1. Reggie Watts
Any performance by Reggie Watts is guaranteed to blow your mind. He can also speak gibberish in pretty much any language and is a favorite of Brian Eno’s.
2. Tim & Eric
From “Petite Feet” to Pusswhip Banggang, T&E have stolen our hearts with their sweet jams. Tim also has a side project called Heidecker and Wood.
3. Tenacious D
Jack Black and Kyle Gass (or the reigning Gods of Comedy Rock IMHO) have been supplying us with tasty licks since the early ’90s. Fun fact: they were discovered by none other than David Cross.
4. Steve Martin
In case THE JERK and the good ol’ SNL days (KIIIING TUT) weren’t enough for you, the man can also play a mean banjo.
5. Stephen Colbert
If you are a fan of The Colbert Report you’ve probably heard Stephen sing a ditty or two. But did you know he starred in a New York Philharmonic production of Stephen Sondheim’s Company with Patti LuPone?
6. Conan O’Brien
Conan digs his rock n’ roll. He even cut a live record with Jack White’s Third Man Records!
7. Sarah Silverman
WARNING: Song offensive to every culture.
8. Fred Armisen & Carrie Brownstein
Oh Portlandia, how we love you so. With SNL’s Fred Armisen and guitarist/singer of indie band Sleater-Kinney, Carrie Brownstein’s powers combined, the comedy songs are unstoppable!
9. Demetri Martin
Demetri accompanies his dry jokes with a lil guitar and some Bob Dylan-style harmonica. *Jazz snaps*
10. Adam Sandler
It’s hard to remember that there was a time when Adam Grown Ups 2 Sandler was playing music to sold out arenas.
11. Jimmy Fallon
Jimmy Fallon’s musical impressions are the greatest. OMG remember his 2002 album The Bathroom Wall featuring “Idiot Boyfriend”??
12. Maya Rudolph
SHE HAS AN ALL FEMALE PRINCE COVER BAND CALLED PRINCESS!!!
13. Flight Of The Conchords
New Zealand-born Bret McKenzie and Jemaine Clement of HBO’s Flight of the Conchords rock the comedy tunes so hard. Fun fact: McKenzie won an Oscar for the song “Man or Muppet” that he wrote for the 2011 movie The Muppets.
14. Andy Samberg & The Lonely Island
Errybody knows all about the viral sensation that is The Lonely Island. With SNL hits including “I’m On A Boat”, “I Just Had Sex”, and “Dick In A Box”, their YouTube channel has over 1 BILLION views. #LazySunday4Ever
15. Zach Galafianakis
Something about Zach’s low key piano accompaniment makes his deadpan jokes go over that much better.
16. The Mighty Boosh
Do yourself a favor and fall into a Mighty Boosh Youtube k-hole. Old Greeegggg!
17. John C. Reilly
Okay, so you might not consider John C. Reilly a comedian, but I’m going to throw him in due to his work as Dewey Cox and Dr. Steve Brule. Mr. Cellophane forever!
18. Paul F. Tompkins
You might remember Paul F. Tompkins from his work on Mr. Show or his frequent appearances on ALL THE PODCASTS EVER. His crooning skills go along with his dapper style. One time he sang “Skyfall” in it’s entirety:
19. Weird Al Yankovic
This man needs no introduction. His is the king of the parody song. The end.
20. The Smothers Brothers
These bros are the coolest. In 1967 they had a show on CBS, The Smothers Brothers Comedy Hour. They were way ahead of their time, and often got in trouble for their counter-culture ways. Fun fact: Steve Martin was a writer on the show!
21. Garfunkel & Oates
Kate Micucci and Riki Lindhome AKA Garfunkel and Oates equipped with only a guitar and a ukelele sing little ditties that sound sweet but GET REAL. Fun fact: Comedian Doug Benson introduced the duo!
22. Tom Lehrer
Lehrer could perhaps be called the Grandfather of Comedy Music. He’s sort of like the 40’s and 50’s version of Weird Al. That song that helped you learn the elements in the tune of Pirate Of Penzance’s “Major-General’s Song”? Yup that was him.
23. Cheech & Chong
Tommy Chong began his career as a musician. In addition to the songs in their performances and movies, he co-wrote the Vancouvers’ 1960’s hit, “Does Your Mama Know About Me.” They have had a crazy history, listen to them on the WTF podcast for more stories.
25. Neil Innes
If you love Monty Python, then you love this dude. He wrote many of the songs for their show Monty Python’s Flying Circus.
26. Seth MacFarlane
Seth showed off his vocal capabilities at this year’s Oscars, which was no surprise to any Family Guy viewers. He received vocal training from Lee and Sally Sweetland, who trained Barbra Streisand and Frank Sinatra. Check out his classy rendition of “Singin’ In The Rain”:
27. Craig Robinson
Craig Robinson can rock the keys. He’s played some tunes on The Office and keep an eye out for his ode to Rihanna’s underwear in This Is The End.