Jennifer Lopez’s wore her iconic Versace dress for the first of many times at the 42nd Grammy Awards in 2000. What color was it?

Britney Spears and Justin Timberlake famously dated during the early 2000s. What did they wear to the 2001 VMAs that made headlines?

Paris Hilton’s catchphrase “That’s hot” became inescapable after which reality show premiered in 2003?

Who spit in New York’s face on Flavor of Love?

According to Snooki’s infamous letter to Sammi on Jersey Shore, during the first night when Sam went to bed, Ron made out with __ girl(s) and put his head in __________?

Ashlee Simpson’s career took a nosedive after her 2004 lip-sync flub on Saturday Night Live. Who was the host of that episode?

Brad Pitt and Jennifer Aniston ended their highly publicized marriage shortly after Brad filmed which movie with Angelina Jolie?