The Rapper: Royce Da 5'9"
The Singer: Rihanna
Why They Should've Hooked Up: "Hiiiiiii, Rihanna!" Okay, okay. No more suggestions for Rihanna. But, you didn't seriously think we were gonna forget about Royce shouting her out at the 2011 BET Hip-Hop Awards, did you? For that alone, we would've liked to hear a few relationship rumors fly about the two performers.