As if saying goodbye to summer wasn’t hard enough already, there’s something so unappealing about shifting from a summer-outfit mindset to layering up for colder weather. Maybe it’s because more layers means more to think about, or maybe we’re just stubborn about leaving warmer days behind. But whatever the reason, we know we’re not alone—and we’re determined to find a solution.
Thankfully, some of our favourite celebrities seem to know how to dress all year round, no matter the weather. So in hopes of finding perfect transeasonal outfits, we've turned to our favourite style stars for a little inspiration. Thankfully, we weren’t let down. Whether they've layered in a new way or paired unexpected combos, these celebs have provided us with outfit ideas we’ll be wearing on repeat all season long. Keep scrolling to be inspired yourself.
Kendall Jenner's unexpected pairing looks casual yet put together. Wear with this season's favourite white shoe for a high-fashion look.
Lucy Hale's unique sweater looks even cooler when paired with her statement making jeans. Sticking with a neutral colour palette, Hale's look isn't too crazy.
Kate Bosworth's pretty dress gets an autumn update with an oversize black jacket and coordinating accessories.
Olivia Palermo has inspired us to pair a structured military jacket with a more daring, brightly coloured skirt this season.
Gigi Hadid masters the high-low look by pairing more formal trousers with a casual tee shirt. Keeping the look black and white, the model's outfit still looked coordinated.
Olivia Culpo kicks her denim dress up a notch by pairing it with a trendy belt bag and pointed booties.
Selena Gomez's outfit is perfect for those not-hot-but-not-cold days that are synonymous with autumn. Wear the jacket on or off depending on the weather. This retro style is so trendy.
Lily Collins pairs a vintage tee with a long, structured coat for a look that is unique and perfect for cooler days.
Bella Hadid makes an all-black outfit even chicer by opting for fun textures like fur and corduroy.
Hailey Baldwin's two-tone jeans complete the look. Keep it relaxed by adding on an oversize jacket and mini sunglasses.
Shop some of our favourite items from these outfits:
As seen on Kendall Jenner.
As seen on Lucy Hale.
As seen on Hailey Baldwin.
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Not Brown, Not Black—the Leather-Jacket Trend Everyone Chic Is Pairing With Jeans and Skirts for FallCool and sophisticated at the same time.
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Just Wait—Everyone Everywhere Will Be Wearing This Unexpected Sneaker Color Trend in 3, 2, 1…Spotted on Hailey Bieber in L.A.
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No, Really—This Denim Color Is Easier to Style Than Blue *and* Black JeansAnd everyone with taste is wearing it with loafers for fall.
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This Fall Skirt Trend Will Log More Hours of Wear Time Than Your Mini and Maxi Skirts CombinedGuaranteed.
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Sure, Black Leggings Are Timeless, But This Colored Alt Is What Fashion People Are *Actually* Wearing in 2025Kendall Jenner approves.
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We Love You, Chocolate Brown, But This Is the Rich Bag Color Trend It Girls Are Wearing NowSpotted on Ayo and Kendall at the Chanel show.
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Just so You Know, These Are the Cult-Favorite Hailey Bieber Approved Jeans Every Celeb Is WearingSpotted on Kendall Jenner and Dakota Johnson, too.
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If You Plan to Cuff Your Jeans This Fall, Only Do It With *This* Specific Denim Wash and *These* ShoesEveryone with good taste is wearing cuffed denim this way.
