Cameron Diaz & Justin Timberlake

This could be one of the most adorable couples in Hollywood, but only to have no happy ending together. According to Cheatsheet, Diaz, and Timberlake at the 2003 Kids’ Choice Awards, the former presented the NSYNC member with the Best Burp Award. Since then, they formed a romantic relationship adored by many. Unfortunately, they ended their romance after four years. However, no bad blood was formed between them, in fact, they both led the 2011 film, Bad Teacher.

Now, both Cameron and Justin are living their separate lives with their newfound love. The Charlie’s Angels actress is now married to Benji Madden and they recently welcomed their firstborn, a daughter, in December 2019. The Sexy Back singer is married to actress Jessica Biel, and now has two children with her. Hoping both marriages will not end with their respective attorneys in court.