore me inside because he was sweet, awesome, and I was somewhat starting to fall for him though I knew I'd never cross that line. It got to the point that he would just call me to come over and play and he didn't care about a reward. But at the same time he would ask if I could donate for him to pick up "stuff" which I then realized meant his drugs, usually T or G.

 

I stopped seeing him but I regularly think about him wondering if he's ok. He'd always have a different number so I lost contact.

 

The 2nd situation happened earlier this year pre-Covid. I actually booked a provider last year to join me and a play friend. I saw the provider again late last year, again with my friend. I contacted him again in late Jan for a booking but this time he said no donation is required. He had so much fun with my buddy and I that he'd love for regular meetups. Most of his clients are old men so he found it great that he had a younger client.

 

The way he positioned the idea I knew there was more to it. Even though he said he'd like me as a regular play buddy, I KNEW he meant my buddy and I. Before this he would always ask for my buddy's number. So at that point I just stopped responding to his messages. I'd pretty much be a middle guy bringing my play friends into the mix for him to have down the line. I don't play that.