"Ah... the ordacity of youth..."

As for the previous one... Redneck Rampage?

"what's so intelligent about writing the word monkey on a piece of paper?"

"I've must be twisted my knee pretty badly"

- Smackdown 2

"Stay a while, and listen"

"Look behind you, a three headed monkey!"

"I'm selling these fine leather jackets"

"Look out Graham! A poiiiiiiiiiiiiiiiiiiiiiiiiiisonous snake"

"You've really done it this time - Restore Restart Quit"

"Hey, baby, want to light my pyre? Hehe.. little graveyard humor there."

"Would you please shut the window?"
"Yes, but let me shut the window first!"

"I pull my head out of the gutter for one freakin second, and fate shovel's $hit in my face!"

- Ken Rosenberg, GTA Vice City

Yep, the first one is RR, but the second one is Prey.

Here be the quotZ:

"How do I get out of this chickensh*ted outfit?" StarCraft

"I know what you think. But the truth is, I don't even like computer games" Postal 2

"um...it's a huge ball of twine" Sam & Max: Hit The Road

"Hey nice hat!"

"..Thats a shame..."
Most annoying line ever - Boiling Point : Road to Hell Car Dealer