Five Times Ben Affleck Was Really Funny [Video]

The Oscar winner is set to host "Saturday Night Live" for the fifth time.

Ben Affleck hosts the twenty-first episode of "Saturday Night Live" Season 38.

Actor, director, and Oscar winner Ben Affleck is hosting the season finale of "Saturday Night Live" this week, marking his entry into the exclusive Five-Timers Club (most recent inductee: Justin Timberlake).

[Related: See Which New Shows Are Joining the NBC Lineup This Fall]

While Affleck is best known for his dramatic roles, he has proved in his previous four hosting gigs that he can do comedy (and no, not just in a "so bad it's funny" way). Let's look back his five funniest sketches:

1. "Countdown With Keith Olbermann"

This 2008 sketch is truly one of the great sketches of all time. In what was already a strong season for impressions — it was Amy Poehler's heyday as Hillary Clinton — Affleck delivered a devastating send-up of the hyperbole-loving, perpetually outraged news anchor.

2. "Frett's Film Forum"

Wow, talk about an "SNL" star lineup — this 2000 sketch features Will Ferrell, Ana Gasteyer, Jimmy Fallon, and Cheri Oteri. They and Affleck play pun-tastic film critics who speak in gushing blurbs. About "Deuce Bigalow: Male Gigolo," Affleck's critic cries, "If you see a film this year, big-a-GO to this movie!"

3. "Night School Musical"

Eat your heart out, Zac Efron! This sketch is just like the popular Disney Channel "High School Musical" series, "only way older and way less made by the same people." Affleck plays a bearded hobo who "came in here to rob the snack machine and they made me the valedictorian." Not only is it a funny parody, but Affleck can kinda sing!

4. "Gigli"

To be fair, it's really Fred Armisen who makes this 2004 sketch so hilarious. Affleck can barely contain himself while talking to Armisen's mentally challenged extra Frondi, who declares, "I don't think this movie's gonna work" and "Audiences don't like to see real-life couples on the screen." With rumors that this might be Armisen's final season, it'd be nice to see Frondi pop up again for Affleck's fifth hosting gig.

5. "Movie Pitch"

Bill Hader has announced that he's definitely leaving the show, and we will seriously cry if there isn't a Stefon sketch on Saturday. But did you remember that Stefon wasn't always a "Weekend Update" correspondent? His first appearance, in 2008, was as Affleck's screenwriting brother. "We just see, like, scene after scene of them in like ... jeans," he whispers with hands hovering over his mouth.

"Saturday Night Live" airs Saturdays at 11:35 PM on NBC.