Even Hollywood's hottest celebs make fashion faux pas. They raid their kids' closets! They steal from their grannies!

Jessica Biel, here in a conservative Yves Saint Laurent suit, must have missed the memo that boyfriend Justin Timberlake brought sexy back.
Real age: 26.
Fashion age: 54.

And with all her money, does Madonna really need to share clothes with her kids? Her 12-year-old daughter, Lourdes, wore a black vest and striped kneesocks weeks before the Material Mom did.
Real age: 50.
Fashion age: 15.

For more photos of stars dressed at their most age-inappropriate, pick up the latest issue of Life & Style, on newsstands now!

Photo Credit: Photolink; WireImage