It seems that everyone I know in Pittsburgh has had their Dee's phase. You have to love a place that has mixed drinks that are stiff and cheap. For 10 bucks you can get pretty messed up.
The crowd is an ideal mix of open-minded hipsters, punks, outcasts and nerds. It can feel a bit cliquey because everyone knows everyone, but people are actually really friendly. You can pretty much start a conversation with any random stranger. It's one of the few places on the south side where you can get away from the college meathead crowd.
The ping pong table upstairs is great and so is the jukebox. Sometimes I try to mess with people by playing something like Bell Biv DeVoe. But nobody ever minds. That's what I love most about Dee's - the complete lack of pretension.