Now: Gwyneth Paltrow
Aside from her talent, she is known for her relationships with men like Ben Affleck, Brad Pitt, and Chris Martin. She married the Coldplay lead singer in 2003, had two kids together, and ultimately divorced in 2016. She has represented brands like Estee Lauder Pleasures perfume over the years as well.
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Then: Cindy Crawford
This gorgeous lady became an official supermodel during the early 90’s. Forbes dubbed her “the highest paid model on the planet”! Aside from her mole, jaw-dropping beauty, and Pepsi commercial, people remember her for her relationship with Richard Gere. They sure made a great-looking pair together.