Cry Me A River Movies & TV

Of course, rumors abound that Timberlake and his co-star Mila Kunis are dating, but you really never know with JT.

Timberlake co-stars along with ex-girlfriend Cameron Diaz and bromance superman Jason Segel. JT plays a hot rich guy, which was a real stretch for viewers, but he somehow made it believable.

Timberlake spices up Jimmy’s show with his ridiculous rapping (which is actually not bad) and self-mocking dance moves.