The Rapper: Big Sean
The Singer: Nicki Minaj
Why They Should've Hooked Up: Did you see the "A$$ (Dance)" video?! No rapper has gotten that close to Nicki's rotund rump in, well...forever. She clearly felt comfortable dancing up on him. Sean also said he didn't have to pay Nicki for her verse. So, what did he give her in exchange for it? Hmmmmmmm....We'll let you decide.