On a first-time date with a lady, I just have the standard contribution in the envelope and I will then have cash loose n my pocket. If I feel that her perfromance was beyond her stated price realtive to other providers in the area, which mostly means if it was a wonderful experience emotionally in addition to sexually, then she will find that cash in the bathroom from when I got dressed afterwards.
$20 cash is silly looking, but I am certain it is appreciated as a gesture if nothing else. If you are going to go that low, then a $25 gift card to some "comfort entity" like Starbucks, Pizza Hut, Olive Garden, Bed Bath and Beyond probably works better. At least there was some thought behind it.
My ATF (26 dates and counting) is different, I compensate her about 65% above her stated rate and that is already in the envelope. So you may develop that type of sugar-daddyish relationship with a provider eventually, I mean she has never asked me for a penny more than her rate but I WANT to support her on a different level.
Take cues from your lovers. My ATF recently mentioned that she started working out at a gym again, and I got her a FitBit One as a gift which she loved. Cooking for a visiting lady is a nice touch as well, I have deliverd a complete crab cake meal and a complete prime rib meal to a provider in recent weeks, stuff that can be warmed up in the microwave in the room and it shows a nice personal touch and the tupperware is easy to include in a bag with the envelope.
-- Modified on 5/8/2013 8:03:10 AM