As seen in 'Love Story,' Carolyn Bessette had a prestigious job in the fashion industry, working her way up at Calvin Klein before marrying John F. Kennedy, Jr.

"It was a lesson in really trying to trust my instincts," Pidgeon, 29, tells PEOPLE of bringing one of America's most beloved love stories to the screen

Kyle Bailey, the last known person to see JFK Jr., Carolyn Bessette and her sister, Lauren, alive on July 16, 1999, reveals what he saw that night When Bailey, who had canceled his plans to fly to Martha's Vineyard that afternoon due to the thick haze, saw JFK Jr. take off in his plane, he thought, "I hope he has an instructor with him"

Carolyn was a really stylish young woman in New York, navigating the industry with taste but not a trust fund. She edited because she had to and repeated outfits because we all did. She kept things simple because that’s what your life looks like when you’re working in fashion but not yet established.