Avril Lavigne & Deryck Whibley
Avril Lavigne married Sum 41 frontman Deryck Whibley when she was 22 years old. The couple lasted a little over three years before calling it quits. These days, Lavigne is more known for her on and off relationship with The Hills reality star Brody Jenner, who also happens to be Kim Kardashian's stepbrother.
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