Dinner is dinner.  Once we go back to her room, I will hand the envelope over to her right before we start.

It's still business, and I still am not transacting until I know we are "transacting."

If she wants it at the restaurant, pass it to her as unobtrusive as you can.

Swim

While crazyshit's idea works for some, there are other ladies who insist on payment at the beginning of the date (and if the beginning of the date is at the restaurant, then that is when they expect it). Some will have directions on their websites. An easy way to do it if you are doing it at the restaurant is to have it in a greeting card, rather than a plain envelope. It is not at all unusual to show up at a restaurant and hand someone a card. People meet for dinner for birthdays and all kinds of occasions regularly. It can also be in a gift bag with a small gift, or in a book that is handed to her etc. There are lots of discreet ways to handle it in public, but if she is okay with getting it later at the hotel, then crazyshit's method is fine too.

...I ask him to put my gift in a greeting card, gift bag, or overnight mail envelope.  There is nothing suspicious about a gentleman giving a lady a birthday or anniversary card, or a business associate giving another a Fed-Ex envelope.  I dress on the conservative side, and have never received the evil eye from bystanders.

  If my gentleman friend is using a credit card, he has the option of taking care of business before our date, or as soon as we return to the hotel.  Most just give me the information before our date, so it does not interfere with the evening.

  My .02.

Hugs and Kisses,
Kelly

Pass envolupes & papers back & forth...   I never thought of this in a hobby setting...

u do need to be careful.  One time i gave the girl a donation and she they started to upsell - she said to get undressed it wuld be $__, and to dance, or anything else she gave a list of prices.  It was horrible.  I wish I knew about this site back then.   I would have given her 7-8 for looks (she was hot), but the service sucked. it would have been a 0-1.