How often do you discuss your private life?  If you do is it only with a regular?  Is it during the session or just during the cooling down period?  To me I find that it's a bit of a turn off as I'm there to get away from things for a short time.  But yet,  fully understand that they too need a shoulder to cry on sort to speak.

I've noticed that although many men will ask how I have been, what's new and so forth.....some guys really really don't want to hear the mundane details of our lives. Not at all.  

Many girls feel the need to unburden themsleves to me. But there are reasons for this. I do almost soley lentghy dates and I tend to find someone, like my current SB, that I will see every week, or I will see them very often over a few months, so familiarity and trust are built and they feel comfortable doing so.

She told me about her side business, her vacation plans, the fact that she moved to a new section of town, etc. Usually it's idle chit-chat during the session.

a few of my regular ladies have divulged similar non-identifiable chit chat info.  

Yes I do share a little bit and so do my clients....I'm the type that has always made people feel instantly comfortable and I really enjoy conversation so in the cool down periods we'll chat about anything from kids,recent moves,hobbies,music......sometimes more face value sometimes a bit more personal. Somehow talk of the wife or kids creep in there and I wonder If that's bringing the session outside of the stress relief they might be seeking....so as of recently I try to stay away from potential stress inducing conversation lol but in short yes my regulars know the basic jist of my life.....

I agree with JD.

But only if Jack will lend me his shoulder to cry on lol

Of 3 long time Favs, I'd say 2 were quite talkative about their RL, over time & yes, mostly during the cool down intervals.  The third did but less so.  One-off dates generally did not talk much about their RL.  There were some wth a few repeats but not long term...  I'd say no to them as well.  

I haven't started providing yet but when I do, I suppose that it would depend on the type of person I'm with and their personality. Normally, I'm pretty open and conversational so I'd probably mention some personal details if they asked. I mean, you know, as long as it wasn't my SSI, haha.

Great topic. I'd never thought about this too much and it made me recall on things. For connections, it can't be helped to share the vulnerability of yourself and being genuine. But maybe keep it on the positive side of things. Or keep it light.  No complaints and depressing stuffs. I guess different people feel differently about it as some prefer and some don't like like yourself. It's so hard to know someone for the first encounter and it being an hour and learn what their likes/preferences are.

There is a provider I have seen a number of times.. This week I texted her and she texted back that she was really scared because she was behind on her rent, her utilities and so on..  
Scared me to death.. I keep expecting a plea for funds .. and it's hard to say No.. but I will..  
  I hope..

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i know alot about her life. Where she grew up and her family life. It's chaotic and sad. But none the less I listen to her when she's talks about her family drama. She's a sweetheart. I listen to her every word she tells me. I never ask her about her life. She just tells me outright. There's a big trust between me and her.

I'm OK with it.

OMG! I can so relate to this!  A (former) regular of mine from last summer really did a number on me by telling me too much of her personal background.  I later found out from others that it was 150% true, too.  She became too dependent of me for her "rent" money yet she was still seeing other clients.  As it turned out she told me treat her better (wtf?).  I stopped seeing her last fall but she still sends me "hi how are you" texts asking if I want a date.

Travels, funny moments, plans. During cool down time. Negative things should be kept away from that fantasy time. From both sides.

Nothing too heavy. Even with regulars (most of the time).  

I'm good with general day to day chat, and light personal information.  BTW, no pro-sub or blow-up doll needed anytime soon.

If they talk business, it's fun to hear. I figure anything a hooker tells me is about as reliable as the age printed on their web page.

We have a relationship where we agreed we would be completely open and honest with one another and it has been great to have someone in your world to have that Level of trust.  
We have had 70 dates over 4 years and become real friends