I’m already planning my fall wardrobe, and the biggest challenge is figuring out what clothes are worth keeping and what to let go of. To help determine which clothes are outdated for fall, we went straight to the pros: fashion stylists.

Rather than go another year with clothes collecting dust in one’s closet, we asked celebrity stylist Chaise Dennis (whose client list includes Severance star Tramell Tillman and A Complete Unknown actor Edward Norton) as well as personal stylist Samantha Dawn what fall fashion trends are worth investing in, and which pieces are safe for you to retire.

For Dennis, it’s about turning away from oversized ‘fits and grabbing styles that show off your shape instead. “My vibe’s shifted from drowning in fabric to wearing clothes that actually do your f

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