Well, I think the OP question was pretty stupid, if for some reason you have a gut feeling she is a escort, strike up a convo and ask her a question only someone familiar with the industry/hobbying would know, for example use the acronym. If she knows what you are talking about, then maybe she would admit to it. In any case, you are talking about Yorkville. I am surprised you don't see dozens of women fitting that Paris Hilton like description.
And yeah, my dad used to tell me about Yorkville in the '60s, it was to hippies then what Kensington was to Punks in the '80s and Yonge Street was to sex addicts and perverts in the '70s.
With that said, I lulled hard when Sassafarez burned down.