I really enjoyed the first Hector game. I never beat it, nor even tried the sequels, but it was quite a silly game. Offensive silly, but if you have a slightly more twisted sense of humor than the average Joejane, give that a shot.
Monkey Island 2: Special Edition is supposed to be one of the greatest point-and-click games ever. The ten minutes I played make me feel it's because of the overwhelmingly hilarious sense of humor. It's so funny! Never got too far though
One game I did get far in was Phoenix Wright: Ace Attorney. It's not exactly a point-and-click game at the core, but it has a lot of that kind of stuff, and it's a thrilling experience. An almost perfect blend of humor, drama, suspense, and puzzles. So fun. <3