I don't include a tip in the donation envelope.  I suspect that most don't.  I keep the envelope (or donation)  in my front left pocket and a potential gift in another pocket.  I have largely transitioned away from monetary tips, per se, and instead tend to give unique gifts such as an old morgan or peace silver dollar or an uncirculated two dollar silver certificate or bill or something for good luck.  If I like the lady and/or feel generous, I may tell her that if she remembers to bring it back the next time, then she could redeem it [presumably for something of greater value].  I don't always tip.  I also suspect that most don't always tip (based on previous threads).

-- Modified on 11/17/2017 7:54:11 PM

schedule another session. Providers really like repeat hobbyists.

I don't tip during the first date, and you wouldn't include it in the envelope in case the service was crap, and it sure would look shitty, awkward, or could potentially lead to an argument if you decided to take a tip back from an envelope.  

If you're going to tip then tip on the second date; presumably you're repeating because you like the girl and had a good time with her the first time around so there's a good chance you'll like her the second time around too. Don't keep it in the envelope for the reason I mentioned above, and since you've already met her she knows you're not a cop and you know she's also on the level so you can dispense with the "it's a donation for her time I'm seriously not paying for sex guise" routine. I just place the tip on top of the envelope after the session is over if I feel a tip is warranted.

 As for percentage, I have no clue, I just tip an extra $20-$40. I don't know if that's a good tip or not but fuck it, I think she'd be appreciative of an extra $20-$40. Or if not, let me know girls, is $20-$40 bucks a good tip or am I being too stingy?  

I haven't bought gifts for providers at this point, I don't know the ones I've repeated well enough to do so, and I'm not going into a hotel or motel room carrying flowers or chocolates. Sorry girls, maybe on an OTC date. ; )

I keep the tip (typically $100) in my pants pocket.   At the time of the goodbye hug and kiss, I reach into my pocket and palm the notes, then as our hands recede down our arms, I grasp her hand and transfer the notes to hers.   She will understand and a most appreciative smile will ensue.

 
After a gal becomes a regular, I often put the tip in the envelope.

If I have a good vibe based on pre-date communication, I'll add 10-15% to the envelope ahead of time. Otherwise, I'll keep a few 20's in my pocket.  Keep in mind that if a woman has a booker, she's not keeping everything even after she pays for the room.
Bringing a gift can bring goodwill. If she's on P411 and have a very specific preference - XYZ Pinot Grigio, I might bring that.

Thank you all for the great advice and information.

Happy Hobbying.

Not worth it. If you have great time. Go back and have some more fun. If not, move on. Tipping is not necessary in this business.