Throughout Drew Carey’s career, he has been able to become one of the most successful TV hosts in history. Currently, best known for The Price is Right, Carey reportedly makes even more than Bob Barker once did.

One of the reasons why Carey is such a successful host is his ability to keep his cool. When Stephen Colbert told him they had beef and when a Price is Right contestant dropped him on the floor, Carey rolled with the punches. It is a good thing that Carey doesn’t freak out, since the cast of Whose Line Is It Anyway? has mocked him many times.

Drew Carey Was Mocked For How Easy His Job Was

Cast Member: Wayne Brady

Via: CBS Media Ventures

During an episode of Whose Line Is It Anyway?, Drew Carey asked the cast to come up with “Refreshingly honest statements that could earn you a black eye”. The second those words came out of Carey’s mouth, Wayne Brady could be heard audibly laughing.

Who are the funniest Whose Line Is It Anyway? stars according to Screen Rant?

Cast Member:
Ranking

Jonathan Mangum
10

Kathy Greenwood
9

Chip Esten
8

Brad Sherwood
7

Greg Proops
6

Jeff Davis
5

Gary Anthony Williams
4

Ryan Stiles
3

Wayne Brady
2

Colin Mochrie
1

Before too long, Carey and the viewers of Whose Line Is It Anyway? discovered what Brady was laughing at. That is because Brady walked out on stage and threw out a single line which savagely mocked Carey’s Whose Line Is It Anyway?’s job.

“Drew doesn’t do a damn thing.”

If you count how long that sentence is, Brady only uttered six words. The value Brady got out of those words is immense, however, as the studio audience completely erupted in laughter and applause.

Drew Carey Was Slammed For His Acting Ability

Cast Member: Ryan Stiles

Via: ABC

When Drew Carey read an audience suggestion that asked for examples of the “shortest book ever written”, he didn’t know what was to come. However, since Whose Line Is It Anyway? starred some truly incredible comedic minds, he probably should have.

When Ryan Stiles walked out to the middle of the stage, he took a truly hilarious shot at Carey’s acting career. According to Stiles’ joke, the shortest book ever written would be titled “Drew Carey’s Acting Tips.”

Of course, that joke would be funny coming out of the mouth of any cast member. However, considering that Stiles and Carey co-starred in The Drew Carey Show together for nine seasons, the joke was especially savage.

Drew Carey Was Teased For Not Looking Cool

Cast Member: Wayne Brady

The Things

In most episodes of Whose Line Is It Anyway?, Drew Carey doesn’t get an excessive amount of friendly fire. As a result, it must have been a surprise for Carey when he got hit with three zingers directed at him in a row during one episode.

First off, Carey called for “Rejected show names for Whose Line Is It Anyway?”. That resulted in Wayne Brady suggesting “Drew Carey’s house payment” and Ryan Stiles throwing out “Drew and Friend”.

Shows Drew Carey and Ryan Stiles worked on together according to Apple TV:

The Drew Carey Show
Whose Line Is It Anyway?
Drew Carey’s Improv-A-Ganza

Things only got worse from there for Carey. After Carey asked for examples of “Trying to look cool while doing very uncool things.” Brady walked out again and mocked the host. Brady did this by pretending to push a buzzer the same Carey always did and then looking self-satisfied.

Drew Carey Was Slammed As A Creep

Cast Members: Ryan Stiles And Wayne Brady

Via: Deposit Photos

Sometimes when one Whose Line Is It Anyway? cast member mocked Drew Carey, it would set off a chain reaction. During one episode of the show, Ryan Stiles and Wayne Brady made back-to-back jokes that made Carey look like a creep.

The beloved stars of Whose Line Is It Anyway were not paid as well as they thought they should be through the show’s lengthy run.

First off, Stiles hit the stage after Carey called for examples of “I didn’t know the mic was on” moments. Stiles then proceeded to pretend he was hosting Whose Line Is It Anyway? before asking someone under his pretend desk if they were “Alright under there”.

That joke prompted Carey to move on and ask for “nightly bedside prayers of Whose Line cast members” Wayne Brady then came out on stage and pretended to pray.

“Please Lord, don’t let the Mr. Drew come in my window.”

Drew Carey Was Mocked For Talking Too Much

Cast Member: Wayne Brady

Via: Instar

One of the most impressive things about the cast of Whose Line Is It Anyway? is how funny they can be while saying very little. During one episode of Whose Line Is It Anyway?, Wayne Brady viciously mocked Drew Carey simply by repeating the host’s own words.

How much money is the cast of Whose Line Is It Anyway? worth as of December 2023, according to Celebrity Net Worth?

Cast Member:
Net Worth:

How Much Money Is Colin Mochrie Worth?
$1 Million

How Much Money Is Ryan Stiles Worth?
$8 Million

How Much Money Is Wayne Brady Worth?
$12 Million

How Much Money Is Drew Carey Worth?
$165 Million

After picking an audience member’s suggestion out of a hat, Carey asked for examples of “People you wish would just shut up.” Brady responded with arguably the perfect joke when he walked out, pretended to grab something out of a hat, and said, “People you wish would just shut up.”

Drew Carey Got Slammed For His Dating Life

Cast Members: Chip Esten and Ryan Stiles

When Drew Carey pulled one paper out of his hat, he knew he was in a world of pain which is why he immediately said, “Oh man”. Carey then read out the card which resulted in him getting ripped apart for his dating life. “What Drew whispers in his date’s ear.”

The truth about what happened in 2008 when some people thought a The Price Is Right contestant cheated is simply amazing.

When Chip Esten made his way onstage, he had a pretty great joke ready to go. “What’s your name again?”

As great as Esten’s joke was, however, it arguably was blown out of the water by what Ryan Stiles followed him up with. “Keep the change.”