I would not spring it on her.  She will probably freak out.  If you really want to pursue this approach her through her normal provider contact method.  Let her know you think you recognize her, you think she's hot & want to see her.  Promise this will be all professional.  Then go with what ever she decides.  
Just like most of the hobby, these things are NEVER discussed or revealed...  you take these things to the grave.
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it was a lil weird at first...but the years were very good to him...he was very handsome and the sex was very good...I would send her an email...I sincerely doubt she will be freaked out...I mean after all she is an escort lol

So, if she is hot and you want to do her, make contact via the gentleman's path of communication and if she has no problem with it, it's on.

At least she is making that decision.

Oh and depending on how far back high school was don't expect the same fresh hottie from high school when you get to the good today. I'm thinking of myself I guess, so disregard this advice. lmfao

There's more than a few "hookers" on Facebook but I am not sure why you need advice if you already know her? Try re-connecting and ask for a date. It's not likely that she'll let you know up front that she is in the biz, but if so, you are already experienced with pros. BTW, if spending time with them means what I think, then that in the long run will result in a disaster or two. Stick to the NSA, pay and go. Most of the ladies prefer that and most have people that they already connect with on a personal level.

It might make her feel very uncomfortable to know that someone from her past now knows of her present activities.

I'm assuming that you are 100% sure it's her and she shows her face in her pictures? If us ladies show our faces in our pictures, we're bound to have someone we know come across us. Years ago when I showed my face in my pictures, I had the occasional client email me and say that I looked familiar and that he thought he knew me.

So if she shows her face in photos, she should realize that it's likely someone she knows will stumble across her. Hell, that's how I got busted out years ago. On my website, I showed my face and had topless pics on there. My older brother has a friend who sees escorts, and he came across my website. Brothers wife told me that his friend suspected what I was doing, and that he was showing her pics of girls online that he suspected was me. I asked her if she saw any pics of me, and she said she couldn't tell for sure it was me. I told a few people about what I did, and asked them to keep it a secret. Yeah right, big mistake! People don't know how to keep a secret. It's such a juicy piece of gossip that people can't keep their fucking mouths shut. So alot of people know about what I do. I recently just came out and asked bro's friend if he knew I'd escorted, and he told me he'd came across my site years ago, and told me the name of it. I'd known for years that he saw skanky street walkers, so I didn't think he'd be on websites such as TER. Oh well!

Anyways, back to you! I think you should give it a shot. What harm can it do? At the most she may be freaked out that someone recognized her. Perhaps you shouldn't tell her right off who you are, tell her you think you may have went to school with her, and see what her reaction is. Let us know how it goes!

I have lived in the same area my entire life and have wonderful family and friends etc..

My two lives are seperate for a reason!

If you are really driven to see her, be honest. You can and should tell her that you know her from a private citizen perspective. Ask her if she is comfortable with knowing who you are? She may or may not decline..

Please do not schedule an appointment with her and not tell her the truth. It will scare her to death....

I would freak out, and be utterly livid if a guy were to show up to see me and surprise surprise, it turned out to be someone I knew. I'd be worried about being stalked or outed. In my case many of my family members know whta I do for a living, but not all of them, and I would want to keep it that way.

If you decide to contact her, most definitely let her know that you know her personally, and ask if she would feel comfortable. She may be fine with it or she may decline. If she declines, respect her wishes.

The first time I went to a strip club I was worried about running into someone I knew. Then I realized, if I see someone I know, they are there too, so what can they really say? I think this is the same thing. So you found out she escorts....if you see her then she now knows you see escorts. I would have fun with it. It also doesn't sound like it is someone you know well and haven't seen in years. If you were good friends or something than I could see the problem. For me this would be a dream come true. A girl I was attracted to in high school suddenly being available as a providor? That would be a hot date for me.

this is a good way to set up a catastrophe. you likely have many acquaintances in common. there may be serious risk management issues that require considerable finesse to deal with.

BUT if you are resolute about it being once and done.... no biggie.

OTOH if you start repeating i see many ways to fail and only two strategies for success:

1) you never discuss your civy friends or acquaintances AT ALL.

2) you trust each other and your ability to communicate clearly and rationally about the risks and deal with them.

it's especially risky if you go with option 2) above. if she is a bit of a diva it will be very difficult to have a balanced treatment of risks.

-- Modified on 4/14/2010 8:31:09 PM

After reading the variety of replies, perhaps one approach is to go for it without mentioning any possible past connection. She may not clearly remember you and even if she does, you may recieve the time of your life.

On the other hand, if she is angered by your approach, what is the value of your "friendship" on Facebook? You might lose a Facebook friend or have a great provider on your short list.

Concerning confidentiality, who does she maintain as common friends who she could talk with? What are your liabilities if anyone would find out? Risk vs. benefit which only you can analyze best.

If it's low risk, go for it. Fill a high school fantasy.