Well, I've learned that there are many flavors of comedy & not all of them work for me. I tend to go for the morbid, dark variety, with stuff like "comedic violence" "black & grey morals," "cast of jerks," & "with friends like you, who needs enemies?"
Bakuretsu Hunter (Sorcerer Hunters).
Bokusatsu Tenshi Dokuro-Chan. (Bludgeoning Angel Dokuro).
Danshi Koukousei no Nichijou. (Daily Lives of Highschool Boys).
DiGi Charat original shorts. (The Panyo-Panyo series was godawful).
Full Metal Panic: Fumoffu.
Gokudo-Kun Manyuuki. (Gokudo: Swordsman Extraordinaire).
Jungle wa Itsumo Hale Nochi Goo. (Hare + Guu).
Kill la Kill.
Majutsusi Orphan 2. (Sorcerous Stabber Orphen: Revenge)
Master of Mosquiton 99.
Nekojiru Gekijou. (Cat Soup the Series).
Photon: The Idiot Adventures.
Still waiting for the next chapter of Hunter x Hunter.
Amagami Brilliant Park: By the same author that gave us Full Metal Panic. All types of comedy are represented: dry wit, comedic violence (lots of that), incongruity, etc.
Ben-To: Lots of comedic violence and questionable friendships. And a bizarre plot that oddly kinda works...
You could also try Ookami-San and Her Seven Companions. Most of the humor there involves the grandmotherly-voiced narrator brutally mocking the characters; those parts are hilarious, although the rest of the show is just okay.
Binbougami ga! (Good Luck Girl)
One Punch Man
The Monogatari series. Collected multiple pages here: /group/Rotten_Sushi/pages?extra_param=8590025765
/ghost-stories (the dub is classic)
Not really an anime, but it's here on CR: /happy-tree-friends
/magical-somera-chan a WTF short
/military Another short
/watamote Cringe-inducing, I had a difficult time finishing it.
Extended tags,ratings,show discovery: http://crunchyroll.com/group/rotten_sushi
good judgment comes from experience,and experience comes from bad judgement.