Dean has been planning this almost as long as Sam and Ruby have been planning the wedding. They hadn't given him much notice, after all. Back home, Dean would have done it up right and driven Sam and Cas to Vegas. Here, he has to settle for something much tamer, but there's a poker game going on at the dive bar on the edge of town. They can hustle up some pool and the waitresses wear very short shorts with tied-up tee shirts. It's the best that Dean can do given that Sam ruled out actual fun (aka strippers).

The first thing Dean does when he, Cas, John, and Sam arrive is order a round of shots (whiskey) for everyone. A couple more of those and most of them are good to go. The rest of the night is (mostly) up to Sam.