Dude, unless you have an extremely high trust level with the lady, you should not be paying in advance, nor loaning them money.  This is a recipe for getting ripped off...tales of woe about this on the boards surface regularly.  

As for NCNS, this shit happens every now and then.  Nonetheless, three times?  Are you seeing well-reviewed ladies, or is TOFTT your normal way of doing things?  Also, I've been hobbying for over six years, and only once had someone contact me trolling for dates due to financial hardship.  Needless to say, I deleted her e-mail after deciding it wouldn't be a good idea to see her.  

Lastly, presents should only be given to ladies you see on a regular basis, for special occasions.  As for tipping, up to you, but the value is limited.

Shit! I've paid in advance. No problem!

Even sent some 'gifts' cuz I dig 'em. Not expecting anything in return.

What can I say? I'm a nice guy!

Here is some GREAT ADVICE:

Giving away money is not helping her or you any.....not when some CityVibe, BackPage and some Eros ads are free or damn near free. F-R-E-E.

I pay a whole $25.00 a month for Eros in VEGAS....and the ROI is 200-300%.
CityVibe premium $75.00 a month ROI 100%+
Backpage free.....I get calls and emails all day everyday.....
TER free
the list goes on and on....FREE

why are you giving her money for a temporary fix when she could simply do some research and put herself back to work...and fix her money flow problem herself?

the list of moronic claims that i could make is astounding. you ARE a fucking atm asshole. once relieved of your balls, by whores, you're not bound to retrieve them anytime quick. re-think your last sentence. drop the respect for whores and you'll have better experiences. its business for christ sake, not e harmony. that image on your forehead is of an "L".

expect change from a lady if you give her money. Change means services in your case. Once they have the money in their mind it's theirs. It's not a loan, it's not prepaid anything. It's their money period.

I've never been directly asked for money but I would never loan it.  I have sent small gifts to a fav lady friend, expecting nothing in return.   (I've not been disappointed this way!)  
I sometimes knopw a lady is hard pressed...  If I book with her, she has cash to deal with her bills.  Always pay as you go.
A few have made loans successfully but many more have ended up regretting it.  
skb

But there are worse things to be- like an asshole who shorts the lady like the guy in the thread above.

Happened to me once and it took me a while to 'collect' but that was partially my fault because I didn't specify a time when I made the advance.

If the situation bothers you too much, tell the ladies that you'll be glad to schedule a session if they need the cash. If they need it badly enough, they'll make time.

The girls that did this to me are both highly review on TER and I have been seeing them for a while.

When I complained to one girl about her setting up appointments then leaving me sitting in my car for over an hour....three times...she is also the one who called me up, asking me to come over and just hang out....she was going through a rough time....when I complained telling her that she could at the very least, shoot me a text letting me know she can't, she had her BF text me threatening to tell my spouse.  I have been seeing her for a while and she knows who I am in real life.

Oh fucking well.  Live and learn.  The other girl apologized for treating me shitty and has backed off when I told her what happened with the first girl.

I guess that when you see someone for a while, you think you know them, you think you can trust them....ANSWER...NOPE!  Lesson learned.

Also, I am afraid to review the one girl, she might figure out who did it....her BF threating was very poor form.