Hi, since there are currently threads on parodies and covers, I thought one on fun or funny music videos would fit right in. I’ve been looking around YouTube and found several that are fun or funny:
This is the Austrian band “Kontrust” and their song Hey DJ
The Bonzo Dog Band. The musical version of Monty Python – a very apt comparison, since Python members worked with them and used them as inspiration for their act, while Bonzo Dog Band member Neil Innes wrote and performed with them (he wrote and sang “Brave Sir Robin,” for instance).
Actually, about half the songs on each of Weird Al’s albums have been original, including favorites like Albuquerque, The Night Santa Went Crazy, Germs, One More Minute.
Blotto had a video for I Wanna Be a Lifeguard that got a lot of play on MTV in the early days that was funny.
Natalie Imbruglia’s Torn video; it’s a cover (of an Ednaswap song), but it’s not a parody, and Imbruglia isn’t a comedy act. So it doesn’t quite meet the criteria as articulated, but it’s what I suspect OP is looking for.
Dumb Ways to Die by those rebels of rock, Metro Trains Melbourne.
bunyupp: Not a video, but someone parodied Weird Al’s “Another One Rides the Bus” with “Another One Got Hit by the Bus.” It is presumably unreleased but Dr. Demento played it. It was about a bus driver who got tired of Weird Al’s song and wanted to run Weird Al over. Emo Phillips and Cheech Marin were also mentioned in the song.
In this video, Australian pop diva Ricki-Lee Coulter chronicles the trials and tribulations of a pop superstar as she attempts to find a suitable dance partner in a trendy night club. Will she find someone who can wiggle it for her? But just a little bit?
“It Wasn’t Me” by Shaggy. Dude ends up being chased by the Black Charlie’s Angels or something; he even steals a motorcycle, parks it and dives off an overpass onto a tractor-trailer.
“Total Eclipse of the Heart” by Bonnie Tyler. Being a professor at an all-boys school causes the clearly long-celibate main character to have a psychotic episode. See also: The literal video version. “What kind of private school would let in these kinda guys? It started out as Hogwarts, now it’s Lord of the Flies!”
Sorry I didn’t link. It’s a lotta work on this phone.