Is it typical to give a whole run-down of your sexual history when dating? Like, I've mentioned previous encounters or exes when it comes up, but rarely near the beginning of the dating process. In my experience people tend to not have those discussions. Not because it's bad but because it doesn't matter. When I meet a new woman and start seeing them, I don't need to hear about or care about their past relationships unless it's something they feel they want to share for whatever reason.

It sounds like you don't think sex work is immoral, so I wouldn't bring it up unless it's something that would actually affect your current relationship. If sex is casual enough to commodify then it's not something that would be brought up when getting to know someone. Do you also give them a run-down of every meal you've ever bought at restaurants?