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Jake Gyllenhaal

Jake Gyllenhaal showed off his R&B musical chops while hosting Saturday Night Live.
During his opening monologue on May 18, the Road House actor sang an impressive rendition of Boyz II Men‘s 1992 hit song “End of the Road” to mark the show’s season 49 finale.

Before breaking into song, Gyllenhaal poked fun at hosting the season 49 finale before the long-running NBC sketch comedy show celebrates its 50th season.

“When you think of historic television seasons, the first number that pops into your head is 49,” the actor said. “I mean, sure, you know, one more episode and I would have been hosting the premiere of the 50th season, but who cares?”

He added, “I know we’re all waiting for Season 50, but you can’t get to 50, without a little bit of 49. And we’re here at the finale, the end of the road.”

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Gyllenhaal then crooned to the tune of “End of the Road” while jokingly listing off the celebrities SNL asked to host the season finale before him.

“You know, I was actually SNL‘s first choice to host the finale after a lot of people said no,” he said. “I guess they’re all holding out for the 50th but not me.”

“I’m the one who said, yeah,” the actor continued before rattling off names like Pedro Pascal, Zendaya and Ryan Gosling, who recently hosted the show.

Gyllenhaal was then joined by SNL cast members Ego Nwodim, Kenan Thompson, Punkie Johnson and Devon Walker, who sported black baseball hats and white sweaters with tan pants.

“We’ve come to the end of the road/ It’s the last episode/ It’s time to say goodbye to season 49/ You’ll be 50 soon,” they sang together.

Elsewhere during the episode, first-time musical guest Sabrina Carpenter performed her Billboard Hot 100 chart top 10 single “Espresso,” along with a medley of “Feather” and “Nonsense.” Check out the performances here.

Watch Gyllenhaal’s SNL monologue below. For those without cable, the broadcast streams on Peacock, which you can sign up for at the link here. Having a Peacock account also gives fans access to previous SNL episodes.

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Jake Gyllenhaal showed off his musical chops — and his affinity for accents — when he stopped by the Kelly Clarkson Show on Friday (April 21) and played a game of Sing That Name That Tune with the superstar singer.

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The rules of the game, hosted by Matt Iseman, are simple. When Clarkson’s band begins playing a song, Gyllenhaal and Clarkson have to step up on a platform and sing along once they recognize the track. Whoever does it first wins a point.

However, the Nightcrawler actor wasn’t feeling too confident at first. “I just want to apologize to the left side of the audience before we begin,” he told the section of the crowd he’d be competing on behalf of.

“I have a feeling he’s slow playing you,” Iseman warned Clarkson, and he turned out to be right. Gyllenhaal won every round of the game, delivering performances of Billy Ray Cyrus’ “Achy Breaky Heart” and The Proclaimers’ “I’m Gonna Be (500 Miles),” complete with Southern and Irish accents, respectively.

The final round came in the form of The Killers’ “Mr. Brightside,” which Gyllenhaal and Clarkson performed flawlessly together — despite some lyrical mishaps.

“Who knew it could be this easy?” Gyllenhaal joked after winning the game. Watch it all go down below.