The Gist
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Leather jackets have become a stylish classic over the decades, beloved by celebs and the fashion-obsessed alike.
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Oversized leather jackets can be worn to add edge to ensembles—even in the summer and beyond.
Some of pop culture’s most iconic figures have been known to wear a leather jacket. Buffy the Vampire Slayer, Veronica Mars, and Rosa Diaz from Brooklyn Nine-Nine are just a few fashionable examples. Their leather jackets seemed perfectly tailored to each of them. In recent years, though, people have put a spin on the classic leather jacket: make it fit just a little too big. Leather jackets are the sartorial equivalent of self-confidence, and oversized leather jackets are a bold way to amp that energy up. So it makes sense that you can build your entire outfit around the oversized outerwear.
Leather jackets have often been worn to add edge to ensembles. But when you wear it oversized, there’s something cozy and soft about it. You can, of course, still keep that boldness with a larger jacket. Since they’re on the heavier and warmer side, most folks wear oversized leather jackets in the winter and accessorize with boots. But they can also serve as a practical and stylish layer to shoulder-season outfits, too.
Intrigued? Then read on for 15 oversized leather jackets worth trying.
With a Monochromatic Set
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Mika Schneider at Paris Fashion Week in March 2025.
When you don’t have a lot of time but still want to look well-put together, consider making your go-to a monochromatic outfit. An oversized leather jacket is a great addition because it can add a different color and texture to your outfit. This, in turn, provides more interest.
As the Main Event
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Hailey Bieber in NYC in January 2023.
Bieber just might be singlehandedly responsible for revitalizing the oversized leather jacket outfit simply because she’s rarely photographed in any other outerwear. One of her go-to outfits is the TikTok-approved combination of sheer tights, ankle socks, and square-toed loafers. Is she wearing other clothes? Absolutely. Do they matter? You be the judge.
With Statement Tights
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A model wears a white, oversized leather moto jacket with beribboned tights and spiky accessories.
This look may be the edgiest on this list, and it’s all about one accessory: statement tights. As the centerpiece of the look, the tights of your choice will dictate the rest of the outfit. It’s like a deconstructed Marie Antoinette moment—from the beribboned tights to the pastel heels and oversized leather moto jacket.
As a Floor-Length Coat
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Camila Coelho at Paris Fashion Week in March 2025.
If you looked up “edgy balletcore” in the fashion dictionary, you’d come across a look just like this. The dainty top, small bottoms, and quirky leg warmers are more audacious when paired with an oversized, floor-length leather jacket atop a sporty windbreaker.
With White Denim and Converse Sneakers
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A model wears a black, oversized leather jacket with white jeans and Converse.
An elevated and casual take on the oversized leather jacket outfit, this look featuring white jeans and Converse sneakers can be dressed up or down depending on what accessories you work into the outfit. Add a quilted designer bag for a Fashion Week guest vibe, oversized sunglasses for an editorial moment, or a baseball cap to keep things down-to-earth.
Over a Lingerie-Inspired Slip
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Tamara Kalinic in Milan Fashion Week in March 2025.
A lingerie-inspired slip dress in black silk creates a beautiful balance between soft and structured garments. You can play up the contrast with pointed pumps or by choosing a slip dress with lace detailing. On the oversized side of things, try leaning into the lines and boxiness of a leather blazer or a more tailored, but still extra oversized, leather bomber jacket.
With a Hoodie and Leather Pants
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A model wears an oversized jacket over a beige hoodie and wide-leg leather pants.
Distinctly different from the vampy vibe served by a cigarette pant, a wide-leg leather pant manages to be both casual and quietly luxurious. This looks cozy-but-elevated, thanks to the addition of a designer handbag, statement sneakers, and an alt-girl hoodie.
Tips
Some people choose to shop for ready-made oversized leather jackets. Others prefer to size up from a regularly sized leather jacket. To find out what’s best for you, try on various options and see which you like most.
To Complement Sequined Pants
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A model wears a structured, black oversized leather jacket and sequined pants.
Ease your way into the season of showing skin by wearing an oversized leather biker jacket with a little—or a lot of—sequins. A black pair of sequined pants will offer you the most coverage, while brighter shades are a bit more daring. Whatever color you choose, you’re definitely headed for a main character fashion moment.
Off the Shoulders
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Ki Eun-se at Paris Fashionn Week in March 2025.
Let’s say you want to put together a sporty outfit—like a white tank top, black cargo pants, and sneakers. It’s a look that’s comfy without compromising style. But one way to add more oomph? Wearing a brightly hued, oversized leather jacket zipped up just enough to wear off the shoulders.
With an LWD
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A model wears a black, oversized leather bomber jacket, a white dress and combat boots.
A little white dress is just as much of a wardrobe essential as a little black dress, and it deserves to get more attention. What better way to celebrate this underrated staple than pairing it with an oversized leather jacket and some platform biker boots? The softness of the dress balances out the jacket and the boots keep this look edgy.
Over Athleisure and With Fuzzy Slippers
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Lori Harvey in L.A. in January 2024.
Lori Harvey is the queen of elevating outfits that may otherwise be too casual. Here, even though she’s wearing slippers, this oversized leather jacket ‘fit shows the celeb playing with texture. It takes a monochromatic vibe and adds dimension to it. The leather handbag is also a great touch.
To Add a Pop of Color
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Ellie Delphine at Paris Fashion Week in March 2023.
As you know, leather jackets aren’t restricted to neutral colors. Here, the purple lends a touch of softness while still keeping the cool vibe. When paired with a white crop top and colorful pants, this ‘fit is a bit more playful than the typical leather jacket get-up.
With a Maxidress
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A model wears an oversized, dark green leather bomber jacket with a black maxidress.
It can get a little uncomfortable under an oversized leather jacket on a hot day, so consider pairing yours with a lightweight maxidress as the weather gets warmer. Look for a soft, breathable fabric like cotton or jersey and stack on the accessories instead of the layers.
With a Hoodie and Buckle Boots
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A model wears a brown, oversized leather jacket, black hoodie and tights, and brown buckle boots.
Looking for a moto-meets-Westernwear look that still manages to sneak a bit of street style into the vibe Venn diagram? Pop on an oversized leather jacket over a hoodie, leggings, and your most rugged pair of buckled boots.
Over a Tulle Skirt
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A model wears a black, oversized leather jacket with a black tulle skirt and black pumps.
Calling all punk rock princesses. There are very few articles of clothing that instantly elevate a look quite like a tulle skirt. And when they simultaneously add a punk edge? Sold. Get the oversized leather jacket and skirt in black, but add a pop of color with a statement mini bag.
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