Currenly I'm on a bit of a streak. I've walked away with more that $25 than I've started with, for the last 7 or 8 times now. But I'm completely paranoid about it now. I know I will eventually loose it all, so if I do drum up the nerve to go, as soon as I'm up, I'll chicken out and run away. Last time I was with a buddy, and started with $250. I won $45 on my third bet (playing roulette), and I immediately cashed in, and left. My friend was so pissed.
For me, I only play games that I can see in motion. Craps for example: I physically roll the dice, and I can physically see the dice roll and stop on a number. Other games like video poker, slots, video blackjack or any type of online gaming, I don't touch, because I swear those things are rigged against me.
I do casually bet on UFC fights with my friends and won $100 two weeks ago (thanks Roy Nelson), but never bet with a betting site or bookie.
I love 5 card draw and , because it's simple and fast with only 1 betting round. I don't have the patience for Texas holdem, or 7 card stud. But after a few drinks, I tend to forget that, which my friends are quick to take advantage of.