Britney Spears – Crossroads (2002) – Lucy Wagner
“Princess of Pop,” Britney Spears rose to fame in the late 90s and 2000s and has given us hit songs like “Toxic,” “Baby One More Time,” and “Oops!…I Did it Again.” She even dabbled in acting and was seen in the 2002 film “Crossroads.” However, since she’s on this list, it’s not shocking to know that her acting career didn’t do as well as her singing career.
She won worst actress and tied with Madonna. She was even nominated for the worst onscreen couple. Spears is doing better than ever, and in 2021, she won the conservatorship case against her father and is now a free woman.
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