Fluffy winter boots, a pair of checkered shorts, a hoodie, and a varsity jacket — it's fair to say that A$AP Rocky's latest look is a mishmash of seasons and styles.

However, I remember when the rapper had us all wearing long johns under Pyrex Vision shorts or when he convinced us to tie silk scarves around our faces to create a babushka, so I've learned it's better to go along with his fashion choices than to question them.

After all, big boots are enjoying a moment in the spotlight. We've already had Ye and his bulky muck boots and the Y2K-inspired return of Moon Boot, so it was slightly inevitable that the advent of Spring would bring some interesting fits as people try to keep their boots in rotation, despite the rising temperatures.

Rocky is of course far from being the first person to recently experiment with shorts and boots (you only have to scroll through the gram of Bloody Osiris or go to the highly-memed fit pic of Gunna in Rick Owens to see that), however, as our craving for chunky boots is only increasing, it's something I'm sure we're about to see a lot more of.

The specific pair that Rocky opted for in this fit was from Loewe's FW22 men's collection. With a fluffy body tan-colored body, it's a throwback back to Lil Wayne's 2010s UGG obsession that saw the rapper combine the most outlandish of boots with shorts or skinny jeans.

Confusing the seasons further, the top half of the A$AP Mob leader's outfit included a spot of winter layering. Pairing shorts and a hoodie is a spring styling staple, however, he took things one step further by throwing a varsity jacket on over the top.

Experimenting with how we would combine shorts with boots this spring, we've created three outfits inspired by Rocky's on-stage look. After all, if you can't beat them join them.

Scroll down to see how we style boots and shorts.

Rocky inspired

Stealing styling inspiration directly from the man himself, this look includes a varsity jacket from our collection with Jacob & Co., the New York jeweler that Rocky recently visited in Nigo's new music video. For footwear, a pair of UGG boots from the brand's Denim Tears collaboration is a perfect replacement for the yet-to-be-released Loewe boots.

Logo Varsity Jacket


Jacob & Co. x Highsnobiety

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Ringa Cotton Mix Twill Shorts

Ringa Cotton Mix Twill Shorts


Acne Studios

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Onia Classic


Denim Tears x UGG

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A spaceman in spring

Moon Boots are not just for exploring in the mountains on a ski holiday, just ask Dua Lipa who paired a fluffy pair with nothing but lingerie. Taking Rocky's advice and opting for a varsity jacket on top, we've kept things playful with JW Anderson's strawberry-printed chino shorts.

Skyline Varsity Jacket


Noon Goons

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Strawberry Chino Shorts


JW Anderson

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Icon Boot

Icon Boot


Highsnobiety x MOON BOOT

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Ye leads the way

Ye's favorite Balenciaga x Crocs boots are selling out everywhere and if you are one of those lucky enough to get a pair this is how you can wear them all year round. How long will it be till we see Mr. West in something similar?



Jil Sander

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Dyed Staples Shorts

Dyed Staples Shorts



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Crocs Edition Rubber Boots

Crocs Edition Rubber Boots



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