Do you play fantasy football? Do you think you can handle a current/ex callgirl as a girl friend? What will affect your selection? This is pure fantasy and any facts are only pure coincidence. But I do probably have sex with more hookers than you do.
I had a mentor (that I hate), whose holy grail is to find some attractive hookers that like sex, and like to hang out off the clock. Although it's unthinkable to some, but it's not that rare. But I'm not talking about just freebies, it has to be something deeper, otherwise who really cares anything about her?
I had an agent (that I also hate), who always call me buddy, that had been very protective of me. His first rule is not to hook up with hookers other than on the clock. Because it's very easy to be bleed dry. It's unthinkable to some, but being bleed dry is not that rare and many patrons consider it as fair game. If you play with fire you have to suffer any consequences. Of course, he just didn't want me to bypass his service and go independent :). Later, he added rule zero secretly, any hooker with home area code close to me will not be introduced.
What sort of sex will you expect? I'm sure many many civilians will feel left out if they don't have enough sex, particularly good sex. There must be also many civilians who aren't interested one way or the other. It must be the same for hookers, but of course there could be additional advantages or problems.
I had a callgirl who made me feel that I was in a bad porn movie. Everything is great except that she is too dramatic and vocal. It feels like bad acting in porn movies. But after a while I felt that she was quite genuine, though she could benefit by toning down a little. We played dress up, chasing around her house, she liked screaming and moaning. We did have lots of harmless extra curriculum activities off the clock, as she was having fun, and she had been also looking for dates around the time. My internal alarm went off when she tried not to be compensated. It could be a conspiracy and I didn't have time to play boyfriend, so I disappeared.
On the other end of the spectrum, there are the genophobes, who would minimize skin contact if possible. I had been seeing this girl for a while, one of the prettiest, hoping she would do her job better. One day she agreed to take a shower with me, but once she saw the bathroom, she changed her mind, blaming the dirty bathroom. It wasn't a 5 star hotel so I let her off, giving up what I had in mind doing to her. Another day, when I was doing doggy, she made sure that the condom stayed in position by holding it with two fingers. I lol'ed later when I saw the same thing appearing on a TER review, not on her but her buddy. Maybe after knowing me enough, she didn't hid her genophobia anymore. May be she was playing mind games with me. I knew she wanted to bleed me dry but she was totally incapable of it. She gave me deep discount for overnight but I knew it would be a waste of money.