Peter D.
Yelp
It's everything a bar should be.
-Great, funny bartenders: Treat 'em right and they'll buy you one back.
-Cheap drinks (for NYC): $3 PBR on tap, if you can swing an extra dollar or two, there are several quality brews; $5 well drinks; good happy hour specials.
-Games: Pool is the main reason I come in here. $1 games on a decent table. I love the graphite cues, most of which have a good tip on them...and there's almost always some good competition. Friday nights especially. Sadly, since it's right by my apartment, I tend to stop by as I'm stumbling home drunk, and I don't play so well.* They've also got Ms. Pacman, Space Invaders, and foosball.
-Good jukebox: surprising variety, a lot of classic staples, and sometimes the crowd goes on a salsa kick.
-Live music: I actually came in here a couple times before realizing that there's a pretty big room in the back with live acts almost every night. I saw a "band", I believe named Lady Ga-Ga, that consisted of two girls in lingerie, one of whom was very talented on the piano and had a beautiful voice. It appeared that the other girl's only purpose was to dance around in lingerie (no small contribution); at one point she turned on the record player and played "Ace of Spades" by Motorhead, and danced around some more. When the piano player/singer announced their last song, she confessed that they had planned at least 4 more, but they were too drunk to continue. If you don't think that's a great act...get some new taste.
There's just a great vibe at Parkside. Sounds cliched, but you're going to run into all sorts of characters, of all different ages. Don't be scurred. Say hi, make a few new friends...no one's going to give you a hard time. If you want to come in by yourself and get shitcanned, that's not a problem either.
*Yes, I am inserting this disclaimer so if you happen to beat me, I can still claim to be better than you.