4. Justin Timberlake
When Justin Timberlake was at the height of his boy band fame, he looked nothing like the “Suit & Tie” superstar he is today. From the ramen noodle hairstyle to the full denim ensembles, it was hard to see him as a heartthrob by today’s standards. When he combined his star power with Britney Spears, he began to look a little more appealing, but partly only because he was romantically linked to the hottest female pop star in the world. The decision to embark on a solo career can be a little tricky, since not all band members have the stuff it takes to make it on their own. Just before the release of his first solo album, Timberlake and Spears announced their split. Timberlake went out of his way to make sure he could throw Spears under the bus as often as he possibly could, including a Barbara Walters interview where he used the opportunity to give a sneak peek of his upcoming solo album. He later debuted the video for his second single, “Cry Me A River,” where he cast a Britney lookalike and hinted to media that the song was about his breakup with the pop star.
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