The funniest song I ever heard was "Guilty as Charged" by Dewey Cox.

http://www.youtube.com/watch?v=t_djkPMdSMw

The way Timbaland remixed One Republic's "Apologize" and just put himself grunting a few times, then put his name first in the credits. That's hilarious.

More serious answer... probably "Hot in Here," solely for the line where he says he was just kidding about getting naked... "unless you're gonna do it." Sums up male and female relations in America in one quick joke.

This right here: http://www.youtube.com/watch?v=_pgPq4FGWfk

Let's eat... to the beat!

The funniest songs I know are from an Austrian band called "Erste Allgemeine Verunsicherung" (First General Uncertainty). Their lyrics are critical as well as hilarious, and they have a very unique style. However, there songs depend so much on playing around with the German language that they will probably remain completely inaccessible to people without a pretty good command of German.

The funniest English songs I know are from the band "Warp 11".Personal favorites are "Sulu", "", "Please State The Nature Of The Medical Emergency", "[url=http://www.youtube.com/watch?v=-z5Uy139PxE]Everything I Do", or "Betazoid Mindfuck". Not easy to find video or sound clips though, as the band is still pretty obscure - I totally don't understand why. I mean, a band that writes a whole song about a "belt buckle tractor beam" for Klingon blow jobs _should_ be better known, no? ;)

Other candidates for "funniest song" are:
- Complete History of the Soviet Union to the Melody of Tetris by Pig with a face of a boy
- 4 chords by Axis of Awesome
- Tik Tok by The Key of Awesome (not related to the Axis, but also awesome)

S.E.X. Appeal - Sex Is A Thrill With A Pill
http://www.youtube.com/watch?v=maqitY2HL0c

I know I am immature, but I can't help but laugh at this song since the cheesy eurodance, which already is silly enough on its own, is fused with some unintentionally(?) ridiculous lyrics about Viagra. It's just really hard to take seriously in my personal opinion, and that is why I like it.

A Weird Al song I guess. Hardware Store, Virus Alert, White and Nerdy, Amish Paradise, Albuquerque, Trapped in the Drive Thru, Craigslist, Skipper Dan, Everything You Know is wrong, Dare to be Stupid, the medleys, etc..

Tenancious D- Karate

http://www.youtube.com/watch?v=uy8qBFr2BqY

Afroman- Cause I Got Hight

http://www.youtube.com/watch?v=B_VOYMcS1ck

One of the funny things about that song is that it almost sounds like an anti-drug message.


Oh and of course it's kind of early to post this song but...

http://www.youtube.com/watch?v=qUCNAnp2QAI

The Adam Sandler Chanukah Song.

A criminal lack of Tim Minchin here. Must correct that.

http://www.youtube.com/watch?v=IeZMIgheZro

I don't really listen to what I'd call "funny" music (I liked Weird Al as a kid, but don't really remember any of his songs), but I guess you could count Warren Zevon's Mr. Bad Example and Lawyers, Guns, and Money

The song of the Count of course!:)

I like most, if not all of the Key of Awesome parodies. They're great to listen to as they are, but the lyrics and accompanying videos truly make them shine. Look for them at Youtube if you haven't already. Their recent ones, Miley Cyrus' We Can't Stop parody and the Lady Gaga "Applause" parody are especially good. I also like "Holy S*** I'm Playing All Of The Parts!" a lot. But the rest of their stuff is diamond as well.

http://www.youtube.com/watch?v=tEe55NxFSSU

(Quite VULGAR, so dont watch if easily offended, you have been warned)

Or anything by Kevin Bloody Wilson really :)

Avenged Sevenfold - A Little Piece of Heaven

http://www.youtube.com/watch?v=VurhzANQ_B0

WARNING: The clip contains cartoon blood, gore and sex (implicit).

This is one of my personal favourites as well.

Others include:
Title of the Song - Da Vinci's Notebook
The Man Who Couldn't Cry - Johnny Cash