Though oversized looks can offer more body-positive vibes, they can also be intimidating, particularly to petite people afraid that roomy and boxy pieces will overwhelm them. But these new trends don’t necessarily mean wearing XXL-style everything all at once. Hailey Bieber recently played with proportions, dressing down a green micro-mini with a cropped white T, sneakers, and an oversized leather jacket. Ashlee Simpson took a similar approach to Bieber. The singer threw on an oversized jacket for DSW’s Crown Vintage Fall Launch, adding some edge to a boho-chich outfit that included wide-legged tan trousers and a pair of Crown Vintage Taren Suede Boots ($79,99 at DSW). The tucked-in black T balanced the look. And Rita Ora donned a boxy sherpa jacket with jeans, a 2022 riff on the classic combo that’s also cold-weather-ready. You can add the stylish outerwear to your wardrobe, too, regardless of the weather by you, your budget and your body. Here at Parade.com, we’re all about sharing products we love with our audience. When you make a purchase on an item seen on this page, we may earn a commission, however, all picks are independently chosen unless otherwise mentioned.
10 Oversized Leather Jackets to Fit Your Body and Budget
ASOS DESIGN Oversized Leather Moto Jacket in Black, $171 at ASOS
Bieber’s oversized moto leather jacket was classically cool and toughened up her mini-skirt-T-shirt combo. The ASOS DESIGN Oversized Leather Moto Jacket in Black, available for $171, adds a similar edge. Zip pockets and snaps on the notched collar play up the tough-girl aesthetic. The jacket is boxy all over, though a belt at the hem provides opportunities for creating a slightly-less roomy silhouette. The ASOS DESIGN Oversized Leather Moto Jacket in Black, $171 at ASOS
The Arrivals Moya Leather & Shearling Trim Jacket, $1,280 at Bloomingdale’s
At $1,280, The Arrivals Moya Leather & Shearling Trim at Bloomingdale’s jacket is an investment piece. But it’s a piece you’ll love so much that it’ll get more mileage than a motorcycle. Available in space black, navy, storm and glade, the jacket’s multi-material design makes it cozy and interesting. It’s a moto-style piece like the one Ora wore and boasts zipper details and a removable belt near the hem. The Arrivals Moya Leather & Shearling Trim, $1,280 at Bloomingdale’s
Levi’s Faux Leather Jacket, Originally $150, Now $89.99 at Nordstrom
The bomber was the it coat in the mid-2010s, and it’s quite literally back in a big way. And Americana brand Levi’s Faux Leather Jacket is available for $89.99 at Nordstrom, a sweet 40% markdown. The elastic hem falls just below the hips, and the wrists have elastic cuffs, making the boxy silhouette a little less dramatic than some options on the market. The jacket is available in chocolate brown, black and forest green. Levi’s Faux Leather Jacket, $89.99 at Nordstrom
Future Collective with Kahlana Barfield Brown Women’s Faux Leather Blazer, $52 at Target
Head from work to happy hour in the effortlessly-cool Future Collective with Kahlana Barfield Brown Black Women’s Oversized Faux Leather Blazer, $52 at Target. The sleek jacket falls below the waist, similar to a classic blazer. Wearing it is like the ultimate power move: It shows you’re playful with an edge. Business, but never stuffy. And, rejoice, it’s also available in plus sizes. Future Collective with Kahlana Barfield Brown Black Women’s Oversized Faux Leather Blazer, $52 at Target
Vegan Leather Shearling Jacket, $180 at Abercrombie & Fitch
Abercrombie and Fitch’s Vegan Leather Shearling Jacket, $180, has a similar feel as Ora’s with black leather and white sherpa-lined details. The fit isn’t the only thing that’s oversized about the coat. The two large side pockets can fit many of life’s essentials. Abercrombie and Fitch’s Vegan Leather Shearling Jacket, $180 at Abercrombie and Fitch
Ronny Kobo Camile Oversized Faux-Leather Jacket, $728 at Neiman Marcus
Another investment piece, the Ronny Kobo Camile Oversized Faux Leather Jacket, will set you back $728 at Neiman Marcus. But the roomy silhouette will leave you looking positively fashion-forward. It’s also incredibly versatile. The jacket plays well with anything from jeans and a T to a sweet dress that needs some toughening up. The elastic hem falls just below the hips. Ronny Kobo Camile Oversized Faux-Leather Jacket, $728 at Neiman Marcus
Washed Leather Oversized Motorcycle Jacket, $548 at Madewell
The Washed Leather Oversized Motorcycle Jacket, which carries a $548 price tag at Madwell, includes unique moto details like sleeve zips, pocket zips and waist tabs. The buttery black, slightly-washed color makes this brand-new coat look classically worn in. Washed Leather Oversized Motorcycle Jacket, $548 at Madewell
Topshop Rory Collared Bomber Jacket, $128 at Nordstrom
The Topshop Rory Collared Bomber Jacket, $128 at Nordstrom, looks like it was stolen from Dad’s closet. But it can be a jacket all your own. Available in light green and charcoal for a unique look, the loose-fitting jacket is made with nylon and polyester. In other words, no animals were harmed while making this jacket that puts a stylish twist on a classic. The arm pocket offers another fun, unexpected element to the piece. Topshop Rory Collared Bomber Jacket, $128 at Nordstrom
