The Worst Duets We Know

6. “Till I Loved You,” Barbra Streisand and Don Johnson (1988)
Here’s the problem with boinking a musically inclined somebody less talented than you are: You never know when he or she will call in a favor (“Honey, I did that thing for you the other night with the feather and the butterscotch. The least you can do is let me sing on your record”). It takes a lot to make heterosexual males sympathize with and even pity Barbra Streisand, but here we are.  
 
5. “Say Say Say,” Paul McCartney and Michael Jackson (1983)
So wrong for so many reasons, most of them related to the video in which MJ, playing the slightly tanner half of a singing-dancing-banjoing con-man team, romances his sister La Toya. But the song itself, coming as it did on the heels of wimp-rock anthems “The Girl Is Mine” (McCartney-Jackson) and “Ebony and Ivory” (McCartney–Stevie Wonder), gave rise to a brief “hell, even Ringo’s solo output trumps Paul’s” movement. This lasted about as long as it took a radio station to unearth “The No No Song.” (Shudder.)