I have to confess, I've never actually procured the services of a "working girl". However, during a brief period when I was living in Toronto, a "friend of a friend" offered to let me stay a few nights at her place. I was in a bit of a transitional phase... so I took her up on the offer, despite the woman being essentially a stranger to me. Once I'd settled in, she took me out to a small local pub and after a few drinks, we returned to her apartment. Once there she admitted, somewhat sheepishly, what she did for a living, and asked if that would be a source of discomfort for me. I told her it would not. Shortly thereafter the conversation turned to the subject of a tattoo on her ankle, which somehow lead to her displaying several other tattoos... and finally, her clit piercing. The last thing I remember after that was playing with the piercing... and then a very long night of savage fucking. And, not surprisingly, she fucked like a pro. She also treated me to the most mindblowing, ball-draining, blowjob I've ever had in my life.
All in all, I thought it might turn out to be a very agreeable living situation. But after just a few days, I was subjected to her bipolar fits of rage, and the altogether unsanitary habits of her incontinent Pomeranian. So I bounced.