I just found this (at Daniel Radosh’s webpage) to be hilarious. Also all the links, like this and this. Actually, my favorite was this, which for convenience I’ll copy in the words.

Seeking the worst possible caption for this week’s New Yorker Cartoon Caption Contest.

My [Radosh’s] starter suggestions:

“Hey, there’s a parrot on your shoulder.”

“I told you carving ‘Dd’ in the corner of the conference table was a bad idea.”

“Do you like seafood? See… food!”

Update: Results after the jump

Winner:
“His parrot died over the weekend. I feel kind of bad for him, because his wife died last year.” —mykull

Finalists:
“My heart says ‘No’ but my parrot says ‘Yes’.” —spinachdip

“I like tables! And parrots! I like guys in suits! I can put my fist in my mouth! I’m retarded! (Gunshot sound.)” —wendy

Analysis:
I’m still sorting out exactly what my criteria are for winning entries. Not that it should influence your submissions, but at least you’ll know how I reach my totally meaningless decision each week. For starters, the winner and finalists have to make me laugh, but they’re not necessarily the ones that make me laugh hardest. The edge is given to captions that: are not just generically bad, but aggressively misguided (see mykull, above); sound like they could be New Yorker cartoon captions, but are desparately unfunny and/or don’t make sense (see spinachdip); sound as little like New Yorker cartoon captions as possible and/or include sound effects (see wendy).

What doesn’t win? One popular strategy is to write a caption that willfully ignores the most important features of the illustration. I get it, but I tend to think that’s just a little too easy. Still, the following submissions were all very close contenders:

“Jesus Christ, Higgins, that’s the stupidest idea I’ve ever heard. Where’d you get your MBA? Loyola?” —TG Gibbon

“So she was all gettin’ up in my face, and so I was like ‘screw you bitch, if he’s with you then why is he buying me a ice cream? Why don’t you take your child support checks and go buy something that doesn’t make you look like a fruit stand exploded.’ How was *your* weekend?” —jamie

“Gary, get your fucking hand off my cock.” —spanner

And once again, there’s the too authentically funny captions. I guarantee this one will be better than whatever wins the real contest:

“I also thought he meant ‘Bring a Parrot’ literally.” —gadi

Common themes:

Crackers, requests for

Defecation,
in coffee mug
on jacket
on newspaper
in response to word “paradigm”

Shaking, indication of by lines around figures

Flu, avian

Homosexuality, gratuitous references to

Jargon, corporate
while avoiding any mention of parrots

Mouth,
absence of
large size of

Past New Yorker cartoons, allusions to

Penises, parrots as metaphors for

Pirates,
parrots as companions of
capitalists as equivalents of
saying “aarrgh”
of Penzance

Yes men, parrots as metaphors for

Personally, my favorite was the one by TG Gibbon above.