Sure. Many times..

Most provider O's are faked. The ones that are not faked, are unmistakable.
Find a provider who is low volume, and make sure you get the first appointment of the day. That may work.
Read some reviews, and if multiple reviewers said she O'd, then try her yourself.

I think it is less frequent for a provider to O with a client...  for one thing, there is not as strong an emotional connection, their acting skills to the contrary.  Often these are first dates and I seldom gave my civie GFs O on the first date, or providers either.  Even in a LTR it's not a given.
If a woman wants to, pretty much always DATY.  I won't say I "give it to her"; she decides she wants it.  I'm the motor, she's the driver.  ATF once said she never Os with clients...  she's happy to see me & it's not just about the donation.  Another Fav Lady exclaimed "If you do that again, I'll have to pay you!"  (Made my day.)  

I've sometimes had providers O during intercourse, sometimes even mutual Os with ATF...  but then I've seen her several years on & off.  A lot depends on position & whether she's relaxed enough.  I had it happen on a second date where we just hit the right spot in miss. & she O'd & then so did I. Cum to think of it, years ago with a civie GF on the first or second try...  miss.  Os with intercourse is much less common in my experience.

I like to give as much as I recieve but there's just no guarentees.  I think trying too hard is almost a guarentee that it won't happen  
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Sweetie, if you really are concerned and want to make sure that she does, let her know. Some are harder to get to that point than others. If she knows her body, she can tell you what to do.

many times i think you are too busy ( not just yu but many are) trying to orchestrate the experience instead of just going with the flow. this can make or break an experience every time.

After reading all of this, how the hell would i KNOW...

ladies please speak up!! This is important to me.

Re: Has anyone ever gave a Escort an orgasm

Maybe I'm just wierd but most of my clients give me orgasms! I have way better sex as a provider than I ever did as a civie.

about two hours ago.  All induced orally.

I visited at least second time.

It's absolutely AMAZING what a ladies man I am.