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Female Icons of the 2000s: Then and Now

October 12, 2025 by Jessica Creger

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#7: Jennifer Aniston Then

Jennifer Aniston was America’s sweetheart. Fresh off Friends, she was everywhere — in romantic comedies like The Break-Up and Along Came Polly, magazine covers, and red carpets. Her effortless charm and famous “Rachel” haircut made her one of the most recognizable faces of the decade.

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Her personal life was equally public. Her marriage — and very public split — with Brad Pitt dominated tabloids, fueling one of pop culture’s biggest love triangles. Yet through it all, Jen stayed relatable, resilient, and funny — turning heartbreak into career longevity and audience loyalty.

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