To both hobbyists and providers:

into the personal life of the other.   That goes double for money issues.

Inappropriate: "Holy shit! The prices here are insane. I should have taken you to Buzzy's. I think we should leave. There's a pizza place a few blocks over."
Appropriate: "The food here is great. They use the finest imported ingredients."

1) Inappropriate: can you set up a session where I could fuck you and your mother? (or sister, or daughter).
2) Appropriate: could you dress up like a nun?
Feel free to ask about other alternatives.

We are all very different. I’m an honest escort, so I don’t have many off limitations. Just don’t bore me with politics. I prefer adult fun conversations & flirting shamelessly throughout dinner. Two is better, than one…

I had a provider (gently) chide me for taking her to a fancy steakhouse (Morton's) once.

An escort is just another human being. A normal free-flowing conversation between adults is appropriate. Try talking about your interests and passions, draw out hers, let the conversation develop organically.

Expand her horizons, teach her or tell her a few cool things you know of. Small talk is good but deep meaningful conversation that’s chalk full of useful tips is what would get you to be her favorite or one of her favorite clients.

Why didn't you take her to a deli the first time ?!

1. Ask respectful questions.  
2. Listen to the answes.
3. Ask a follow up question or two.

Not all personal stuff is off limits. I think most people like to talk about themselves or their kids, etc. I was at a restaurant with an SB yesterday and she was telling me about her son deploying to Syria. Proud and concerned.  

“So, uh, how long you worked for the escort service?  Find this work interesting, do you?”

Basically I am just myself and will talk about the hobby, my opinion on religion, politics, my personal and theirs. I like that you can talk to each other about anything and it is technically going into a void. There are no ramifications like in the real world. It is also just date so naturally there is a flirtatious and intimate tone to it. That is especially true if we have had a playdate before because we are just building on our existing relationship. I also don't  think the monetary aspect makes a big difference to the quality of the time that you two have together. Don't get me wrong, fine dining is awesome, but there is an appeal to a diner too. It is really more about the company than the food although I think it is nice when both people are satisfied with their meal, even if that is a slice of pizza. The only reason I personally don't like to do dinner dates is because I am a bodybuilder and low key anorexic/orthorexic. I prefer to eat my food versus going out because I have less anxiety about it. Most men really understand when I tell them about it and appreciate me confiding in them. Anyway, I hope my answer was okay! I have not posted on these boards very much.

she shaves her pussy is always a good start as it can elicit a variety of unexpected but interesting responses.  On a serious note, the worst things to ask about is how she got into this business or about her other customers.  

I have been fucking prostitutes since 1986. I never cheated on my SO because I was separated from the first one at that time and had told the second one that I refused to live in a sexless marriage. And virtually my entire family knows I fuck hookers.
It's nice to be bullet proof.
Thanks for asking! LOL.

Stevie.   Lol

Be it at dinner or when we're just slumming around in bed. Most or all ladies find what I do very interesting so in that regard, I'm kinda lucky.  
But when the conversation goes in another direction it's usually where we're from, and our up bringing.
One thing, I've never bought up the "Business" so if we do discuss it, it's always bought up by her.
But I just don't put much thought in a pre-planned conversation script,  so overall I just let it flow, whatever comes comes...

do you have one?  

I haven't had many dinner dates as a first date, but when I do, I tend to ask what interests they have and what they like to do to have fun.  More often than not, we end up talking about a topic that's interesting which leads to fun and stimulating conversation.  Music is something I talk about from time to time and it's sometimes fun to talk about differing opinions in a light hearted manner.  

Speaking of mother/daughter…

I succumbed to the societal attitude that gals want to be taken out to the fanciest places.

Once a friend of mine (No, not him.) told me he met a comely cougar at a bar and within minutes they were making plans for closing time.

You should ask her what her goals are for the next two or three hours while you will still be on the clock.  Lol

I’m curious Kitty would you do a car date  while in line at a burger drive thru? I’m thinking Rd 1 in the line then dinner and finish up with Rd 2.  
Yummy!!

While on a dinner date the conversation just tends to flow. I never really find it is difficult to find topics to talk about.

You get the ones who tell you their life story. One started telling me her daughter is a cutter and she’s depressed. Why the fuck do I need to hear this.

Nothing is really off limits, but it does depend on the setting. If it's a place where we have our own private space I like being a little daring with the conversation. If it's very crowded or we are right next to people/ famlies I'd prefer more regular conversation.

Just go with the flow

Buzzy's it is!

at a dinner date is to read her TER reviews out loud in the restaurant.
True story at my fav restaurant at the time Bar Masa in Vegas my date grabbed his phone went to this site.
And proceeded to read my reviews out loud. At first I thought he was just joking and was reading a sentence and would stop.
I asked him to stop that I was very uncomfortable. And this was a guy in his early 70s, smh
By this time the table of 9 next to us is certainly paying attention to our conversation.
What I described was totally inappropriate.
I might make a conversation about the restaurant and/or our plans for the rest of evening.
I would keep the conversations topic NO religion or Politics

One of my favorite movies of all time!!!  

I don't know which is the more scary, that you had someone do that or that it even needs to be said not to do something like this.

Or said loudly, "Stop teasing me, grandpa."

that he was in his 70s and also a TER member.
Make it make sense. I will never ever forget that dinner date.

That’s crazy. I had one who would talk about her clients all the time. Caused an issue when I asked her not to anymore. You know if she’s talking shit about other clients she is probably talking shit about me. Some people clients and providers lack class.

I would ponder what you know of the provider this far, he tendency to privacy, likes/dislikes etc.  

& unfortunately I’m here to report that Jaydalee is not the only one to suffer this. I’ve on MULTIPLE occasions had to finally snap on a client and say “STFU!!” After polite hints and requests did not deter. Smdh

Providers tend to be socially adept people and we are happy to get the conversation going. Start by asking about her day or what on the menu excites her. It is probably best to use discretion when bringing up potentially sensitive topics like family history or global politics, but we are real people who want to connect with you in a genuine way. That comes easier when a date isn't preoccupied with all the things they shouldn't say on account of the nature of the relationship.

I believe it does not matter, but what you should do is...........when you set up the session.  Ask the Provider what her boundries are when it come to the session (Conversation & Etc.). Only cause most providers (Like me) don't mind with certain conversation & Etc.