Totally Unprepared: These Awkward Celebrity Photos Shows Just How Cruelly Persistent The Paparazzi Can Be!

Paris Hilton

Paris Hilton rose to fame when she frequently appeared at parties and social events in New York City. At 19, she signed a contract with Trump Model Management, owned by former US president Donald Trump. She went on to appear in “The Simple Life,” a reality show.

This photograph dates back to 2008 when Hilton was attending rapper Timbaland’s pre-Grammy party. She grabbed the microphone and shot her legs up, exposing her underwear to the paparazzi. Hilton has come a long way since those days and is now a married woman. The DJ tied the knot with Carter Reum in 2021.

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