And you do not learn any of that until after you have paid her multiple times. So yeah, still an escort when you first meet her no matter how full or empty her appointment book has been.
So in the case of
MikesDK , he doesn't have interest in escorts, hookers or whores. He doesn't pay her enough times to get to her "I'm quitting this job because I don't need it anymore" phase. There is also the basic truth that she quits only because she's obtained the finances she needs and would have continues had she not.
megalono spells out a very basic reality in how this game starts. If you want a harem in the modern world, you need money and the girls are going to come with baggage. Virgins pure as the driven snow aren't harem material in todays environment. They have better options. Turn back the clock 100 years, depending on what part of the world you live in, and you can have as many pretty untouched pretty play things as you can financially support.