37. Jessica Biel and Chris Evans

Credits to Jessica Biel’s charm and superpowers, she won the heart or heartthrob Justin Timberlake, the man whom all the ladies during the 2000’s prayed so hard to marry one day. However, before their big happy ever after, Biel was involved romantically with Chris Evans.

It looks like the actress has a habit of dating extremely good-looking guys in Hollywood. This is a pair which most people forget. Some intentionally chose not to take a trip down memory lane since they are such huge JT fans, but Captain America and Biel were together for a long time too. They dated form 2001 to 2006 before Evans broke her heart. That didn’t stop Biel from acknowledging her former beau as a keeper. She said they discussed marriage when they were together, and he surprised her with the most romantic gesture she’s ever gotten: rose petals all over her bed on her birthday while she was still asleep.