Lindsay Lohan — 6126 (The Ultimate Flop)

Lohan launched 6126 (named after Marilyn Monroe's birthday) as a legging line in 2008 at the peak of her tabloid chaos. The brand suffered from everything: Lohan's personal legal issues (she was in and out of court), inconsistent quality, poor distribution, and the fundamental problem that nobody wanted to spend $100 on leggings from someone being photographed in court-mandated ankle monitors. 6126 is now the textbook example in fashion business schools of what happens when celebrity heat doesn't translate to product heat.