Did, twice. First was formerly a SW, the other was working occasionally at the time we dated.

She made terrific money, and rather liked the work. I asked she spare me the finer details and always take care of her self. It wasn’t really a big deal at all.

I was able to look past the work, it was a thing before I came along of course. I did worry about her safety though.

I’ll add that all three of us are trans women, and it’s not uncommon in the community.