ByGrant Hermanns, writer at Creators.co
I know way too much about movies, my mind is like a walking IMDB, only not perfect. I also have a blog at https://themovievaultgranthermanns
Grant Hermanns

Whether you caught their debut on MADtv back in the early 2000's or their various film roles in comedies such as Role Models, Let's Be Cops and Wanderlust, chances are you know Keegan-Michael Key and Jordan Peele best from their hit Comedy Central series, Key & Peele. The sketch comedy lasted for five seasons and was nominated for 11 Emmys before the comedians/creators decided it was time to explore other projects, both together and apart.

But in the six years the show was on, audiences fell in love with the pair, as they gave us some of the funniest characters and sketches in comedy series history. Less than a year after the series finale, the two are teaming up already for their first big-screen collaboration in Keanu, in which Peele's character's cat Keanu is kidnapped, and he gets help from his friend played by Key to find him. Here's the NSFW trailer for the buddy comedy:

With a total of 53 episodes and one hour-long special, there's so many sketches and characters to look back on and laugh, so let's take a look at the 15 funniest of them all.

**This List Is In Ascending Order**

15. Crosswalk Button (Season 3, Episode 9)

The "Crosswalk Button" skit was one of their typical long-argument jokes, but it was one that was hilarious thanks to the real-life struggles that come from waiting for the crosswalk light to change, hysterically ending with Jordan pressing the button against Keegan's wishes, and as the signal changes, he is hit by a car, with Key muttering to himself that he was right and then telling the next pedestrian not to press the button again.

14. Phone Call (Season 1, Episode 1)

The very first sketch of the series also happened to be one of the funniest, as the two try to act tough in front of one another by talking in very macho and gangster-esque voices on their phone calls, so as to not get mugged by the other.

13. Lil Wayne (Season 1, Episode 1)

The Lil Wayne sketch lasted for three segments in the pilot episode, and helped to prove the show had promise early on. It hilariously showed the rapper in jail getting attacked multiple times whenever he bragged to the camera about his success and claiming how cool he was. The notion that he can get shanked even with a guard walking next to him made the bit even funnier.

12. Little Homie (Season 4, Episode 1)

The "Little Homie" sketch has a lot of appeal thanks to the determination and realism the comedians bring to their roles in it, Key as the parolee and Peele as the parole officer. The bit brings plenty of laughs thanks to the great ventriloquism going on in the sketch, as well as a hilarious final twist.

11. Black Republicans (Season 3, Episode 3)

While the "Black Republicans" skits might not have packed as many laugh-out-loud jokes as many of the other sketches, the first sketch in this series capitalized on the satirical view of said voters.. The constant jokes about diversity among the black republicans is hysterical, especially if the viewer pays close attention to the actors in the scene.

10. Undercover Boss (Season 5, Episode 7)

This sketch was a clever parody of the show and how it tries to be heartwarming in the people it helps, but it also is hilarious thanks to Keegan's wild Joseph character, who makes up wild stories to try and get something from the undercover president played by Peele.

9. Menstruation Orientation (Season 5, Episode 2)

The two public speaker characters played by Peele and Key showed up in a couple different bits, but the "Menstruation Orientation" is by far the funniest of them all. It smartly deals with the topic that men don't want to talk about by pointing out things not to do or say when it gets to that time, and is also just a great way to deliver the message about periods to men in general.

8. Sexting Scandal (Season 5, Episode 5)

While this bit did come out almost two years after the infamous Anthony Wiener sexting scandal, it still was a brilliant parody of the issue, with Keegan playing the crazy politician who just can't stop taking and sending pictures of his Anthony Wiener.

7. Text Message Confusion (Season 4, Episode 3)

The "Text Message Confusion" bit plays off the classic misinterpretation one can have in reading text messages, but it's elevated thanks to Keegan's angry and quick-to-judge nature, which nearly results in a murder.

6. Following MLK Jr. (Season 2, Episode 2)

In this iconic early sketch, the comedic duo touched on the key thought of "What was it like for the speaker that had to follow MLKJ's 'I Have A Dream' speech?" They showed how awkward it must have been in hilarious fashion.

5. Meegan, Come Back! (Season 2, Episode 7)

Now, Meegan and Andre were classic characters for their constant shouting and never finding satisfaction with each other, even though they clearly love each other. This sketch, however, was definitely the funniest and the most epic of them all.

4. Wendell: Pizza Order (Season 2, Episode 5)

The Wendell character was the perfect characterization of every nerd stereotype ever with the fat Peele ordering pizza, or ordering memorabilia or even making a music video that runs out of funds halfway through. But his first sketch was also probably his funniest, thanks to Peele's over the top performance and stories.

3. Substitute Teacher (Season 2, Episode 4)

Mr. Garvey will always be remembered as one of everybody's favorite and most feared characters Key and Peele have ever created. While everybody typically thinks of the substitute teacher as the one that you wouldn't have problems with, Mr. Garvey put that feeling to rest, as you would not want to mess with him, especially during roll call. And to top it all off, there have been some rumblings about a possible Mr. Garvey movie!

2. The Valets: What About Non-Stop Though? (Season 2, Episode 3)

The Valets were another duo of characters that got to see multiple appearances throughout the show, and for good reason. How could you not laugh when these two got to meet their hero, Liam Neesons?

1. Obama's Anger Translator (Season 1, Episode 1)

When a sketch is good enough to attract the attention of the person it's imitating in a positive light, you know you've done something right. K&P's Luther and President Barack Obama were, without a doubt, the funniest characters/skit of the sketch comedy series, and for good reason. Peele's Obama impression was spot-on, but Keegan's Luther translations for the real frustration Obama was feeling was perfect, which boosts these characters to the number one spot on this list.

Bonus Round

There are a lot of really good sketches that just couldn't quite make this list, but to show them love, these five have made it into the bonus round

Clear History (Season 3, Episode 1)

Now, someone takes your computer to check the internet for something. What's your first thought? "I wonder what they're looking for"? "I hope they don't upload a virus on my computer"? No, your first thought is "I hope they don't look at my history." And unless you're a priest or it's your work computer, there's gonna be something. This bit, however, deals with the hilarious scenario of what happens when you clear your history on your computer.

Proud Thug (Season 3, Episode 3)

When someone tries to be so proud that they say "Heaven is for pussies," there is no way to hold back the laughter.

Metta World News (Season 3)

TBS has Samantha Bea, Comedy Central has Trevor Noah and Larry Wilmore, but Key & Peele had Ron Artest (or Metta World Peace, if you want to get technical). He delivered the "news," which was really either him teaching viewers something, or him delivering his opinion on something.

Dubstep (Season 2, Episode 2)

Personally, I don't call dubstep music, as there's nothing really to it. It's a lot of strange technical sounds that put together form something of a beat, which people have somehow found enjoyment out of. But, K&P's take on the genre is a hysterical look at the effects of said "music."

I Said Biiiiiiiiitch (Season 1, Episode 1)

This skit sort of set up the one-liners that would make this show great, but it also proved how epic the show was willing to go in the lead characters' journeys to tell the story of the time they called their wives *look left, look right* "biiiiiiiiiiiiiitch."

Do you miss Key and Peele? What are your favorite sketches from the show? Let us know in the comments below! Keanu hits theaters April 29!

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