* Let Maria die (or kill her yourself) in the mission ''Shop 'Til You Strop''. You'll fail the mission, but it's worth it for the GameOver line:
--> Maria's dead! [[SarcasmMode Oh, the humanity!]]
* Casa's choice of clothing in ''Snappy Dresser'': [[CrossesTheLineTwice diapers]].
* Salvatore & Maria bickering in ''Contra-Banned''. This line sums it all up:
-->'''Salvatore''': Fuck me?! Fuck you! In fact, everyone has!
* A cutscene in ''The Guns of Leone'', right before the fight.
--> '''Sindacco member''': Hey, someone dropped a dollar!
-->*'''gets run over by Salvatore's car right after crouching down to pick it up'''*
* The final cutscene in ''Bringing The House Down'', with [[StuffBlowingUp literally everything exploding]]. The best bit is when a blown up car falls on top of two Forellis, killing them, and the other Forelli who was next to them but didn't get hit starting to run away before being crushed by yet another destroyed burning car falling on his head.
* Donald Love inspecting Avery Carrington's corpse.
-->''My God! He's wearing a wig!''
* During Donald Love's mission ''Steering The Vote'', here are some of the lines Toni will shout when he passes by a marginal area:
-->''O'Donovan has three wives!''
-->''Who ate all the pies? O'Donovan!''
-->''O'Donovan's a communist!''
-->''O'Donovan dresses in his daughters' underwear!''
-->''O'Donovan gets naked with hogs!''