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Oneā€™s a self-described ā€œcity boy,ā€ and the other is a ā€œcountry boy.ā€ They might have different fans and different spaces in the music industry, but Luke Bryan and Jason Derulo are close friends and collaborators, even covering one anotherā€™s songs. Hereā€™s what we know about the unlikely duo.

How did Luke Bryan and Jason Derulo meet?Ā 

Jason Derulo and Luke Bryan perform during the 2017 CMT Music Awards
Jason Derulo and Luke Bryan perform during the 2017 CMT Music Awards | J. Merritt/FilmMagic

Itā€™s unclear just how these besties became friends. Around 2015, though, the two started working together on surprising projects. Thanks to to karaoke platform Smule, Bryan and Derulo performed a virtual duet of ā€œWant to Want Me.ā€ The two have yet to record an original song together, although they often support each other.

ā€œI love country music,ā€ Derulo said via AP News. ā€œI love different melodies, and I love the storytelling that country has. If I were able to flip that and bring that into my world, it would be fresh and new.ā€

For CMT Crossroads, the two reunited to perform ā€œThatā€™s My Kind of Night.ā€ CMT Crossroads, as noted in the YouTube description, ā€œshows the far-reaching roots of country music by pairing country artists with musicians from other genres.ā€Ā 

For the same program, the duo covered Bryanā€™s hit song ā€œCountry Girl (Shake It For Me),ā€ earning millions of views on the YouTube video. Some comments specifically commended Derulo on his versatility, while others asked for more collaborations between these vocalists.Ā 

ā€œThis is absolutely OUTSTANDING,ā€ one comment read. ā€œI had absolutely no idea Jason Derulo could sing in the country twang that he did in this performance. This is an absolutely outstanding and perfect duet!ā€

As a classically trained vocalist, Derulo is known for exploring different genres throughout his career. He even acted in the movie musical adaptation of Cats.

Luke Bryan and Jason Derulo performed ā€˜Want to Want Meā€™ and ā€˜Strip It Downā€™ at the 2017 CMA AwardsĀ 

Bryan and Derulo even reunited for the Country Music Association Awards, where they sang Deruloā€™s ā€œWant to Want Meā€ and Bryanā€™s ā€œStrip It Down.ā€ The two also appeared in an interview, where Derulo described his partnerā€™s moves as ā€œnot very hip.ā€

ā€œI thought he was going to say, ā€˜his dance moves are very one-dimensional,'ā€ Bryan said with a smile. ā€œItā€™s kind of like the McDonaldā€™s fry. You just stick with it, right? Donā€™t change the way you fry the McDonaldā€™s fry.ā€Ā 

Derulo laughed at the simile, while Bryan mentioned that his collaborator had a ā€œmillionā€ dance moves under his belt, some of which were showcased on stage.

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Jason Derulo interviewed Luke Bryan for ā€˜Jimmy Kimmel Liveā€™

When Derulo guest hosted Jimmy Kimmel Live, it made sense that Bryan was his guest. The two chatted in 2020 about music, Deruloā€™s TikTok success, and catching fish in Bryanā€™s very own pond.Ā 

Itā€™s unclear if these two will work together in the future, as Bryan recently released Prayinā€™ In a Deer Stand.