Borrowing from the boys: how to style oversized vintage men's blazers

The oversized blazer has officially cemented its status as a permanent wardrobe staple. It instantly elevates a simple t-shirt, adds an edge to a romantic dress, and serves as the perfect lightweight jacket for the transitional months.

But if you are buying brand-new women's blazers that are simply labelled "oversized," you are missing out on a massive thrifting secret. The absolute best way to nail this trend is by shopping for authentic, vintage men's blazers. Men's tailoring typically features superior structural shoulders, heavier fabrics, and a naturally boxy drape that modern fast fashion cannot replicate. Ready to borrow from the boys? Here is how to find and style the perfect second hand men's blazer on Sellpy.

1. Head straight to the men's section

Don't just buy a women's blazer three sizes too big—the proportions will be off. The magic of the oversized look comes from the broad, squared-off shoulders found in traditional menswear.

• Brands to search for: Filter the men's blazers category for heritage tailoring brands like Hugo Boss, Ralph Lauren, and Tiger of Sweden.

2. Focus on premium fabrics

Vintage menswear is famous for its material quality. A heavy, natural fibre will drape beautifully over your frame, whereas a cheap polyester blend will just look stiff and bulky.

• Sellpy hack: Always check the material composition on the Sellpy listing. Look for blazers made from 100% wool, wool blends, heavy cotton, or breathable linen for the warmer months.

3. Master the proportions

Because a men's blazer adds a lot of volume to your top half, the secret to styling it is balancing your proportions. You want to avoid looking like you are drowning in fabric.

• How to style it: Pair the bulky jacket with something sleek and fitted underneath. Throw it over a slinky silk slip dress, a fitted ribbed tank top with straight-leg vintage Levi's, or a mini skirt to show off your legs.

4. The "sleeve roll" rule

When buying a men's blazer, the sleeves will almost inevitably be too long for you. This is actually a good thing!

• Sellpy hack: Pushing or rolling the sleeves up to your forearms is the ultimate styling trick. Exposing your wrists immediately makes the oversized fit look intentional and relaxed, rather than looking like you accidentally put on the wrong coat.

5. Dress it down for the weekend

While a blazer is traditionally formal wear, the 2026 way to wear it is completely casual. It is all about mixing high-end tailoring with cosy streetwear.

• How to style it: Layer a roomy, structured men's blazer over a heather-grey hoodie with the hood pulled out over the collar. Pair it with your favourite vintage baseball cap and chunky sneakers for the ultimate off-duty model aesthetic.

The best oversized blazers were never cut for you in the first place — which is exactly why the men's section is worth raiding. Give a beautifully tailored piece a second life instead of buying a new copy of it. Browse men's blazers on Sellpy.