Cher
A number of years back, Cher was doing an HBO special of her tour. I am a big fan, and at the time had not seen her live, so I decided to have a girls only viewing at my house. Michael got wind of it, said he was a big fan and wanted to join us. I said, girls only. This went back and forth. Finally, I gave in, with one condition, he dress as a woman and remain in the outfit the entire evening. He agreed. He came dressed in my mothers house dress, a curler in his hair, and womans glasses.We couldn't contain our laughter. Thank goodness he walked in about a half hour before the show started, otherwise we would have missed the first 20 minutes. Everytime we gained control of ourselves, one of us would look over at Michael sitting there like a man, if you know what I mean, but dressed like a woman and we would lose it all over again. He was too much.