As a bartender, I recommend you do a tequila body shot off your hottest girlfriend. Get her to lay down on the bar rail, put a line of salt on her stomach, the tequila between her tits, and the lime in her mouth. Lick the salt slowly, use your mouth to retrieve the tequila, then make-out with her to get the lime.
If you're looking for a long style drink, try a Bahama Mama or a Cosmopolitan.
There are tons of shots with edgy names too like Dirty Hooker, Pornstar, Blowjob, Orgasm, Cum on my tits, and the birthday classic Muff Dive.