I think he’s hilarious. And completely full of it.
Unless he’s tossing 100s up on stage all night, there’s no way in hell he spent that much money at a strip joint without getting something extra on the side. Drinks are expensive, but not that expensive. Cover charges are comparable to any other club. Some strip clubs have food but nobody eats that stuff unless they are insane or completely wasted. All that together doesn’t come anywhere near “thousands of dollars.” But VIP rooms do, especially if the stripper is skilled at stringing a guy along and getting him to re-up the room every half hour in hopes that he might get lucky, which he won’t. Cha-CHING!
I don’t know if your issue is the money or what might be going on in the VIP rooms or both, so I will just answer the question you asked: I don’t think he is telling you the truth about how he spent those thousands of dollars.
I could be wrong, of course. But I’m not.
Thanks for the question.