Old Shame: Fighterpedia. A series that lasted one season before Two Best Friends properly took off featuring Matt and Woolie discussing the intricacies of fighting games. To sum up Matt's feelings about it:
Woolie:*picking his character* Representin' that 'Pedia!
Matt:*laughing* No one cares about Fighterpedia, not even me!
*cue title footage of Fighterpedia mentioning how much it sucked*
Vitriolic Best Buds: Although they're good friends now, it is revealed in a interview that the two strongly disliked each other when they first met.
What Could Have Been: When Matt came up with the idea for the original video, Two Best Friends Play Kirby's Epic Yarn, he wanted it to be himself and Woolie. Woolie thought the idea was stupid, and declined to take part. Pat was Matt's second pick, even though they weren't even very good friends at the time.
Apparently, there was going to be a Bioshock Infinite episode, but due to the controversial content, they found it difficult to approach without sounding insensitive.