What should I do?

Don't do it. I got ripped off for more money than I care to admit to in 2013.

Is she just looking for a handout? As long as the money you give her goes towards your cost for fun later, I don't see it as a big deal. So if you generally pay her $500 and she is asking for $200 you would only have to give her $300 when you next get together. If she has a problem with that and would still ask for the full fare I'd say no, otherwise this should build up continued good will to get you everything you want sexually. Just my two cents

Don't sound like a jerk when you reply to her - but make sure she provides a service to compensate either today or very soon. We remember this stuff - but sometimes these young girls forget quite quickly.

Ask her what she's doing later - so you can meet her to give her some of the money she needs. If she shows - and is very appreciative - very appreciative - give her all of the money - and be subtle (yet obvious) that you are there for her...

I'd probably help her out, just be sure that it's a one time thing a couple of bucks is reply no big deal, unless this happens often then it's time to cut bait.

If in turn you'll be compensated, I'd say go ahead.

Line up 1 guy for every $100 that she needs, let her give them BJs and you collect the money from them. It's a win win. :)

Fuck her in the pussy

Giving 200 to a fine reliable OTC honey seems pretty reasonable PL move to me. I would do it once.

If it's not hurting you then do it if it's understood she'll pay you back or compensates with how truly appreciative she is that you came through for her.

The minute I get a sob story and/or a request for money they are off the list forever. Plenty of people on earth deserve it more.

Set up an OTC. She gets the money and you get the pussy. Everyone wins.

Set up a session with her. You earned it, she should. If I understand your relationship with her, it is a business relationship. Give her the opportunity to provide you with a service.

If $200 isn't a big deal, and you expect her to either pay you back or make it worth your while, I don't see any problem with giving her the money.

If you expect her to want full price the next time you get together, then you have some thinking to do. Is the "good will" worth it, or will it not matter to you if she decides to dump you?

Only you know her well enough to have a clue to her likely reaction.

"I will gladly pay you Tuesday..."

cdn.theawl.com

My atf asked to borrow money recently. She kind of mentioned when we went to dinner that she would pay me back with dances. I was a little surprised but she actually did over my next couple of visits

Dancers seem to often have $$$ issues/emergencies whether real or not – and it is often the case that once one gives them $$$ for nothing (or payback in the future) it often tends to set a trend (“… She has made a few similar pleas for money in the past but not often …”) - you know what happens when one feeds stray cats.

We’ve all had $$$ emergencies and know how it feels – as others have mentioned; a one-time plea is ok but as I mentioned IME it rarely stays as a one-time plea and we often become their emergency fund.

Follow your penis.

If she's not a DS, what do you need her for?

I think it is a dangerous road. You know this will not be the last and the requests will get bigger. You need to determine when to end it. For me, it would be now.

It sounds like you basically just want her as a back-up/occasional side piece. I'm sure it's tough if you were say hooking up every two weeks and you decide you want to scale her back to monthly.

I wouldn't advance her any cash. if you want to set up a date with her when you imagine you'll want to play with her, I'd just do that. She can live with the wait for your money.

Know your limits and know what you want. If it's no big deal to you and you're getting a good return on investment, go for it. Too many guys worried about "being taken advantage of" Setting your boundaries on your terms, means not having to worry about it.

Good luck.

Thank you for the advice. I sent her the money. You knew I would. She's got kids.

"If she's not a DS, what do you need her for?"

That's a good question. Given my relationship with DS III, I am cutting back on video girl. But I don't want to throw her away completely. She gives better blow jobs than anybody but the blow job queen, she is extraordinarily submissive, she makes porn movies with me, she's more reasonably priced, and I want some options for variety.

cannot blame you for a sec as I would've if I was you. It sounds like she has earned it anyways. People forget that strippers are people too and despite their flaws these beautiful women that make us happy have needs like everyone else.