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When there’s finally a cold snap in the air, Angelenos get super-excited to put on actual layers and test-drive the latest trends. But hey, comfort is still a priority. We asked Caroline Juen of Love and Loathing Los Angeles to show us how she’ll be styling the season’s best kicks.

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caroline juen velvet mules
Dana Dickey

The Velvet Slides

These rich burgundy heels would look great with a holiday dress, natch, but the cool factor gets kicked up a notch when paired with cropped jeans and a leather jacket.

Shoes of Prey ($119)

caroline juen over the knee boots
Love & Loathing Los Angeles

The OTK Boots

Covered-up but still super-sexy, over-the-knee boots—like these ’70s-throwback, stacked-heel numbers—are made for a pair of shorts with an overskirt or a sheer maxi skirt and a shorter slip underneath.

Marc Fisher ($138)

caroline juen lace up boots
Dana Dickey

The Lace-Up Bootie

A pair of beat-up short boots is so ubiquitous here that it ought to be on the city crest right next to an expired parking meter and a $20 superfood smoothie. But rather than wearing them with a pair of ripped jeans à la Sunset Boulevard rocker, try pairing them with a super-soft cardi, a velvet tank and a pair of black trousers to elevate the whole look.

The Great ($425)

The Biker Boot

Want to dress up a pair of jeans? Toss on a silk PJ shirt (like this amazing tiger print one) and zip yourself into your fashion-girl moto boots. These booties will flatter you in everything from a lacy dress to a pair of leggings.

Anine Bing ($489)

caroline juen lace suede creepers
Dana Dickey

Suede Creepers

When you have some wild sneakers—and this season, you need to have some wild sneakers—match them with a muted, fall-appropriate palette. Because while we’re pretty sure Rihanna wasn’t thinking “gray houndstooth plaid” when she green-lit the design of these shoes, we’re thinking it’s just the sort of civilizing influence a pink-and-yellow platform athletic shoe requires. (Charlie the terrier agrees.)

Fenty by Puma ($160)

caroline juen metallic slides
Dana Dickey

Leather Slippers

You’re going to be cocooning more in the coming months, which means hosting brunches, cocktails and maybe even those out-of-towners you call family. And let’s be real, you want to look good with zero effort…so we recommend sliding on a pair of golden house slippers with your sleep separates or cocktail jammies. Repeat after us: “Of course I love fruitcake, Mom…”

Jill Burrows ($78)

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