February 20, 2025

Photo: Gillian Laub

Jessica Simpson and Ashlee Simpson Ross are different women today than the ones smiling above the headline “Sister Power!” on their first magazine cover together, for Teen People’s December 2005 issue. In the two decades since, the sisters, now in their 40s, have each had three children and a couple marriages (famously gaining, in Ashlee’s case, Diana Ross as a mother-in-law) and released even more music; Jessica built her eponymous clothing and shoe label, too. Then, in 2020, Jessica’s memoir, Open Book — in which she candidly discusses her struggles with alcoholism, body image, and surviving fame in the pop-stars-with-purity-rings era — became a best seller. Jessica now finds herself on a new path, one with fewer compromises and more country rock, with the release of an emotional EP, Nashville Canyon Part 1, which includes songs written amid the dissolution of her decadelong marriage to former NFL player Eric Johnson. “Through the deepest heartbreak of my life,” Jessica tells Ashlee at her eclectic jewel-tone-drenched Los Angeles home, filled with feathers, dogs, and memorabilia, “it was the most intense yet enlightening therapy I’ve ever been through.”

PAID CONTENT FOR CVS

Bring digitally-drained skin back to life.

Read More

ADVERTISER CONTENT

Photo-Illustration: by The Cut; Photo: Getty Images

By Madame Clairevoyant

Every product is independently selected by editors. If you buy something through our links, New York may earn an affiliate commission. For more shopping advice, sign up to get The Cut Shop newsletter every Friday. 

ADVERTISER CONTENT

A biweekly newsletter interrogating modern family life, written by Kathryn Jezer-Morton.