Everyone’s got a pair of jeans…or at least 15, if we’re being honest. But with a few new styles on the market (namely, the resurgence of flared denim), sometimes it can be difficult to find the right shoe to wear with each. Let us break it down for you.


Flared Denim + Stacked Heels

Flared jeans need a little height to work their leg-lengthening magic, but to look modern, steer clear of stilettos. The solution? A stacked heel. Whether it's a closed-toe clog or a classic bootie, as long as the heel is thick, you?re ready for winter '15.

Get the look: 7 for All Mankind jeans ($198); Steve Madden booties ($150)


Boyfriend Jeans + Sporty Sneakers

A casual silhouette like boyfriend jeans should be styled with an equally casual shoe. We?re drawn to something on the structured side, like a pair of Adidas Stan Smiths (rather than floppy trainers). But the important thing to see: a hint of your ankle. Otherwise, the look turns frumpy.

Get the look: H&M jeans ($20); Adidas sneakers ($75)


Boyfriend Jeans + Strappy Heels

The other alternative is the other extreme: a dressy sandal. Again, make sure the jean ankles are cuffed and the shoes are statement-worthy.

Get the look: Free People jeans ($98); Stuart Weitzman sandals ($398)

RELATED: Proof That Jean Jackets Go with Everything


Skinny Jeans + Ankle Boots

Scrunched or tucked, a pair of skinny jeans always looks good with a low ankle bootie. Seriously, it?s practically foolproof (and freshens up your look from years of knee-high riding boots).

Get the look: AYR jeans ($175); Loeffler Randall boots ($395)


Skinny Jeans + Flat Mules

And a new option for your standard ballet flats? A covered toe--only.

Get the look: J Brand jeans ($178); Calvin Klein mules ($99)


Denim Culottes + Strappy Heels

So you splurged on those cropped wide legs. Take a cue from the street-style gods and pair your culottes with a pair of bold heels. A lace-up or ankle-strap style helps balance the shape.

Get the look: Topshop culottes ($68); Sole Society pumps ($70)


Culottes + Heeled Boots

As the temps drop, incorporate your favorite sleek boots.

Get the look: Zara jeans ($50); Sam Edelman boots ($120)


Straight-Leg Jeans + Brogues

As the classic button-fly returns to the mainstream, so should your entire "back to school" look.

Get the look: Levi's jeans ($65); Nine West loafers ($70)


Denim Overalls + Brogues

Howww do you wear overalls without looking like a 13-year-old? By pairing them with those same sophisticated, menswear-inspired loafers.

Get the look: Paige overalls ($289); Jimmy Choo loafers ($625)


Black Jeans + Black Booties

One color = one line of sight = legs for days. That's your formula here.

Get the look: Citizens of Humanity jeans ($188); Jeffrey Campbell booties ($175)


White Jeans + Statement Pumps

White in winter (or even just autumn) is already pushing it. Yes, you can do it...but if you're making an entrance, don't ruin it with sneakers. Go fancy with your most fun pump.

Get the look: Rag & Bone jeans ($95); Schutz pumps ($170)

To peep fall's best boots, visit our new PureWow Shop.

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