I do feel a bit for the WG in the OP's scenario. Yes she should really tell the poor guy she doesn't feel the same way, but that's a difficult conversation and she didn't sign up for emotional complication any more than we do. He's putting her in a difficult position by making a booking it might be awkward for her to turn down. Not a great situation for either of them.
I hope the WGs don't despise me too much, though I suppose as with anyone providing a service in the real world what you don't know won't hurt you. I try to be nice, easy going, considerate, non-pushy etc and show up on time and reasonably fresh. I do sometimes ask if I smell alright if it's a hot day and I haven't had a shower since the morning, whether they mind the stubble etc. I'm not expecting to be the love of their life but I think it's possible to have a friendly working relationship. I've liked nearly all the girls I've seen and I wouldn't dream of judging them for doing sex work. I'm bloody glad they do. If anything I admire them for it. I'd probably give it a go myself if I was 30 years younger and female.