Interesting thread. I'm new here so for my debut post, here's my 2penneth worth:
About 10 years ago I got friendly with an escort/WG in Germany (where I was living at the time) who I'd been visiting roughly once a month so I suppose I was a "regular".
She was a native German (not East European or anything like that), held down a regular day job and whored only part time. Sometimes it was escorting via an agency, but she also did the occasional weekend in one of the large bordellos that you find in most German cities (which is where I first came across her, so to speak).
In any case, over the course of a few punts we struck up a real rapport and it got to the stage where we would visit each other's place (I was single at the time, obviously), go out on the town together and I didn't even have to pay to shag her any more.
This went on for about 6 months and as far as I was concerned we were kind of in a "relationship" (albeit I could never see us moving in together or anything like that). She'd even introduced me to a few of her friends (all perfectly "respectable" civilians, no WGs).
I knew she was still working for an agency occasionally but if I'm honest it didn't really bother me, and she was quite open about it. Then one day I fancied a change of scenery, visited another WG and so under the circs I (with hindsight perhaps foolishly) mentioned it to her thinking it would be no big deal, given that she was a WG herself, that I'd first met her "professionally" and so she obviously knew the score - or so you'd have thought.
Next day I got a text from her saying that she didn't want to see me again, wanted no further contact - and I never saw or heard from her again. I can only assume that it was because she was pissed off that I'd fucked another WG. In which case, oh the fucking irony!!! Sometimes female "logic" just defies belief.
About a year later I was dating a Turkish bird (fit as fuck, gorgeous body, looked like Selma Hayek in her prime) and that was a different situation. I thought my Christmases had all come at once. Then about 9 months in I found out completely by chance that she was escorting behind my back. I challenged her on it, she lied through her teeth ("how could you accuse me of such a thing!!" etc. etc.) so I fucked her off. Took myself off down the clap clinic to get a full panel, as I'd been fucking her BB (anal as well) and was worried she might have been doing the same with punters for all I knew. Fortunately everything came back negative.
So in my experience dating a WG/escort or whatever you want to call her is a recipe for disaster, even when you think your relationship with them is "somehow different".