Lady on retainer

This is some kind of a sugardaddy arrangement except that I don't know if you always have to pay upfront or not under that arrangement ( I have never had one).

In my opinion, the OP has seen this lady a total of 3 times which I think is not enough to build the trust level required to pay upfront. Also, he didn't mention the term, is this arrangement good for a month, 6 months or longer? If you could choose a month's term, and you can afford to lose that money, perhaps you could try this out first slowly. Another thing to consider is, if you can't see her for that month for whatever reason, would you lose that money?
 
She wants a retainer, and you need to protect yourself against her running away and changing her phone #

Can you set up an escrow fund so that both of you are happy with the arrangement?
 
Find someone else...or just give her the money as a graduation gift. If she liked you more, she would be meeting you halfway. As it sounds, you're a wallet with legs to her. So many hot sp's in this city: do your research and you could have amazing sessions on a regular basis without ever seeing the same girl twice.
 
Well I guess I am an idiot. In the past I have prepaid with three different girls who I have gotten to know and like. The key is getting to know them well enough you are comfortable with them as people. I have never been burned by anybody that I had prepaid. As Malika has said there are benefits from prepaying, usually through a discounted rate or extra time.

I agree with you Luton, not every sp is out to take your money and run. It's important to get to know her and feel comfortable.
 
If a retainer is a sex swing, then yes, put the lady on a retainer.