Bachelor 3: James Franco, 36
No one could argue that these two would be the modern day Angelina Jolie and Billy Bob Thornton (having sex in limos and openly talking about it while licking each other’s faces). While they have the stage in common, they lead two different lives of acting and singing. They could dabble in their shared love of… recreational activities, and take endless weird selfies. The thought of these two hot messes coming together is so wrong, it’s right.