Celine Dion, 1993
From a distance, the French-Canadian singer looked covered up, but her sheer, loose-fitting frock left little to the imagination — including her thong underwear!
Jennifer Lopez, 2000 and 2013
The singer took the Grammys' scandalous red carpet trend to the next level in 2000 with her ultra low-cut Versace frock. "I had to have it," she said of the dress. "Those fashion moments happen by mistake — you can't plan things like that." Ignoring a dress code memo that was sent before the 2013 Grammys, Lopez flashed major leg in a super-sexy Anthony Vaccarello gown. "You inspired the memo," fellow presenter Pitbull joked on stage.
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