"The umbilical cord I keep in a box in my room...Lately, it's started to smell terrible."
Some of the stock sound effects can be pretty silly, like the dogs that sound like panthers, or the ten foot-tall burping Patients.
The Patient Demons could also sound like bowling pins, which is even funnier.
Henry's complete apathy throughout most of the game. It's pretty funny to watch him discover a crucified corpse hidden in the back of his apartment while looking completely bored by the whole ordeal.
Made even funnier with the fact that he's gagging from the smell, sees the source, and then goes back to being bored, almost like he's saying, "Oh, is that all it was?"
Henry wakes up from the subway world, after finding Cynthia brutally murdered.
Henry: (almost whimpering) Cynthia?
Police and ambulance sirens become audible outside.
Henry: Man, what's all that noise out there?
Despite his usual emotionless, in the scene where Cynthia is telling Henry about her 'special favor', if you look closely, he's trying very hard to not start grinning like an idiot or laughing in her face.
Most find the giant Eileen head from the hospital to be complete Nightmare Fuel, but sort of like that whole deal with Monster Clowns, it has an equal chance of just being silly-looking.
Especially since each eye tracks Henry separately. Which means the thing gets crosseyed easily.
In Building World 2nd Time, there is A glitch you can exploit to bring Eileen through to the end without opening the Door of Time. By avoiding the door, you avoid triggering a script that spawns monsters where there weren't any before and thus don't have to get Eileen past them. The way you trigger the glitch also means you avoid bringing her past nearly all the other monsters. It's just so hilarious to completely dodge the usual burden of the Escort Mission.