The Punisher/Funny

Mainstream

 * After Frank's run-in with Agent X and Outlaw, Frank is driving off, having stolen their clothes and left them in a phone booth. The "camera" pans to the stolen clothes in the back seat, then pans to Frank wearing Outlaw's hat and listening to country, with a completely serious look on his face.
 * He's basically a One-Scene Wonder but his appearance in the Civil War was memorable:

Marvel Knights Series
"Spider-Man: Wha...what happen? Frank: We had a team-up. You were great."
 * There are a lot in Welcome Back, Frank but the top one is probably The Punisher punching the polar bear.
 * During one of his (many) rematches with The Russian, Frank finds himself interrupted by Spider-Man. Unable to fight the Russian toe-to-toe himself, he manages to hold Spidey up infront of him, using him as a shield as the Russian just wails on him. After the fight, as the confused and beaten Spidey regains consciousness...

"Joan: The ducks! The ducks! Frank: They had to go."
 * While fighting off the Russian mob from Joan's cottage in the wilderness, Frank accidentally shoots Joan's ducks.

"(On first hearing of the Punisher) "Is he like Mighty Thor? I am fan of mighty Thor. He has big hammer, he seems like good Communist..." (When offered ten million to kill the Punisher) "Ooooh. The Russian could buy many pairs of Levis with that amount. Many compact disks.""
 * Pretty much everything the Russian says:


 * The Russian's fight with Frank counts, too. Punching him as soon as soon as he opens the door, smacking Frank in the face with a toilet...it's hilarious.
 * What about Ma Gnucci leaping out of a burning building without arms or legs and trying to gnaw the Punisher's legs off? That, friends, is determination.

MAX Series
"O'Brien: I've been in jail for eighteen months. When we get through here, you want to go jump in the sack? Frank: (completely deadpan, with the same face he'd use to make a threat) Sure."
 * Castle and O'Brien hooking up in Up is Down.

"O'Brien: You cold? Frank: No. O'Brien: You lonely? Frank: No. O'Brien: You want to jump my bones anyway? Frank: Sure. "Seem to remember telling myself this wasn't going to happen. But that was yesterday.""
 * And in Man of Stone.

"O'Brein: I'd like to fuck you right here and now, you know that? Frank: Everything in moderation."
 * Later, after they've slaughtered over half of Zhakharov's men, the two of them stand over the carnage -

"Roth: Get in the fucking car, you prick! Caption: Best offer I'm likely to get all night."
 * Earlier, O'Brein and Roth rescue Frank Castle:

"Bullseye's notepad: [Frank reads, raises an eyebrow and silently pulls out and sticks a chunk of C4 on the glass] Bullseye's notepad:"
 * MAX!Bullseye is a bottomless well of twisted, dark hilarity. After spending a few issues gushing over how great Frank is, they finally come face to face as Bullseye sits behind bullet-proof glass. After rambling inaudibly to Frank through the glass, he gets out a pen and paper...

"Mayor: Well, what's the good news? Johnathan: Crime's down. Mayor: Fuck you, Johnathan."
 * During Castle's rampage in Up is Down, Black Is White