When: 1991

If you're in the confines of your own home, there's no reason you shouldn't be leisurely jaunting around in a paisley print silk robe, pop bottles of Dom PĂ©rignon, and watch your girl chill in a bubble bath as it constantly dawns on you: You're that dude. Let Bruce Jenner be your guide, as he looks like he's only minutes away from shooting a Kris Jenner sex tape that we hope to never see. Who knew that Bruce Jenner and Rick Ross live similarly lavish lifestyles?