The Guy: The-Dream
Who Is He? Rihanna's labelmate on Def Jam and the hitmaker responsible for her 2007 song, "Livin' A Lie"
Why He's Got A Shot: Under normal circumstances, we'd take one look at The-Dream, one look at Rihanna, and toss this idea on the cutting room floor. It's just too crazy to even picture these two together, right? But outside of the fact that Dream is a genius in the studio, he also wifed up Christina Milian a few years back. So clearly he's got something going for him. Hey, weirder things have happened. Don't count dude out.