Beleive it or not, I saw this segment on TV -- AT MY CLUB. I don't know why or how it happened to be on. I think it was random chance, but I was not impressed.
To the OP: regular customers usually have a shelf-life, and this one may be past his. Especially if he is young, and a little naive about how strip clubs work.
He was definitely "testing" you to see if you were all about the money, and surprise, you were all about the money. That's fine. That's your job. Unfortunately, that may have blown the illusion for him.
If I were you, I would tell it to him straight: you like his company and enjoy seeing him in the club, but you can't have a relationship with him in real life, and if he can't accept that, you can't see each other any more. He may not come back if you say this, but if he DOES, you have a good chance of having a drama-free customer/stripper relationship with him for a while longer.
My approach has always been to be honest, and while plenty of customers have left, the ones who have stuck around have been gold. There are girls who can and do string customers on for months and even years, but I find it simpler not to do this.
Remember, regulars ARE great, but you can make money without them. Never get stuck on the idea that you can't. If you start feeling like you NEED a regular, they have leverage over you, which can suck.
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