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After performing 'That Girl', the pop superstar stops his show and lets a male fan named Josh get down on one knee and ask his girlfriend Kim to marry him.
In the new version, Cole makes a response to Kendrick Lamar's 'Control' verse while Pusha T makes a reference to his 'best album of the year,' 'My Name Is My Name'.
Perry opens the awards show with a Japan-inspired performance while Timberlake sings 'a song about alcohol' and One Direction plays their 'Story of My Life'.
The 'Mirrors' singer nabs the first award of the night, Favorite Male Artist in Pop/Rock, while the Bajan beauty is named Favorite Soul/R&B Female Artist.
Fallon will host the episode and Timberlake will serve as musical guest, while Paul Rudd and John Goodman are tapped as the hosts for other episodes next month.
The 'Mirrors' singer covers one of the five GQ Men of the Year issues, saying in accompanying interview, 'I don't see myself as someone who's ever going to be defined by one moment.'
Joining the likes of Miley Cyrus, Lady GaGa, Imagine Dragon and One Direction, the 'Mirrors' singer will make his first appearance at the annual awards show as a solo artist.
The designer has exclusively created 600 pieces that include eight custom-made outfits for the pop star and original pieces for all the backup dancers, band members and vocalists.
The Canadian singer will join the former NSYNC member at six shows, which will take place in Brooklyn, Hartford, East Rutherford, Philadelphia, Raleigh, and Nashville.
The Ryan Reichenfeld-directed sees Timberlake trying to fix his relationship with his on-screen girlfriend, who is played by Riley Keough.
Giving Timberlake his second No. 1 album on the chart this year, the second installment of 'The 20/20 Experience' sells 350,000 copies in its first week.
The former member of NSYNC also performs 'True Blood', a track off his newly-released album, and an acoustic version of 2006's 'What Goes Around... Comes Around'.
The 'Late Night' show's host and the 'Runner, Runner' actor use hashtags for almost every phrase during their conversation before Questlove tells them, 'hashtag shut the f**k up.'
The former NSYNC member performs his hits, which include 'Cry Me a River', 'Rock Your Body', 'Mirrors' and singles off his upcoming 'The 20/20 Experience - 2 of 2' album.
Eleven songs from the second installment of chart-topping 'The 20/20 Experience' is available for streaming on iTunes one week ahead of its official release date on September 30.