25 Years of Laugh-Out-Loud Moments

When comedians like Jim Carey, Jerry Seinfeld and Chris Rock come around, Oprah knows she's in store for some laughs...but who knew some of Hollywood's leading ladies would make us laugh out loud the most?

Whether it's Sarah Jessica Parker losing her shoe on stage, Cybill Shepard baring her bra or Cameron Diaz chatting with Oprah about "gas," one thing is for sure—you never know what's going to happen!