4. T.I. f/ Rihanna "Live Your Life" (2008)
Album: Paper Trail
Producer: Just Blaze
T.I. had just scored a No. 1 hit with previous single "Whatever You Like," but his comeback from prison wasn't fully realized until his collab with Rihanna, "Live Your Life," did the same. That's when it became clear that T.I. was making a legitimate run at being the most popular rapper in the game. Rihanna's chorus was omnipresent by the end of 2008, an undeniable asset to the record, and no doubt part of what helped it stay on top of the Hot 100 for another five weeks.