Earlier in the month we premiered our new show Itemized, in which we show you where to buy and how to wear fashion’s biggest trends. A followup to the episode on tie-dye, our latest installment centers around oversized button-downs. After Noah hits the streets of New York to locate some of the best oversized shirt options, Corey then takes us through how to style the versatile tops.

While we’re playing with the baggy fashion trend, fit is of course key, as you can opt for a shirt designed specifically to be big, or you can simply size up. After deciding on fabric, which will dictate how the button-down lays on the body, it’s all about proportions when it comes to pairing the oversized shirt with bottoms and footwear.

Corey has put together three specific looks for our exploration of the oversized button-down, with one aimed at the fashion newbie who merely wants to break into the trend, another for someone who is more invested in fashion and is looking to push the boundaries, and lastly, the individual who can easily blow a check on one outfit.

Our model is seen in button-downs from Uniqlo, Acne Studios, and Raf Simons, worn with pants by Dickies, Acne Studios, and Mr P., with shoes by Converse, Rhude, and J.Lindeberg. To witness how it all comes together to accentuate the oversized button-down, press play above.

Look 1

Highsnobiety / Bryan Luna
Highsnobiety / Bryan Luna
Highsnobiety / Bryan Luna

Look 2

Highsnobiety / Bryan Luna
Highsnobiety / Bryan Luna
Highsnobiety / Bryan Luna
Highsnobiety / Bryan Luna

Look 3

Highsnobiety / Bryan Luna
Highsnobiety / Bryan Luna
Highsnobiety / Bryan Luna

Stay tuned for future episodes of Itemized, which will be dropping bi-weekly, where we’ll guide you on how to style track pants, nylon shorts, and much more.

Not NYC, not LA.

What To Read Next