Great Outfits in Fashion History: Fran Drescher With a Hello Kitty Judith Leiber Clutch

There are perfectly good celebrity style moments, and then there are the looks that really stick with you, the ones you try desperately to recreate at home. In 'Great Outfits in Fashion History,' Fashionista editors are revisiting their all-time favorite lewks.

Both in real life and while portraying her most famous television character, Fran Drescher has never been afraid of a bold, playful look. Once you watch enough episodes of "The Nanny," it's like there's nothing Ms. Fine could wear that would really surprise you. But there's something this adorable crystal-covered Hello Kitty minaudière by Judith Leiber — at a charity auction hosted by Nelly (yes, Nelly) in 2005 — that feels totally unexpected, in the best way.