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Comfier Than Cutoffs, This Shorts Length Is Just Right For 2020

Shorts. Complicated, right? Though they're freeing for some, others are stricken by anxiety at the mere thought of them. And while they're not always considered to be the most refined of bottoms (by human resources, anyway), certain iterations can skew smart — turns out they're not all bum-baring cut-offs and thigh-suffocating fits after all.

Which brings us to Bermuda shorts. They’re back, and designers from Ganni to Proenza Schouler have debuted fresh, elongated silhouettes (bike shorts included) that are now readily available to shop. There's the fitted to-the-knee version, the 2020 update to the '50s pedal pusher, the baggy boyfriend cut for a looser feel, pleated styles ideal for adding some structure to your WFH style, and sport shorts of the basketball and soccer variety for the athleisure enthusiast (tip: they look coolest when slung low on the hips).

In case you feel like they're in "must avoid" territory, try styling your Bermudas unexpectedly: match an oversized hoodie with a silky pair, use a poufy sleeve blouse to offset slightly ravaged denim, or let a crisp poplin top anchor fanciful prints and quilted renditions. We promise, these bottoms aren't as intimidating as they sound — and with the 20 options ahead, you might just be convinced to break that I'll-never-wear-shorts promise once and for all.

At Refinery29, we’re here to help you navigate this overwhelming world of stuff. All of our market picks are independently selected and curated by the editorial team. If you buy something we link to on our site, Refinery29 may earn commission.

H&M Plus Chino Shorts, $, available at H&M

Matin Studio Lace Up Shorts, $, available at Matin Studio

Pixie Market Denim Belted Shorts, $, available at Pixie Market

DOUBLE RAINBOUU Disco Mute Long Short, $, available at Double Rainbouu

Suak Madness Half Pants - Purple, $, available at Suak

Aiayu Shorts Long, $, available at Aiayu

We The Free One Summer Night Short, $, available at Free People

Violeta By Mango Striped Bow Shorts, $, available at Mango

Kimhēkim Guifei Organza Short Pants, $, available at Kimhekim

Studio Nicholson Bird Shorts, Red, $, available at Mr. Larkin

Zara Mom-Fit Bermuda Shorts, $, available at Zara

Adidas Originals by Alexander Wang AW Soccer Shorts, $, available at Opening Ceremony

The Frankie Shop Relaxed Fit Houndstooth Shorts, $, available at The Frankie Shop

Joseph Louis Polka-dot Print Silk-chiffon Shorts, $, available at MatchesFashion.com

Vince Coin Pocket Bermuda, $, available at Vince

Golden by Tna Rutson Short, $, available at Aritzia

Bless Jeans Pleat Front Short, $, available at Maryam Nassir Zadeh

BDG Naples Longline Corduroy Short, $, available at Urban Outfitters

Kowtow Pavement Shorts, Cream, $, available at Kowtow

Topshop Longline Denim Shorts, $, available at Topshop

Acne Studios Denim Shorts, $, available at Acne Studios

Mango Striped Cyclist Bermuda, $, available at Mango

H&M Cotton Jersey Cycling Shorts, $, available at H&M

Urban Outfitters Kimmy Gingham High-Rise Bike Short, $, available at Urban OutfittersPhoto Courtesy of Urban Outfitters.

Rosie Assoulin Prince Of Cambridge Pinstriped Cotton Shorts, $, available at Moda OperandiPhoto Courtesy of Moda Operandi.

& Other Stories Fitted Floral Cycling Shorts, $, available at & Other StoriesPhoto Courtesy of & Other Stories.

Scotch & Soda Tailored Shorts, $, available at ShopbopPhoto Courtesy of Shopbop.

Proenza Schouler PSWL Parachute Drawstring-Waist Shorts, $, available at MatchesFashion.comPhoto Courtesy of Matches Fashion.

Eloquii Vegan Leather Shorts, $, available at Eloquii

Eloquii Plus-Size Bermuda Short, $, available at EloquiiPhoto Courtesy of Eloquii.

Acne Studios Pocket Shorts, $, available at Acne StudiosPhoto Courtesy of Acne Studios.

Levi's 501 Slouch Short, $, available at AritziaPhoto Courtesy of Aritzia.

Free People Evelina Shorts, $, available at Free People

ELV Denim The Twin Denim Shorts, $, available at Net-A-Porter

Collusion Plus-Size High Waist Legging Shorts, $, available at ASOSPhoto Courtesy of ASOS.

Ganni Ripstop Quilt Shorts, $, available at GanniPhoto Courtesy of Ganni.

Adidas Originals by Alexander Wang AW Nylon Short, $, available at Need SupplyPhoto Courtesy of Need Supply.

Bershka Sweatshirt Material Shorts With Neon Drawstring, $, available at BershkaPhoto Courtesy of Bershka.

Universal Thread Plus Size Roll Cuff Bermuda Jean Shorts, $, available at TargetPhoto Courtesy of Target.

Agolde 90's Hi Rise Loose Short, $, available at AgoldePhoto Courtesy of Agolde.

Toit Volant Classic Pleated Shorts, $, available at Lisa Says GahPhoto Courtesy of Lisa Says Gah.

J.Crew High Rise Triple Button Stretch Linen Shorts, $, available at J.CrewPhoto Courtesy of J.Crew.

Topshop Boutique Tailored City Shorts, $, available at TopshopPhoto Courtesy of Topshop.

American Eagle Outfitters 90’s Boyfriend Denim Short, $, available at American Eagle OutfittersPhoto Courtesy of American Eagle Outfitters.

Oak + Fort Short, $, available at Oak + FortPhoto Courtesy of Oak + Fort.

Urban Renewal Recycled Fleece Bermuda Short, $, available at Urban Outfitters

Ganni Recycled Printed Shorts, $, available at Ganni

Madewell Cutoff Cargo Shorts, $, available at Madewell

Citizens of Humanity Libby Relaxed Shorts, $, available at Shopbop

Storets Leah Pleather Bermuda Shorts, $, available at Storets

Universal Standard Knockout Bike Shorts, $, available at Universal Standard

Lacausa Paloma Shorts, $, available at LACAUSA

Apartment202 Demmi Shorts, $, available at Apartment202

Universal Thread Mid-Rise Bermuda Jean Shorts, $, available at Target

Daily Paper Mint Green Refarid Shorts, $, available at Daily Paper

Babaton Long Tailored Shorts, $, available at Aritzia

Staud Sage Pleated High Rise Paperbag Short, $, available at Verishop

Topshop Ecru Leather Culottes, $, available at Topshop

Nike 7" Shorts, $, available at Nike

DL1961 Clara Cotton Denim Bermuda Shorts, $, available at Bloomingdale's

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