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Ashlee Simpson Still Cringes at This Part of Her MTV Reality Show 20 Years Later

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02.08.2026

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Ashlee Simpson Still Cringes at This Part of Her MTV Reality Show 20 Years Later

We’ve all been there, really.

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In the early 2000s, the Simpson sisters—Jessica Simpson and Ashlee Simpson—dominated pop culture. From their singing careers to their personal brands, they were printing a lot of money. They also had their own television shows on MTV, and Simpson has opened up about her time filming and letting her kids watch it back.

What Ashlee Simpson regrets about the Ashlee Simpson Show

The Ashlee Simpson Show followed the wannabe musician as she recorded her debut album, Autobiography, her first major tour, and navigated her personal life, including her relationship with Ryan Cabrera.........

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