Cher

Back in 1987, Cher appeared on the show with two new hit singles.

Cher joined Lauper for a show-closing performance of her most famous song.

"I wouldn't be in it now if they gave me a million dollars," declared the legendary singer.

Here's where the bestselling artists were in their lives when they rode the top of the charts and what they are doing today.

Look inside the sprawling waterfront estate.