Who Wore It Better: Cher or Jennifer Lopez
This isn’t exactly fair because, well, it’s Cher, but I think JLo has enough self-esteem to consider it a close race.
Sonny and Cher, circa 1966:
And Jennifer Lopez, shopping on New Year’s Eve, 2010:

Jennifer Lopez is on the prowl! And dressed as Maude, the Mother of All Cougars

I can see Jennifer’s gum!