Neverwinter Nights/Funny

The original campaign of Neverwinter Nights has some pretty good ones. Linu L'aneral's anecdotes per chapter are definitely not to miss whenever you have her as a henchman.
Tommi Undergallows' choice of Pre-Ass-Kicking One-Liner: "Here comes halfling death!"
Charon, the ferryman of...the sewers (aqueducts!), who is not terribly fond of the beautification project Neverwinter's undergoing, as the finer points seem to be giving things pretty names...

Charon: "Sewers become 'aqueducts', waste becomes 'surplus resources', and my cushy job at the palace becomes tour guide to the FREAKIN' SEWERS, BUT I'M NOT BITTER!!!

- Later, when you ask if he can take you downstream:

Charon: "Well, I can't leave this spot. An emergency could arise, and my specific expertise could be required. IT COULD HAPPEN!"

Shadows of Undrentide and Hordes of the Underdark's funny moments usually deal with Deekin's overeager dialogues.
- Deekin and Nathyrra discussing what to put in a cookbook for dragons.

"Drows be fatty. Gots it."

- If you're travelling with Deekin and Sharwyn, Deekin will ask her how come her red hair changes color near the scalp. Sharwyn pays him off to never bring it up again.
  - Heck, all of the inter-party dialogues between Deekin and another henchman are pretty damn hilarious.
- Nathyrra's random ramblings about the state of her pack.
- If Evil Aribeth is in your party and is the Sleeping Man's True Love, and the Sleeping Man is awake then some pretty hilarious dialogue ensues.
- And the developers were probably aware of how annoying Deekin could be when he stops the player yet again in Chapter 2 of HOTU to ask for a bathroom break.
- When you confront the Final Boss in Hordes, this exchange takes place:

Mephistopheles: Last I knew, I thought I had trapped you for all eternity in an icy little place called Cania.
Player Character: Sorry, Hell froze over.
Mephistopheles: How very witty. But it takes more than sharp wit to rule Hell, little one. You must also...dress the part.