If there is one wardrobe staple that has completely taken over Hollywood street style, it is the oversized blazer. No longer reserved for the boardroom or awkward job interviews, this menswear-inspired piece has become the ultimate fashion cheat code. From Hailey Bieber grabbing iced coffee in LA to Zendaya turning heads at Paris Fashion Week, celebrities have mastered the art of making a giant jacket look incredibly chic.
The beauty of the oversized blazer lies in its versatility. It can make a basic pair of sweatpants look intentional, add structure to a slip dress, or serve as a dress all on its own.
If you have been staring at that boxy blazer in your closet wondering how to wear it without looking like you are wearing your dad’s suit, you are in the right place. Here is how to style an oversized blazer like an A-lister.
Casual Cool-Girl Energy
This is the ultimate off-duty model formula, popularized by street-style queens like Hailey Bieber and Gigi Hadid. It is effortless, comfortable, and perfect for running errands or meeting friends for brunch.
To get this look, pair your oversized blazer with a simple white crop top or a tucked-in baby tee. On the bottom, opt for high-waisted, straight-leg denim in a light wash. The key to keeping this outfit modern is the footwear. Skip the heels and opt for retro chunky sneakers or chunky leather loafers with white crew socks. Throw on some gold hoop earrings and some dark, narrow sunglasses, and you are ready for the paparazzi.
The Blazer as a Dress
If you want to bring some major drama to your next night out, take a page out of Rihanna’s style book and wear your oversized blazer as a dress. This look is incredibly empowering, sleek, and surprisingly easy to pull off.
For this style, you will need a blazer that is long enough to cover your mid-thigh. To avoid any wardrobe malfunctions, you can wear a pair of tight bike shorts or a micro-mini slip dress underneath. Fasten the blazer, and pair it with knee-high leather boots or strappy, barely-there heels. It is a minimalist look that makes a massive impact.
Cinch It with a Belt
One of the biggest complaints about the oversized trend is that it can sometimes swallow your silhouette. If you want to show off your waist while still rockin the oversized vibe, grab a belt.
This look, often spotted on the Kardashian-Jenner clan, involves wearing a blazer over a fitted base layer—think a ribbed turtleneck and leggings or a sleek bodycon dress. Take a medium-to-wide leather belt and buckle it tightly over the outside of the blazer at your natural waist. This creates an instant hourglass shape and gives the blazer a structured, couture-like feel.
High-Low Athleisure
Who says high fashion can’t be comfortable? Celebrities love blending luxury items with athletic wear, and the oversized blazer is the perfect piece to bridge that gap.
For a cozy yet put-together vibe, layer your blazer over a matching set of leggings and a sports bra, or even a fitted hoodie. Pull the hood out over the collar of the blazer for that perfect street-style drape. Complete the look with a baseball cap, clean white sneakers, and a designer crossbody bag. It says, “I just came from Pilates, but I still look better than everyone else.”
Monochromatic Power
If you want to look instantly expensive, go monochrome. Wearing one color from head to toe is a classic celebrity styling trick because it creates a seamless, elongated line that looks incredibly polished.
Choose a neutral color palette like camel, cream, slate gray, or chocolate brown. Pair your oversized blazer with tailored, wide-leg trousers in the exact same shade. Keep your top in the same color family, and add matching heels or pointed-toe boots. This look is sophisticated, modern, and guaranteed to command respect in any room you walk into.
Pro Tips for the Perfect Fit
When shopping for an oversized blazer, do not just buy a jacket that is three sizes too big. Look for jackets that are specifically designed to be “oversized.” These pieces will have dropped shoulders and a relaxed torso, but the sleeve length and collar will still fit your frame properly.
If you are thrifting in the men’s section, look for structured fabrics like wool, tweed, or heavy cotton that will hold their shape rather than looking saggy.
Which of these celebrity-inspired blazer looks are you going to try first? Let us know in the comments below!