I had a girlfriend in college who had a history of prostitution. She had over 60 sex partners, most of whom were prostitution clients. She liked the work. In her case, she was rather selective who she would take as clients and they were all carefully vetted. She did not like the difficulty explaining her history to men she was considering dating. I think there were only a couple of us she felt she could discuss this with. We separated for reasons that had nothing to do with her history of prostitution. I personally would not hesitate to date another woman with similar history again. That said: prostitutes run a range there are ones with severe substance or emotional issues I would stay clear of. The woman that make a clear, careful choice are generally nice and exceptionally compassionate in my experience.