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Tricky situation


dtopoc
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I've had this happen. A guy who used to (and sometimes still does) advertise on backpage in Boston (see, some guys on BP really are legit and worth it, lol), who I know as a colleague in his non-escort life.

 

I wound up chatting with him (legit-wise) online one day, and let him know I had seen, and admired, his ads, and wanted to know if he ever got hired by friends or colleagues. He was very flattered, and very open to talking about it all - but he did say that he preferred to keep his escort life separate from his friends, etc. And I respect that, so I didn't try to push him further lol. It was all for the good - he was very gracious about it, and is still quite friendly with me when I see him in public.

 

But oh, sometimes I wish he would have said yes, lol.

 

Once I did have an odd (but good) "escort-like" transaction with a colleague - someone I had once worked with and was still friendly with, who I then saw on Manhunt. I took the plunge and said hi - we talked and over time, he admitted he might be interested in something casual. But schedule and other logistics kept getting in the way. Then, one day he got in touch for legit professional reasons, hoping to use MY services. We joked that hey, maybe we should include sex in the deal. And we wound up doing just that. He wound up paying me part of my legit fee, and in return, I gave him a bj (which is what I was hoping for lol). We wound up doing that deal twice actually. I think it worked out well. He got the professional advice he needed, I got to suck him off. Everyone was happy. :D

 

I've had a few other potential situations that I've steered clear from. Once on rentboy, I saw a familiar face but couldn't place him - I figured maybe I had seen his ad somewhere else. I contacted him, and he sent me an email back from his personal account - his real name included. It was then that I realized that he was a former student of mine - and not one that I'd say was at the head of his class lol. I did think about pursuing it momentarily, but ultimately realized it just wouldn't be a good idea. I never let him know that we actually knew each other.

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I think it depends on what "Knows socially" means. Friend of a friend? Bar friend? Neighbor? Co-worker or (as in my case) PARTNER or BF of a friend? If it's just the friend of a friend thang run into at parties events etc etc it's NBD I've done that (and latr discovered half my buds and me were Eskimo Brothers lol) so just contact him thru his ad and be upfront that you know him etc. If it's a closer tie it can get uncomfortable. In LA I found the live-in BF of a co-worker in the old AOL "Companions" chatroom and was surprised since he was a freqeuntly working actor National Tours leading man at The Ahmanson (LA's version of Broadway) whom I'd always had a hard-on for lol, he was a young Hugh Jackman type black hair green eyes big muscled bod (once when I was at their apt he ran down the stairs in just a towel to grab something and we said a quick hello but my dick said a BIG one lol) When he sent his pic via the chatroom I thought poss someone is just using his pic (rare back then) but when we exchanged emails his addy was a shortened version of his real name so I knew it was him. His partner was the NICEST guy omg so sweet we were volunteers together at the old NOLP LA charity (neccessities of life program - provided food toiletries etc etal for guys living w aids) SO I remained anonymous BUT told him I knew his partner etc and he laughed it off said it was NP if I hired him and said (common line) he keeps this part of his life "separate" from his relationship. But I couldn't do it lol. (I kept in touch a LONG with the partner to see if they'd broken up etc in which case I'd be on him in a falsh lol, but they never did and last year on on FB I saw they were STILL together (by their WEDDING photos) 20-something years later. *STILL have no idea if the partner knew about his scorting of not.

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