Aside from my own brethren:
Cabbies/limo drivers. Especially when they have facilitated i n getting drugs or whores for us or taken us to a poker spot or after hours.
Doormen at clubs when in a strange city and there's a huge line (I'm ok here, it's my city).
Tattooers. But this can sometimes be in gear like books or collectibles.
Strippers.
Escorts that work for an agency but are cool.
Hotel staff.
The coffee shop guys, as i am a dick about how i like my cappucino.
The dealer at the poker table when i take down a hand.
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"I'll never forget the moment during the lovely Alyssa Allure's scene in 'American Bukkake' where the fellow got out of his wheel chair to ejaculate on her face. It was grotesque but had a certain frisson." -Sock