DamizzonNYC

To answer your question I think it's a little bit of column "A" and a little from column "B". It really depends on the escort... his physical limitations, how horny he is, whether he's in it to have fun too, etc.. 😛 
I would say out of all the providers I met most of them orgasmed/came. I have never asked/told an provider before the fun began, "I want to see you cum."  For me personally, it kind of takes away the experience, to say that in the beginning. Although I do understand it's a very import outcome for some clients. No pun intended. So i get why people ask upfront.
I have had a few providers ask me directly if I wanted them to cum after I had already did. I'm easy going... so I usually say, "if they want to." Most have. Some don't. For me the best is when it's obvious the provider wants to cum without me prompting. Even better when I make them cum and they didn't expect it or they're in the moment. I think one of my hottest is after a long session, I orgasmed and sat up to stretch at the edge of the bed. The escort says to me, "where are you going. I want to cum too"... raging boner in hand. I reassured him I wasn't going until he was happy as well.  

Blacklists still exist, a few of them as invite only message boards. 
Mr Number has so little detailed info that I wouldn't consider it much of a resource. There's talk the app developer is going to change that in the next few updates. 
Bottom line, if you're screwing escorts over (or.worse), there are more than enough well-connected people on social media to warn others and pass along information. 
The last thing anyone wants is having their personal info put onto a feed that has 100k followers. 

I feel super naive here, and I can probably guess from context.  But I’m gonna go out on a limb here - maybe look like an idiot - and just ask…
What does this actually mean? 

This is between a man and his own penis.  
 
Full stop.  

This has been a thing for some Dom clients I’ve connected with on Recon

I honestly don't think I've ever connected with a kinky client by way of any of the mainstream platforms.  They've literally all come from Recon!

Not gonna lie, big fantasy of mine being that server. 

Some clients I can’t tell either way if they care if I cum.  There have been plenty of times - primarily as a bottom - when I haven’t cum at all.  Not because I wasn’t enjoying myself, just because they didn't seem interested in me cumming.  Didn’t feel like that’s what it was about.   Though you’re making me wonder how many of those guys were disappointed!
I do have regulars who are clearly very invested in my orgasm and I always cum for them.  
Have you made it clear that it’s important to you?

Not gonna lie, big fantasy of mine being that server. 

Some clients I can’t tell either way if they care if I cum.  There have been plenty of times - primarily as a bottom - when I haven’t cum at all.  Not because I wasn’t enjoying myself, just because they didn't seem interested in me cumming.  Didn’t feel like that’s what it was about.   Though you’re making me wonder how many of those guys were disappointed!
I do have regulars who are clearly very invested in my orgasm and I always cum for them.  
Have you made it clear that it’s important to you?

Some clients I can’t tell either way if they care if I cum.  There have been plenty of times - primarily as a bottom - when I haven’t cum at all.  Not because I wasn’t enjoying myself, just because they didn't seem interested in me cumming.  Didn’t feel like that’s what it was about.   Though you’re making me wonder how many of those guys were disappointed!
I do have regulars who are clearly very invested in my orgasm and I always cum for them.  
Have you made it clear that it’s important to you?

Me too

I'm so green, I had no idea what Recon even was, but I'm glad you've made me aware of it! Signing up now 😈

As for me some guys will ask to video but I do find it awkward especially with a camera phone because Topping and holding the phone trying to get a good angle is a bit much. Then your video looks like a earthquake video.

More of an escort than a masseur here so maybe it’s different.  
 
But I love getting that kind of a direction from a client.  Especially on a first meeting.  Gives me a real sense of what he’s about and what gets him off. 

I've been asked many times.  I always say no.  Not my thing.
If a client waited until we were in a bedroom to ask, that would be an odd moment to turn someone down.
That's something you discuss in email or text, beforehand.

Not gonna lie, big fantasy of mine being that server. 

I feel super naive here, and I can probably guess from context.  But I’m gonna go out on a limb here - maybe look like an idiot - and just ask…
What does this actually mean? 

Not gonna lie, big fantasy of mine being that server. 

When Craig's List had m4m listings I did a bunch of cmnm scenes just by posting and looking for a naked muscle sub (when I was in the mood to be clothed) and offering myself as the naked sub otherwise. When naked I only did 1-2 clothed guys and both versions were super hot. Does anyone know of massage boards or sites that would work for those kinds of listings today?

Not gonna lie, big fantasy of mine being that server. 

I feel super naive here, and I can probably guess from context.  But I’m gonna go out on a limb here - maybe look like an idiot - and just ask…
What does this actually mean? 

I feel super naive here, and I can probably guess from context.  But I’m gonna go out on a limb here - maybe look like an idiot - and just ask…
What does this actually mean? 

I feel super naive here, and I can probably guess from context.  But I’m gonna go out on a limb here - maybe look like an idiot - and just ask…
What does this actually mean? 

I feel super naive here, and I can probably guess from context.  But I’m gonna go out on a limb here - maybe look like an idiot - and just ask…
What does this actually mean?