Would it be awkward to book with her?  

I'm not sure if this makes a difference, but although it's been a few years since we last spoke, we do have a number of acquaintances in common (it was a small company; there was a lot of after hours hanging out and friendships made).

and I was her boss, I would have been boinking her for free, then transitioned into the pay position after she left the job.

too much personal information, too many acquaintances in common, too much opportunity for problems, IMO. And yes, awkward with perhaps potential for creepy as well.

You did not know, or even suspect she was a provider. Based on that fact I would by all means see her in this life. And since she knows your name, when you try to book her and she screens you, you'll find out from mo reply if she's uncomfortable seeing you. Nothing lost, nothing gained.

Which shouldn't be too hard for you to do. Seeing as you already have a crush on this lady.

experiencing. First of all, no one has contacted me that I know yet. BUT, many of us have already thought out how we would want to deal with a situation like that.

Pussies need to smell like salmon,  that's sexy right there

Do not try to book with her.

Steph xoxo

And Report Back-ASAP !!!!

Do you REALLY know what is inn her head. She may be at a crossroads and looking to dump her other job. She may really hate your guts, but you being the boss, she hid it well. Look around, are you willing to loose it all to get with her one time? Keep the fantasy a fantasy and play safe. Just saying

If you want to keep your job, you're gunna have to get down on your knees and convince me of why you deserve to keep it. Damn! I love role play, you're naughty Courtney, one of the many things I like about you

So do you think if you let her know that you know that she is a provider, she will feel like you have something on her and might sometime use that ammunition against her?

He aint playing. lol

I think of all the board trolls and SPOTY candidates that we have had here, the one most likely to NOT be like his board personality is/was Asscalade, and the other most likely nowhere near as "dumb" as he portrays would be RidgeTucky. The rest of them i think are above as much as Charlie Sheen playing Charlie Harper.

you have to keep in mind that this also affects his life. He may not want that much overlap with his own world. Even letting him know delicately and discreetly could be awkward- because now he knows you know. Sometimes I think it's best if it's just left alone. A surprise under these circumstances is never, ever good.

In fact, don't ever see providers who know your real name unless you are okay with everybody on the internet knowing about it the moment she decides to go crazy.  

when I had booked a session -

That was initially strange, but then it got comfortable. Sounds like jj, doesn't it.

-- Modified on 7/30/2014 4:56:20 AM

except on very very rare occasions....

Dear Melissa:
Are you learning that sense 2008 say that more women in general and more woman locally would be involved in the commercial sex industry on some level? Also would you say or even guess that more  friends than you think from undergrad and High School could be actively involved in the game at some level?

If you wanted to bang her then bang her.  Call her make sure she knows who you are.  Who knows she may have wanted to as well and never said anything because she is professional.  It may be the time of your life.