1. The Backstreet Boys
At the height of their career in 2002, the group sings “One Small Voice” with the lost sixth Backstreet Boys member: Elmo.
2. C-3PO and R2D2
The Star Wars duo helps Big Bird out with his counting in 1980.
3. Seth Green
In 2004, Green appeared playing “Vinny,” a delivery dude for the “Letter of the Month” club. Looks like the Sesame Street characters may have been into Pottery Barn at that time.
4. Johnny Cash
Cash would appear on the show several times. Here he is in ‘92 singing “Don’t Take Your Ones to Town,” a modification of “Don’t Take Your Guns to Town.” Nice.
5. En Vogue
This 1992 gem features En Vogue singing “Adventure.” It is a song about adventures.
6. Tony Danza
Tony gets his ass whopped in tennis by Big Bird.
7. Downtown Julie Brown
Heads down to the Street for a freelance reporting gig: covering the “Worm World Music Festival” for WormTV.
8. Destiny’s Child
In 2002, Destiny’s Child does a cover of “A New Way to Walk” with Zoe, Elmo, and Grover.
9. Hootie and the Blowfish
In 2000, Hootie and the Blowfish sing “Hold My Hand.” No one cares.
10. Sally Jessy Raphael
Doing “A New Way to Walk” her way. As in, the best way.
11. Hillary Clinton
In Clinton’s first appearance on Sesame Street in 1993, she talks health tips with Rosie and Big Bird. And is not at all stiff or awkward.
12. Chaka Khan
In 2000, when some people still listened to Chaka Khan, she came on to sing a song about faces.
Singing “Furry Happy Monsters,” a reprise of “Shiny Happy People,” in 1998. There’s hope in this world that kids would grow up to have good musical tastes.
14. Cheech Marin
Pops out of a genie lamp in 1994. Wild, man.
In 2007, Ice-T talks about the word “rhyme.” FYI, rhyme rhymes with dime and lime.
But of course. What would the year 2000 be without an appearance by the best boy band on the best kids’ show?