J.Crew’s Rollneck Sweater Gets a Fresh Cast

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The Fashionisto

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Published September 19, 2025

Benito Skinner J.Crew rollneck campaign 2025
Benito Skinner stars in the J.Crew rollneck campaign. Photo: J.Crew

The sweater that defined a generation of prep finds new voices. J.Crew spotlights the iconic rollneck. First launched in 1988, it became shorthand for the catalog era. It was ruggedly collegiate, casually all-American, and instantly recognizable by its softly curled neckline.

For fall 2025, J.Crew reopens that conversation, staging a campaign that places the rollneck back at the center of American style.

J.Crew Rollneck Campaign

Rome Flynn J.Crew rollneck campaign 2025
Rome Flynn fronts the J.Crew rollneck campaign. Photo: J.Crew

The cast features Rome Flynn, Dominic Sessa, and Benito Skinner. They are framed as archetypes that J.Crew has long worked with: the athlete, the student, the suburban dreamer.

Flynn lounges in navy trousers and loafers as if the sweater were a uniform for downtime. Sessa pairs it with denim and a lacrosse stick, a nod to prep filtered through youth culture. Skinner slings a bicycle over his shoulder, signaling a city life where the rollneck is as practical as it is nostalgic.

Dominic Sessa J.Crew rollneck campaign 2025
Dominic Sessa appears in the J.Crew rollneck campaign. Photo: J.Crew

History makes the sweater familiar, but adaptability keeps it alive. What once coded as New England prep now looks equally natural on a television star, a rising actor, or a downtown satirist. Offered across numerous variations, the rollneck is positioned as J.Crew’s evergreen: one sweater, infinite contexts.

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