* If Claptrap ties with Brock and Ash:
-->'''Claptrap:''' A tie?! That's like kissing your sister!\\
'''Ash:''' ...My sister's dead.\\
'''Brock:''' Mine too...\\
'''Sam:''' (sadly) I had a sister once... She was erased in a temporal anomaly...\\
'''Claptrap:''' ...Awkward...
* Brock tries to remind [=GLaDOS=] of Cave Johnson, stating that Rusty told him that he used to hang out with the original Team Venture. [=GLaDOS=] can find no trace of him in her files, stating someone or something redacted all traces of Cave...then she begins to wonder why she feels sad.
** [[spoiler: [[HopeSpot Maybe little Caroline is in there, too?]]]]
** Or maybe [[spoiler:she really wasn't lying about deleting her, along with everything else about Cave Johnson.]]
* Ash's stories about his fiance, Wendy, and how it ends.
-->'''Ash:''' [[spoiler: (reading the engraving on the ring) My life's an open book. (looks down, quietly, and puts the ring back in his pocket) ]]
** It gets worse, it's implied that Wendy engraved that onto the ring.
* While the rest of the conversation is PlayedForLaughs, Ash lets out a dejected "Aw, damn..." when he learns that [[Film/ArmyOfDarkness Sheila]] died of Black Plague shortly after he left her.
* A bit of an admittedly pretty funny [[PlayerPunch fuck you to the player]] if you choose to raise, some times Sam will say "Hey! I thought we were friends!". To which Max replies "It's playing computer poker by itself Sam. It doesn't have friends." Even the most extroverted of players will feel a little bad about themselves after hearing that.