Pretty much going with curvywench's theme...
Are you married? (are you?)
Does your husband/bf know what you do? (or wife? or spouses? Maybe I'm into that. Who knows?)
Does your family know what you do? (do yours?)
Aren't you worried about you're family/local priest/jesus christ finding out what you do? nope
Bet you earn loads!! (subjective)
Do you own this house? (no, I just broke in, watch your feet when you go for a shower because there might still be broken glass)
Can I make you cum?
I
hate being asked this. I would rather someone just went with the flow. But no, you won't, although even I'm not this blunt.
Have you kids? (I have cats, yes)
Do they know? (my cats? I don't think they care)
What do your neighbours think of all the strange cars parked outside your house? (people pay attention to what they want to pay attention to.)
Have you ever been hurt doing this job? (oh, sure! I fell off a bed once and rattled my skull off the wall. Oh, another time I slid on wet laminate clean over on my heels right in front of a client.)
Robbed? (Aw, why would you ask?)
Had many creepy men ring you? (Pretty much like when I tried dating, yeah)
What made you get into this job? (I was at uni and I didn't see the problem with casual sex, nor did I see anything wrong with the industry)
What do you like about it? (I do what I want)
What made you come back to it? (doing whatever I wanted)
You pay tax on this? (aww, do you think I'm like Amazon or Starbucks and shy away from declaring my income?)
Most of the clients I see don't ask me personal/invasive questions. If I see someone regularly and they aren't clingy, I don't mind chatting away about hobbies etc. I do have my own business outside of this, and I quite happily talk about things to do with that field, hobbies relating to it, hell I've sat discussing politics with clients. I'll talk about aspects of my life in a glossed over way, but I'm not going to sit and ask him about his wife and kids, if I went to an outcall at his home I might comment that he has a beautiful house but I'm not going to ask him if he owns it etc. I don't ask clients who work in other industries which pick up cash-based jobs (i.e. painters, joiners, plumbers etc) if they pay tax. If you ask me personal questions, I do tend to either laugh it off or throw it back at you to shut it down quickly. When I finish for the day, I want to go back to my own world so to speak and switch off. I would never talk to clients about relationships - to have them sitting fantasising about it? Nah, that's getting into my personal life.
I don't know if there's some kind of thing that trips in some of their brains afterward where they need to ask 'why?' though. As if you can't make a perfectly comfortable choice about doing something with your body that involves the sex industry - there must be a trigger.