First of all, never go for a prostitute. A prostitute has a pimp and has no say over who she sleeps with.
Go for a stripper. 70% of strippers are hookers, which here in The Greater Depression, is the new 70's nightclub girl. When gold was $35 an ounce, girls put out an $10-$20 dinner. At $1250 an ounce, they want $300-$600 for a night out. It's just inflation. So they hang out clubs and they sleep with who they want to sleep with, and their rent is paid. There is a different price for everyone. You basically pay the difference between how attracted she is to you and how attracted she is to the guys she does free.
So the answer to this complex question is: yes and no.
Yes When...
If she is genuinely attracted to you, even if she is unavailable, she will boost your self esteem. I've had two strippers have multiple orgasms at the club. That definitely did not hurt. If you are in a slump, it can get you out of your slump. I look back on times when I went 1-2 years without sex and that was a huge mistake. Hanging out with beautiful women, even if you are paying, is always a good thing and it leads to more women. Suddenly you will have equally hot girls outside the club.
No When...
If she is not attracted to you, you will be able to tell. You will read her tone and her body language. She will look at her watch at some point. She will boss you around during sex. She will say "hurry up" or something that no girlfriend would ever say. It's extremely depressing. Especially if you fall for her, this hurts your self esteem. However, her feedback will help you correct your issues. Strippers tend to say exactly what they think, at least part of the time. They won't keep your flaws a secret like most girls will. That is the silver lining.
How to Test Them
1) Never approach strippers. Only go for the ones who approach you. If they don't, read their feedback and improve accordingly. They will lead you to the promised land!
2) Pay them $20 just to sit with you so they know you aren't there trying to get something free. You must be extremely generous.
3) Buy her a drink at the bar (because they are working) but if she gets an $18 drink, pay and say goodbye. It's a scam.
4) Pay them $60-$100 (total) for a few dances, but tell them they don't have to dance, just to hang out. Pay them in advance and see how long they stay with you. If she likes you she will WANT to dance. THIS is when to use Kino!! If she counts songs, it's a bad sign.
5) Just ask them up front what they want. If you can get a date free then by all means do it.
6) Make sure you get their number the day you meet them. If she doesn't write back, it's still good practice.
7) Don't get sucked into meeting at the club for more than 1-2 times after you meet. Tell them you have a 3 table dance limit before they meet you outside the club.
8) Buy them out for a night. Pay them not to have to work ($250-$500). Do not expect anything in return except a real date with her, and hopefully a kiss goodnight. This can lead to true love, but only if she goes free the second date (minus travel expenses like cab, train or plane fare).
9) Spare no expense on dinner - it's practically free compared to VIP so you might as well get a good steak.
10) If you get her outside the club having fun, getting sex for money is almost too easy, and getting it free is not that hard either.