Not the norm.....

Do not do it.  Only time prepaying is sort of ok is when you have to put a deposit for a longer date.  OTherwise, don't do it!

Swim

Maybe then.  Otherwise, pay as you go.

is putting down the envelope before getting naked.

Things come up and when they do you are sure to lose. There is simply no recourse to get your money back.

Too many providers out there and if one insists on a deposit, find another. In my opinion paying cash as you go keeps the line between escort and client more professional and business like.

The link below from the legal discussion board is a perfect example of why to avoid prepaying, deposits etc.

There was a recent exchange on one of the boards (general? NYC?) between an experienced guy and a very well reviewed gal about a pre-pay gone awry.

"He rescheduled." "She rescheduled." "His reference disappeared. Suspicious." "The reservation was non-refundable." Etc.

Trivial stuff can happen to mess up the pre-pay arrangement. I'd recommend sticking with the regular routine for now.

I have one tantrika who gives very substantial discounts ($-$$) for prepay, but I've also been burned once or twice.

Like all things in life, it's a gamble.

Are you a gambler, is the question.

Sooner or later it ends badly.  Even LTR or Sugar Daddy often runs into this issue.  Trying to get a discount puts the whole amount at risk.

Exceptions?  If she has substantial travel expenses like airline tickets to purchase.  This would be for a weekend get away & frankly not recommended with a provider you've not had several successful meetings with.  

If a Fav lady lets me know she's short of cash...  I schedule a meeting (She knows what she earns for out session, so money she can count on).  I rotate among several Fav ladies, so I'm not at her beck & call but am willing to tweak the rotation sometimes.  
skb

I agree with the other posts that it's probably best not to do a prepay arrangement before establishing a history with a lady. If you have met her before and trust her I'd say go for it. But a lot could happen as life isn't always predictable.

Have fun!

If the reward (extra time or discount) is substantial enough and it's money you can lose with losing any sleep, then go for it. If not, you might do better in the long run putting that 300 on RED. Or maybe BLACK.

In the end, it's a gamble and if you do it enough you will eventually lose.

I would also say it's a gamble unless you are a regular and know the lady extremely well.