Musician, model and bon vivant Caroline Vreeland has heard it a thousand times: “There are people who are like, ‘Oh, she’s hot and has big tits,’ and then, ‘She sings? Who knew?’ ” With her first EP slated to drop later this year, that decidedly myopic perception is about to shift.

The Marin County native started singing at the age of eight; when she moved to Los Angeles a decade later, she could easily have leveraged her family name—she’s the great-granddaughter of legendary Vogue editor in chief Diana Vreeland. “I was always a little bit bratty about the Diana thing,” she says. “Of course I honored it, but I thought it was important for me to make my own name for myself.”

Soon her charisma, her Jessica Rabbit body and her well-documented love of food and wine helped her do just that, transforming her into a social-media force. Once the fashion world caught on, music fell by the wayside, but with the release of her bluesy new single “Unbreakable Love” she’s reintroducing herself as an artist who can evoke the Weeknd and Patsy Cline in a single verse. “I think that was just my journey,” she says of her years away from music. “But now it’s time.” Not a moment too soon.

Become a Member and experience perks of the Playboy Club

Unlock Playboy’s Exclusive Content - Become a Member