Sorry for the bump but I didn't wanna make a new thread for hilarious anime moments when this one's perfectly good.
My favorite character in Fushigiboshi no Futagohime, Tio, Prince of the flame kingdom is a constant source of comic relief. He usually shows up to proudly declare that he'll help out the main characters, only to somehow fail spectacularly. Nothing so far has been as great as his moment in episode 17.
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It would have to be the phone call scene from Sekirei xD
Benitsubasa wants to get revenge on Musubi (88) for defeating her on the bridge, so she kidnaps her ashikabi and tries to call 88 but ends up talking to Kusino and Kazehana who don't take her threats very seriously.
This clip from a Black Butler OVA. Sebastian was giving lessons on singing and acting for a Hamlet play. Then, Grell showed up and gave his own acting lesson to Ciel, before a little sing-along happened.
Apart from actual comedy anime such as Nichijou or Danshi koukousei no nichijou (I hope I spelled that right) I would have to say Chaos;Head. Most of the people who have seen it will tell you that it is abysmal, but I swear to god, it's so bad it's good. Some of the scenes where so damn bad that I couldn't help but laugh, the last 4 or so episodes basically became a parody of the first 8.
Spoiler:- games I want:
PM me if you know the where abouts or cost of any of these items, or if you are selling them on ebay
 pokemon green (Japanese one or if in english, a rom dumped on a fake cart)
 any fake pokemon game (PM me the name first)
 any fake snes pokemon game (pal region)
 lsd (the ps1 game not the drug)
 mother3 (japanese)
 mother3 (english) (didn't have a pal release, it will be a patched rom on a fake cart)
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