16. Lindsay Lohan
A former child star that showed surprising depth in her acting after nabbing the lead role in The Parent Trap, Lindsay reclaimed fame in her teen years. A hot little number at the time, she became a multimedia megastar for a brief time with a well-received pop music career, where her music videos often framed her bosoms perfectly as did a number of big movies. With a filmography that is highlighted with roles in Freaky Friday, Mean Girls and a slew of teen comedies, she proved that she could fully flesh out a character. Finally taking her top off years after her prime in The Canyons, a poorly received movie, she showed that her massive mammaries were as great as ever.
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