So many from Monty Python. But the ones I'd recommend are 'Every Sperm is Sacred" , "The Lumberjack Song", "Sit on my Face and the "Always look on the Bright Side of Live....
Funny with a hint of truisms.
Werid Al has many but my favorite were by Bob Rivers who I guess was a DJ in Seattle. He wrote dozens if not hundreds. If you go to: twistedtunes.com you can search. He's retired now so they are are old, but some of my favorites include:
Dark SIde of Naboo (star wars meets pink floyd)
Dirty Deeds Done with Sheep
@deadhead1000 There´s not one time I´m at an airport without being „worried about the baggage retrieval system they´ve got at Heathrow“. It always hits me.
Ubuweb in 2003 hosted a full year of strange and funny songs (365 days project). It´s still a goldmine and a reminder to myself, that I have to dig into the follow up they did in 2007.
No list like this would be complete without The Shaggs.
This always gives me good chuckle:
I won´t get into the world of company / motivational songs which is a wonderful thing in itself.
One of the greatest songs in any category (at least for me) is this legendary gem by The legendary Stardus Cowboy. Wait for the trumpet solo!
A very modern example is the „Organum Perceptus“ album by the Happy Valley Band. They are covering well known songs by leaving the original voice track intact and re-playing the music, which has been put through an AI-shredding-algorhythm. It´s hilarious!
Foreign cover versions are sometimes also funny. The Beatles pulled off singing in german quite well, but to my ears Peter Gabriel´s songs are a disaster (the same goes for Bowie´s „Helden / Heroes“).
Oh, how about „Kung Fu Fighting“ in finnish?
How about a finnish singer who does not put too much attention on hitting the notes singing in german about people getting drunk in parliament park? MA Nuuminen – as far as I recall – actually got sued for this indecency in this home country.
Oh well, I better stop here.
Few other good ones:
Hello I love you (doors)
--PMS (to an AC DC song)
Driving Crazy (Billy joel drove into someone’s front yard while drunk)