I have known a woman for about a year who runs an escort service. I have used her agency and been somewhat satisfied with the quality of the escorts, but never really talked to her about them. she calls me and emails me (even got some erotic photos of her without asking) and we can talk about a variety of subjects. I told this woman when I first met her she was so attractive that I got wood when I met her. that is the last time I really mentioned anything sexual.  my question is, I would really like to have an "encounter" with her but don't know how to approach her. I'm not sure if she ever escorted or if she did if she would still see clients now that she runs an agency. I'd be willing to be very generou$ to her but I also don't want her getting the impression that I think she is just another escort to me. I can't say I would like a LTR with her, but I would like to have some fun and still show her some respect. any ideas? hope I explained this well enough.

I'm (obviously) not a lady who runs an agency, but I've got $0.02 in my pocket, so:

Call her and ask her. The worst she can do is say no.(Well, the worst she can do is giggle, hang up the phone, and black-list you. but the odds on that are pretty slim B^D).

Seriously, ask her if you could see her. Keep it simple and skip the part about her not being just another escort for now. Once you've spent some real time together you can get to that part.

Hi there. I run an Agency in Phoenix and get asked this question all the time!  I haven't sent any photos out of myself but have met many of my clients on a business level.  I think it is a compliment and although I don't ever cross that line, I would never be offended if a client asked, as long as it was in a positive way.  I think what you should do is go to lunch and then just ask her if she has ever escorted before, how she got into the business, etc.  If things go well, just throw out the question and see what happens!!

Agree.  I have taken my favorite phone girl out for dinner once and had a great time.

Also have been out for dinner wiht the owner of another agency and have a very nice time.

Neither of the above included hobby activities however.  Just an interesting evening with an interesting person.  (Just is not the right word, don't know what other word to use though)

I have meet Taylor.  I am not suprised she gets asked.  She is a beauty in her own right.

Taylor, lunch Tuesday or Wednesday?

used to run a US touring agency Montreal GirlFriends.  I know at least 2 others owners of agencies who also escort themselves.

Just ask her.  Many women who run escort agencies are also escorts.  I don't think she will be offended.

if you're not sure if she escorts or was a former escort, ask in a way that probes. Call her and say that you need to see someone this week. When she asks 'Who?', say "Well, if I had my true preferences, I would love to see you." Let it hang for a moment, and you will get either " I don't do that anymore". Or, "oh , hun, I'm not on the menu." Or you will hear a question about price or selectivity, and she might say " you realize that my rate is ________" -bingo. Some owners still provide, but selectively. They are way past needing reviews, and prefer not to have them, and stay UTR. They also have preferences of who they see, so, don't take no as a no, may mean she just isn't in the mood, or feel chemistry. I too have seen some owenrs, and it's been great. Phrase it as a compliment, and she wont be offended, in either case.

Ask her, "So, do you ever go 'out'
yourself-escort dating?"  
And if she says yes or no you can then ask
"Well, would you see me and what type of rate would you expect?"

Should you see any of her ladies after seeing her this should never be discussed,  not initiated by you.