Shadows of the Damned/Funny

Suda51's surreal dark sense of humor pervades this game. "Johnson: These human hearts let you withstand the darkness longer. Garcia: I'm not even going to ask how that makes sense."
 * The Witty Banter between Garcia and Johnson provides much of the humor.
 * If you get caught by the huge demons in the Sniping Mission, they'll grab you and chuck you through the back of the nearest billboard, where your head pokes through a rather embarrassing part of the other side, with Garcia having the dopiest look on his face.
 * Johnson during The Stinger.
 * The moment Garcia gives up and accepts the weirdness of the Underworld:

"Christopher: Aw, my heart goes out to the gal with the flotation issues!"
 * When you buy from Christopher after the part where Paula repeatedly drowns.