Mine has to be Brad and Jeff playing hockey. Brad seemed pumped at first, both were just so confused while playing. 
 
Umm...
It's just so unresponsive on the controls..
How do I shoot?
Turn around, turn around again.
Yeah dude, this is hockey.
I have very little sense that I'm actually interacting with this game.
 
What's yours?

When jeff sighs while playing hockey

Every week at the end when Jeff gives up all hope on Game Room.

I just like the running gags with the broken avatars. Otherwise can't remember much game specific stuff.

Probably the all-jungler room and then the return of the all-jungler room.

Jeff's increasingly blatant frustration at how badly Gameroom has been supported. It's sad but funny at the same time.

It's gotta be Concentration. The only game that sounds like several robots have died simultaneously when you screw up.

" It's gotta be Concentration. The only game that sounds like several robots have died simultaneously when you screw up. "

Jeff playing concentration 

" www.HotOinkTips.com "

Ryan's reaction to Checkers on the Atari 2600.

" Ryan's reaction to Checkers on the Atari 2600. "

" www.HotOinkTips.com "

Jeff and Ryan playing Thunder Castle.

 Definitely when Jeff tricked Ryan into gameroom:
J: "Yea, I totally tricked you"
R "Oh, you asshole."
J "YEEEEEHEEE "