Justin Timberlake may have only turned 40 at the beginning of 2021, but he’s already had a huge career that’s spanned nearly three decades. From his early days on The Mickey Mouse Club, to becoming a standout in the boy band NSYNC, to his more recent work on the big screen, Timberlake has successfully pivoted his career from a tween sensation to a bonafide star.

But not everything the musician/actor/fashion icon has done has been met with incredible praise. After over 25 years in the industry, Timberlake is bound to have had a few slip ups. Here are Justin Timberlake’s most controversial moments.

#JustinTimberlake #PopStars #Controversy

The 2004 Super Bowl | 0:00
Missing the point | 1:30
Outing Britney Spears | 2:24
Songs about Britney Spears | 3:24
Disrespecting his pregnant wife | 4:27
His copyright troubles | 5:21
Using offensive language | 6:27
Tone-deaf tweets | 7:11
He wore cornrows | 8:13

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