The scenario of being enslaved by a working girl is both disturbing and attractive. She might make him hide in her closet while she entertains other clients, ones who AREN'T in chastity.
Working girls do fascinate me. The idea of them enjoying being paid to deny a guy exactly what they dish out to others ... yum. I used to know a girl who was a working girl who had a couple of chastity-locked guys on the side - not clients. For some reason they were gay guys, who liked her to strap-on fuck them ... I couldn't really puzzle out how that dynamic works, but hey, I am not in a position to be questioning anybody else's sexual quirks.