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  • Ash and Brock quickly rushing to Sam's defense when Claptrap decides to insult him:
    Claptrap: Anyone know how Snoopy's ugly uncle got invited to this shindig?
    Ash: NOT COOL, Screwhead!
    Claptrap: WHAT!? I'm just saying! A time-traveling warrior, a super intelligent robot, an invulnerable bodyguard AND a talking dog? One of these things is not like the other!
    Brock: Listen, Short Round. That goofy-looking mutt has a file bigger than the fist I'm about to ram up your exhaust port!
    Claptrap: Getthefudgeouttahere.
    Brock: Alien incursions, elder gods, time-traveling tyrants, those Freelance Police have been saving the world for almost 25 years now!
    Ash: And that's almost 200 years in dog years, so show some damn respect!
    Claptrap: ALRIGHT! My mistake! Please don't use your chainsaw or pectorals on me!
  • Claptrap offering Sam & Max a role in a future Borderlands 2 expansion while they wait for the next season of their game.
    • Claptrap also offered to hook Sam up with a rare action figure.
  • Due to a Noodle Incident with a flamethrower, Dean Venture's "Alien Invasion" trading cards were destroyed. Brock uses the poker game as an opportunity to ask where to replace them before Dean notices.
    • A continuation of the conversation later shows that Sam did some digging on Brock's behalf and found a near complete set for him to buy.
  • When using the "Sam & Max 25th Anniversary" felt, a lot of the conversations in general are praise for the Freelance Police. But one of the sweetest moments has to be when everyone sings a song for Sam and Max. Even Winslow and GLaDOS join in! Sure, Sam and Max are more bemused than anything, but it's the thought that counts.
    • The Sam and Max "Love Theme", written 25 years ago, but never heard until now:
      Claptrap: From coast to coast, they track their bemanged prey...
      Brock: A pile of foes they leave in their wake...
      Ash: Woe to fools who dare to get in their way...
      GLaDOS: IF THEY HAD KNOWN YOU WERE COMING, THEY PROBABLY WOULDN'T HAVE BAKED YOU A CAKE!
      Brock: And soooo begins our gruesome tale...
      Ash: Do not pass Go, go directly to jail...
      Claptrap: The Bigfoot waits in his stinky abode...
      Brock: When Sam and Max...
      Ash: Make some tracks...
      GLaDOS: WHEN SAM AND MAX...
      Winslow: Hit the road!
      Sam: Ok, that was weird.
      Max: Yet strangely nostalgic...
  • When Ash asks Brock what it's like being a substitute father to Hank and Dean, he makes no secret that the pair are extremely annoying pains in his ass, but he soon adds that now and then they have this moment that makes everything totally worth it.
  • When using the "Army of Darkness" felt, in one conversation, GLaDOS reveals that Brock and Ash are related (due to time travel) Brock has a predictable reaction, but Ash offers a genuinely happy sounding "Welcome to the family!"
  • Claptrap and Steve's friendship. Steve is even referred to as Claptrap's best friend.
    • It's to the point where he's reluctant to shoot Claptrap, with Claptrap telling him to do what needs to be done.
  • In the Borderlands 2 eliminations, Steve shoots a rocket launcher at the first eliminated opponent. The sole exception to this is Sam, whom he politely leads out of the seat.
    • In the background during Sam's elimination, the instant Steve puts his hand on Sam you can see Max jump up and prepare to lunge at him, only relaxing when Steve backs off.
  • This moment when Sam is eliminated.
    Sam: Max. Take me someplace funny. Like the zoo.
    Max: Sure, Sam.
    • They then sit together for the rest of the tournament.
  • Sometimes after Claptrap gets eliminated and the camera pans over to Max's table for whatever reason, you can see Claptrap sitting next to him.
  • One of the cut lines has Medic telling Claptrap and GLaDOS that while robot brains are efficient, it's human brains that possess creativity and empathy. They're not impressed, but it's the thought that counts.
  • Upon finding out that she no longer has any information for who Cave Johnson was or what happened to him, GLaDOS feels oddly depressed. When you look at Cave Johnson's relationship with his old secretary Caroline, where she seemed to be the only person he actually liked in his entire company, it's sort of nice to see the feeling reciprocated, even after Caroline has been turned into GLaDOS.
  • Sam telling Brock that he reminds him of Sal the cockroach leads to a brief recap of the finale of The Devil's Playhouse, where Max had become a mindless, Lovecraftian monstrosity who sacrificed himself to save Sybil's baby and Sam's life. The Max seen here is a version of him from an alternate timeline whose own Sam was killed under similar circumstances. When Sam mentions how ridiculous the whole thing sounds out loud, Max tells him, with complete sincerity, that he believes the story was true.

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