Really craving a crime/gangster RP.
Feed the beast.
What idea did you have for this? I'm sorry, I've not seen Reservoir Dogs (I live in a hell hole whose theater tends to over-run the G and PG kiddie films and all the good ones never come. Whiskey Tango Foxtrot never made it here...I'm seriously miffed!).
Also, your "Western" ideas kind of triggered something. Since you mentioned a saloon girl/cowboy pairing could be modernized, what about a biker bar. Not a Hells Angels retreat or other underworld dominated scene, but a bar on the fringes of the town/society that gets the customers that aren't from Wall Street, nor from the Angels. Maybe owned by an ex-cop, so there are some of that type rubbing elbows with ex-cons, construction workers, dissatisfied wives, people looking to "step on the dark side" who are smart enough not to go to the Hell's Angels' hang-outs. She could be a bartender. He could be? Or she could be someone on the run, and he's the bartender/bouncer/customer...LOL Sorry. Your pairing spawned all that.