There's a pattern many strippers use with their regulars ... they go from crisis to crisis, "I'm going to get kicked out of my apartment if you don't give me $400", "My car broke down and if you don't send me $300 I won't be able to get it fixed and I'll get fired", etc. You can see extreme versions of this in gawker's reports, and MrDeuce has a doozy over in Articles right now. But I imagine all of us who have been doing this for some time have gotten the stripper going from crisis to crisis, asking for money each time. Like most of you, I've fallen for this -- once. It definitely triggers your white knight, "she's in trouble and of all the people she could call, she's calling ME" instincts. Eventually, you realize there's nothing you could really do to help her, plus most of the things she wanted money for were lies anyway. So these days, I'm completely immune to this -- actually, "immune" doesn't do justice to it... if I even remotely sniff this type of behavior, I kick her to the curb and move on, I have no time or money or sympathy to deal with such nonsense.
Which brings me to the point of this. I'm currently playing with a stripper who is setting up her brand (as it were) as spoiled princess. She does not ever call me and ask for $100 for her rent, but she does ask me if I'll pay for her pedi, or she feels like eating steak tonight and would I buy it for her, etc. The context is NOT "I'm helpless, please save me", but "I deserve to be spoiled, I'm your princess". So, here's the admission -- it's totally working on me. We use Venmo to send money, so it's effortless. I will tell you: the girl regularly underpromises and overdelivers -- words cannot do justice to how much joy she's brought to me, and little Subra is unbelievable fond of her as well. She'd be a bargain if she charged me double what she charges me, and there are huge swatches of time that I don't pay her for at all. So I don't want you guys worried that I'm overpaying -- I promise you, even with these little gifts, I feel like I"m the one getting the bargain.
But that's not the point I'm making. The point is, girls who try the white knight hustle on me get the boot immediately; but I'm actually enjoying the spoiled princess hustle. And I love it that she always tells the truth about what the money is going to. She asks me for a mani/pedi, and her nails and toes end up on instagram, and sometimes she even facetimes me from the nail salon. She asks me to buy her dinner, and she and her friends show up on snapchat eating dinner an hour later. She wants some cute lingerie, and I get private pics of her in that lingerie. That may be one of the things I like about it: she tells me the truth about what I'm paying for. Perhaps I'm going through a juvenile phase, because I'm also enjoying her princess-y, I-dont-need-you-but-you-should-spoil-me vibe, much more than the "I keep fucking up my life, and will lie to you to get money" vibe from most strippers
Comments, criticisms, rotten tomatoes thrown from the peanut gallery, all gratefully accepted


If you are happy with the arrangement keep it going. If things change re-evauluate then go from there.