39. Poison
When Bret Michaels wasn’t playing for Poison or appearing in Rock Of Love, he directed and starred in a thriller called A Letter From Death Row. He filmed it in an actual prison, with prisoners as extras, and got Martin and Charlie Sheen to costar.
40. Jennifer Lopez
Jennifer Lopez does personal appearances if the price is right. In 2013, Turkmenistan President Gurbanguly Berdymukhamedov had her over to sing him “Happy Birthday.”
41. Chuck Berry
42. Barry Manilow
In 1971, Barry Manilow wrote the State Farm jingle, “Like a good neighbor, State Farm is there.” It was the best thing he ever did.
43. Daft Punk
In 2006, Daft Punk made an art-house film called Electroma. The idea started out as a music video, but it clearly isn’t one, as it has no music at all. It also has no dialogue.
44. Soulja Boy
What could be more ridiculous than Soulja Boy’s “Crank That”? How about another song on that album called “Report Card” about coming home from school with bad grades? A startling reminder that the guy was only 17 when “Crank That” was popular.
45. Justin Bieber
In 2011, a prison inmate ordered the kidnapping of Justin Bieber. The kidnapper carried hedge clippers as a castration tool (it’s unclear whether he planned to castrate Bieber or other victims).
46. Gene Simmons
Before KISS, Simmons taught elementary school in New York. This should be the most unexpected part of his career, except for what came next: He was personal assistant to the editor of Vogue.
47. Norman Greenbaum
You definitely know Greenbaum’s song “Spirit In The Sky.” You likely don’t know his later recordings, such as “Canned Ham” and “Chocolate Milk.” The most charitable thing we can say about them is that they were probably drug metaphors.
48. Bruce Springsteen
49. Dolly Parton
Dolly Parton founded Sandollar Productions. They produced Buffy the Vampire Slayer and Angel, as well as the Father of the Bride movies.
50. Snoop Dogg
Snoop got licensed as a football coach. He wanted to coach his son’s team, and he ended up running a whole charity youth league.
51. Dave Grohl
When a miner got trapped following an Australian earthquake and requested Foo Fighters music to keep him company, Dave Grohl did him one better. He wrote a song about the fan — a legit song, included on the band’s album and everything.
52. Carl Douglas
Douglas is best known for the song “Kung Fu Fighting.” He is not at all known for his next release, a song about a witch-finder in the 1600s burning witches.
53. The Beatles
The Beatles planned to make a sixth movie, and this one was going to be a little different. It was set in an alternate version of Britain where women occupy all positions of power, so the lads dress in drag to assassinate the prime minister.
54. The Rolling Stones
Contractually obligated to record an additional single, but not wanting to, The Stones recorded “Schoolboy Blues,” a song they knew no radio station would ever play. The song is sometimes known as “Cocksucker Blues” due to its lyrics, which you can read here.
55. Kanye West
Top image: Jason Persse
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