The Ace Attorney game series for the DS featuring Phoenix Wright was originally released in Japan, but there are American versions of the games as well. I don't know about the Japanese versions, but in the ones I've played, the dialogue is utterly hilarious. It even makes use of quite a few pop culture references.
Here are some choice quotes from the first three games (courtesy of Wikiquote, especially for the earlier ones I haven't played in a while).
In reference to old lady security guard Wendy Oldbag:
"Old windbag sure has balls! Or... well, you know what I mean." - Maya Fey
"I spent a whole day looking for my dentures. They turned out to be in my mouth all along." - Judge
"Don't be foolish you foolish fool wearing the foolishly foolish clothes." - Franziska von Karma
After being (literally) whipped multiple times by Franziska:
"Not you too, Mia! With the whip… And the pain… And the oww…" - Phoenix
"Difficult-looking legal books stand in a formidable row. They mock me. I tried reading one, and it made my head hurt. When I closed it, it slipped out of my hand. Then my foot hurt too." - Phoenix
"Well, we know whose milkshake brings all the boys to the yard..." - Mia Fey
"Men are like colonies of bacteria. The more heat you apply, the faster they grow." - Godot
"Let us say the figurative Sir William will be dropping his panties before lunchtime." - Luke Atmey
If you don't know it, look that one up yourself ;)