For example, if it is someone you know from work, family, or the community, then I would not respond - there is just too much risk involved for the good involved.

On the other hand, if he is just the friend of a casual friend, then probably the risk is very low and then I'd say why not?

You have to evaluate the potential risk and take if from there.

There is no way I would risk it and I certainly wouldn't let her know if I saw her in RL that I was aware.  As you said, there are just too many things that can go wrong.

This is my secret life. That's why all my information is fictitious. That's why I never do all the little parties, and meets and greets. One never knows who might show up (Hi Dad!). If anyone ever found out about my secret world, all the fun would stop, and life would get positively dull. That's also why, if I see an atf in public, I look the other way, and hope she does too. Hell, an atf once moved her incall near my work, and I stopped seeing her. Another near my home, and I stopped seeing her. In this hobby, I never take any chances. My brain is smarter than my cock. Well, most of the time

...probably because I'd be concerned it would likely freak her out.  It would probably have freaked me out too but for the fact that I had sort of the opposite happen and it seems to be fine; almost funny.  Someone I met as a provider turned out to work in the same field as me, and we now bump into each other from time to time and are on really good terms.  She retired from the hobby and we both share this fun little secret when we're among colleagues.  

-- Modified on 3/29/2015 1:57:23 PM

seems fraught with peril

I don't like to "mix my pleasures" So it's always "Envelope time." for me because I like to keep life simple.
So I'd never call her for a "date". Far too many things could, and would, go wrong. It's just to easy to seem like a stalker if you fuck up and it slips out. "Did I just say that, or did I think it?" is NOT going to save my ass.

I know that wasn't your question but my answers are  slightly similar, like third  
cousins having sex.

While we were dating I accidentally found out she was a Hooker, never told her for a few reasons.
   
 1. If I had told her she would have asked how I knew.
   If I told her how I found out, she would have known I was not a virgin to pay for play and possibly  become uncomfortable with me.  

2. She was sweet and innocent in public and slow to warm up in bed.  
  I enjoyed her persona the way she was.  

 She never asked me for money, I loved her for that.
   
  She traveled a lot so I never  tired of her.
   
   I would hope if she hadn't moved to the other side of the World she'd still be sleeping with me, when she was in town.  
   
   
  Before I tried pay for play I had a few ex GF's become hookers, a year or two after we split.
   
  The first ex GF who turned hooker I remember  the most fondly, an improved,  prettier  Mila Kunis look alike, with plumper lips and larger breasts.  She was also  Russian, a  waitress I met at the beach.  
   
   I'll never forget the night she came home extremely irritated and insulted when a customer at her restaurant offered her a few hundred for sex.  
 From my perspective and her description of him, a grand would have been more appropriate.
   
    After we spilt a year later we became  casual platonic friends who kept in touch, occasionally meeting for lunch.  
    She had found a new guy and I  a new GF.  
   
   A couple years  later she confided in me she left her BF, she lived alone and was now a  part time hooker.  
 At the time I thought renting hookers was only something desperate guys with no social skills would do.  
  I was cool with her disclosure with only "interesting" as my reply.  
 
    At the time I never imagined I would pay for sex but I had no issues with hookers or the guys that paid for them though I felt  guys who  only frequented hookers must be sad and lonely.  
  That was before  friends started telling me their divorce stories.  
   
  Occasionally  I would call her and plead  for some good old memories sex. If she wasn't busy she would sometime say yes.
   
   I feel  a little bad about the times she said NO on the phone and I begged  until she said OK, come on over.  
     But not too bad,  since  memories of sex with her are great and hopefully never to forget.

  On the other side of the coin I never had a desire to solicit for free or fee,  any strippers I knew, when I found out they were hooking on the side.

recognizing / knowing a girl, who works in the same building, does hooking on the side.  

Her photos are unblurred, the fantasy of hooking up a DDG coworker with a fantastic extended-hour rate and while I got nothing to lose, I've resisted contacting her on a simple fact not knowing how she would react when I open the door