Fall Trend Gallery: Menswear-Inspired Trousers

Man up with one of our 20 favorite trouser styles for the cooler days ahead.

21 photos
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Man up with one of our 20 favorite trouser styles for the cooler days ahead.

Zippered, skinny, dark denim just begging for black -- boots, nails, shades -- anything. Burberry Skinny Denim Trousers, $450 at Burberry.
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Shopbop
Lightweight, tapered dark denim makes these anything but "jeans." Citizens of Humanity Refined Trouser, $158 at Shopbop.
4/21
Intermix
Wideleg, low-slung trousers like these deserve a shoe with "oomph". We're thinking round-toe heels and platforms. Chloe Classic Flannel Trouser, $630 at Intermix.
5/21
Shopbop
We're sensing a slight swashbuckler vibe here. And it feels so right. Elizabeth and James Drapey Pants, $245 at Shopbop.
6/21
Les Nouvelles
Muted stonewashed crepe de chine gets a pop with a bright bustier. Apeice Apart Cropped Pleat Trouser, $356 at Les Nouvelles.
7/21
Shopbop
We won't delve too far into dhoti pants territory. (They deserve their very own gallery.) Still, this PJ-inspired pair was too good to omit. Rag and Bone Long John Trouser, $203 at Shopbop.
8/21
Nordstrom
This pair's so well-tailored, you almost forget that they're short-shorts. Dare to wear them to the office with a long, slim blazer. Theory Shariann Tailor Shorts, $190 at Nordstrom.
9/21
My Theresa
Bring on the penny loafers and wayfarers. See by Chloe Pleat Detail Trousers, $356.81 at My Theresa.
10/21
Revolve Clothing
Light blue linen overalls that can be worn cinched -- belted and cuffed -- or literal and low-slung. Paul and Joe Sister Stripe Overalls, $90 at Revolve Clothing.
11/21
Shopbop
Take these from summer to fall with opaque tights and year-round booties. Alexander Wang Trouser Tuxedo Shorts, $345 at Shopbop.
12/21
Polish off this ladylike jumper with a chignon and spectator heels. Belle and Bunty Crepe Jumpsuit, $294.88 at Asos.
13/21
Modcloth
The name says it all: These dressy sweats play well with peep-toes and ballet flats. Ideal in Every Way Pants, $39.99 at Modcloth.
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Gap
A side zipper and banded waist show off subtle pleats. At this price, there's nothing not to love. Gap Cropped Slouchy Trouser Pants, $59.50 at Gap.
15/21
Nordstrom
Buy them slouchy or super skinny and they'll look just as great. There's a reason this style is a cult favorite. J. Brand Houlihan Skinny Stretch Cargos, $231 at Nordstrom.
16/21
Dramatic creasing and back leather waist detail make these as nice coming as going. Gucci Flare Pant, $745 at Saks Fifth Avenue.
17/21
Rachel Roy
Effortless, laidback, and totally gamine. Stovepipe Trousers, $89 at Rachel Roy.
18/21
Throwback terrycloth and flat back pockets make for a cute dressy-casual mix. Silence and Noise Terry Ankle Pant, $38 at Urban Outfitters.
19/21
Otte NY
A wool-silk blend makes this version decidedly grown-up. 3.1 Phillip Lim Puckered Pant, $395 at Otte.
20/21
A truly casual take on the trend. City Sloucher Trouser Jeans, $110 at Madewell.
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Ssense
The coolest pants we've seen. Grey twill with black stretch jersey side panels. (The alternate views are worth clicking through.) Helmet Lang Tapered Pants, $345 at Ssense.
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