If you're new and nervous I would book a provider who's a veteran in this space and are open to meeting first timers (I think there's a thread for that here but I don't know the specific title). They will make sure you're comfortable and will be more patient with you since you're new. Just don't do anything that will make them super uncomfortable of course.
Everything I will say below is with the context that you are new and you're meeting a veteran provider who knows you're new. So if there's anything in here that you already know, then my apologies. Hopefully this will help newbies shake the nerves off too.
Usually what's off limits are super personal questions, especially in a first meeting. I don't ask anything about families at all unless the provider and I are super comfortable with each other and have a lot of trust, and even then, I still don't go there unless it's a huge pink elephant in the room, and I haven't gotten to that point with anybody yet.
For starters, I would ask her how the city you're staying at is (assuming it's an outcall and she's based in that city. For example, if you know provider A is located in Vegas and lives there and she has told you that she lives there, ask something like "so how do you like Vegas?" or something like that. One thing I will note when doing this is at the first meeting, I don't ask for her favorite food spots. This is because I don't want the provider to feel like she's going to run into someone she's seen in this manner outside the hotel room. I usually will only ask if she and I trust each other and we talk about our favorite foods, but honestly by that point, if she really likes you, she'll tell you good spots.
Other questions I would ask are sex questions when both you and the provider are almost there about to get down. How does she like her pussy ate? What's her favorite way of sucking dick? Does she like to be fucked in a loving way or you take her to pound town greater metropolitan area? Does she like her titties sucked (up to this point I have never met a woman with natural untouched tits that didn't like getting their titties sucked so the answer will most likely be a 100% enthusiastic yes)?
If you're sensing a theme here, the underlying foundation is trust. That's the foundation that will hold everything down. If she trusts you, she will like you. How much she'll like you varies of course, but she trusts you enough that you're not some crazy psychopath. At the end of the day, providers see and be with many personalities, and not all of them are, should I say...great. So if you come across as a normal person, then you're already 90% there lol. You can start with the ice breakers above and build from there. Even then, don't be bummed that things didn't work out the way you hoped. Everyone is different and not one provider is the same as another. Just never, never, overreact and do something stupid in front of them. That goes for not just providers but with anyone. That shit childish and emotional decisions are always something I ended up regretting every single time (not saying you are this type of person but just as a disclaimer).
If you consistently see providers (and other women in social circles) more and more, you'll get more comfortable and it'll get much much easier to ice break with new people over time...hopefully, if you're doing this right.
Hope this helps! Happy hobbying!
