Not to be outdone, Will Ferrell advances Letterman’s creep factor one-up on Conan. Dressed in a full Ron Burgundy costume, Ferrell arrives on stage playing the flute. He says he is there to make a big announcement. His big news is that there will be a sequel to “Anchorman: The Legend of Ron Burgundy.” The audience was thrilled.
However, even Conan was grossed out by Ferrell’s own clarification of what he meant by a crude innuendo. It can’t be printed here, but if you want to witness the cringeworthy moment, watch the segment! We’re sure you can find it somewhere on YouTube!
Benedict Cumberbatch
This really happened. Jimmy Fallon had Benedict Cumberbatch on the show for a Mad Libs game. Cumberbatch chose various nouns, verbs, and adjectives to fill in the blanks as Fallon writes them down. Then, like at a kids' sleepover game, they act out the scene.
If you are a big Cumberbatch fan, it might be difficult to sit through the act. The awkward skit drags on. At last, the iconic "Doctor Strange" actor breaks into a verse of “Baa Baa Black Sheep.” At this point, fortunately, it ends. Cumberbatch should just stick to serious acting stuff if we're going to be perfectly honest.
Brad Pitt
Brad Pitt received an unexpected gift when he visited Conan O’Brien to promote " Troy" (2004). O’Brien gave the A-lister his emerald-green 1992 Ford Taurus SHO. The manual transmission sedan had made many appearances on the late-night talk show as Conan’s first car from college.
In this interview, we got to see Pitt rev and rip out of a parking spot with a quick slip of the clutch. O’Brien warned him not to go over 35 mph because he said the bottom might drop out. He comments that Brad and Jennifer are going to be very happy in that car.
Tom Hanks
This late-show gag proves Tom Hanks is really as much of a good sport as we think he is. After promoting so many amazing movies, You'd think that Hanks knows how to do a straightforward interview on a chat show. The iconic actor appeared on Conan O’Brien’s new TBS show in 2010.
One of Hanks's most memorable films is "Splash," and this segment included a big splash. From Conan’s desk, the two were observing a pod of humpbacks. Gazing at the Jumbotron, Hanks clearly adores whale life. He proves his whale knowledge by explaining that a breach requires 40 percent of the creature to break the surface. Just then, splash! Conan, however, remains dry.
Jennifer Garner
This happened a while ago. In 2003, Jennifer Garner came on "Late Night" with Conan to talk about "Daredevil ." The host, clearly impressed with the actress’s work in the film and the martial arts techniques she uses, is sidelined when Garner tells him he misused a word. She points out that "snuck" isn’t a word, and Conan went to Harvard, so he should know that.
Conan, dejected, facetiously admits he went to Harvard driving school. He didn’t let it go. Later in the interview, Conan pulls out a dictionary and points to the word “snuck,” laughing maniacally like an evil supervillain. Yikes.