PC then: Monkey Island 1-3, Day of the Tentacle, Sam & Max Hit the Road, Grim Fandango, The Legend of Kyrandia 2.

PC now: The Book of Unwritten Tales trilogy, Deponia trilogy.

On console/handheld: Paper Mario series, Mario & Luigi series.

Conker's Bad Fur Day. Good times with that game.

Portal 2, Paper Mario: The Thousand-Year Door, Phoenix Wright series, and The Walking Dead: Season 1 had some great dialogue that made me laugh a ton.

As for what you do in the game, that would go to Roller Coaster Tycoon and Goat Simulator.

Borderlands.

Grim Fandango

Kid Icarus Uprising definitely.

Conker's Bad Fur Day.

Recently Paper Mario: The Thousand Year Door... it rocks my socks.

Very much this!

Conkers Bad Fur Day
I remember the day I got the game it was like a week or two after it came out and I was just blown away. It was like nothing ive ever had the pleasure of playing. I cried laughing at that old Horny Bee and the Great Mighty Poo. Oh and that Hill Billy brick that tells you to "get this fat bitch off of me"