Justin Timberlake

Justin struck up his first high-profile yet brief romance with Fergie between 1996 and 1997 -she was then part of the girl group Wild Orchid and going by her birth name, Stacy Ferguson. The couple didn’t come without any controversies though as they were ridiculed by the media. They drew controversy because of their age gap as Fergie was 23 years old and Justin was 16. This relationship was before his most infamous one yet, which was with Britney Spears.

There’s no doubt that he’s in a much happier place right now. Justin and Jessica Biel have been married for a whopping 13 years and are still going strong with their growing family. They’ve never been close to hiring lawyers, and seem to be very happy, as seen in the cute videos they post on their social media. They are currently expecting a child this year and we’ll be sending them our good wishes.