Everyone from Michelle Obama to the Goo Goo Dolls have appeared on Sesame Street, but let’s take a look at the best musical artists to guest on the show. Before we start we need to establish some criteria. The best guest appearances are those celebrities that leave their ego and image outside and give in to the madness that is Sesame Street. They need to interact with the puppets, sing, and most of all not worry about looking foolish.

First up is Andrea Bocelli. This piece is awesome because Bocelli totally gives into the set-up. He sings Elmo a lullaby with an operatic voice. The fact that Elmo is exchanging verses with a guy who has such a commanding voice shows what a true sport Bocelli is and how involved he was willing to get with Sesame Street.

Next up is Norah Jones who duets with Elmo. The song is pretty good, but I’m putting this one on the list solely because Norah sings a whole song about one letter. The kicker is at the end when “Y” actually shows up.

Adam Sandler is mostly known as a comic actor, but he’s released music albums before (although they were funny songs like the Hanukkah Song). In this clip he makes up a wacky song about Elmo, and then proceeds to rhyme things with Elmo. Although Sandler is known for goofy things, this clip is worth it because of how much fun Sandler is having and just how wacky the lyrics are.

Sesame Street has changed lyrics to famous songs before but they do a great job taking “Everything’s Coming Up Roses” from Gypsy and having Harvey Fierstein sing “Everything’s Coming Up Noses”. The parade of noses that follows is hysterical.

Finally, I’m adding Ray Charles singing “I Got a Song” with Ernie and Bert. Simply because it’s Ray Charles and Ernie and Bert’s scat is fantastic. I love how Ernie calls him “Ray” like they’re old friends.

Can’t get enough Muppet music? Check out:

The Best Sesame Street Musical Guests — Part 1

The Best Sesame Street Musical Guests — Part 2

The Top 5 Beatles Songs (Performed by Muppets)