Most from one entertainer consecutively: 18, from Raquel back in the early 1990s at the now departed Mile High Saloon in Denver. She always took real good care of me.
Most in one night from a number of different entertainers: about 45 at Shotgun Willies, in Glendale CO, in Spring 2005. I had just won five grand in the lottery and just went crazy spending money, both at the stages and with laps. Those kinds of nights come only once in a rare while, so you got to go for broke (not quite literally) with any and every girl you know, are acquainted with, or want to have a good time with. I definitely want to get to do that again, hopefully many times with the turn of a friendly card in my greatest favor ...