Undercover x Dickies Short Sleeve Button-Up Work Shirt

Product Insights & Style Tips

Jun Takahashi’s take on the classic Dickies work shirt feels like a wink and a jolt—familiar, but entirely reimagined. The Undercover x Dickies Short Sleeve Button-Up Work Shirt reworks utilitarian codes with skewed details: think asymmetrical pockets, wavy seams that edge on the subversive, and a mischievous mix of buttons that looks part found-object, part fashion experiment. The body is cut from a cotton-poly blend that channels old-school workwear’s durability but with Takahashi’s easy, boxy silhouette that leans more Tokyo street than hardware store. The Dickies patch remains front and center—a nod to its roots and a knowing flex for those in the know.

The generous fit and short sleeves mean it hangs relaxed on the shoulders, letting the shirt drape rather than cling. Mismatched chest pockets bring a playful off-kilter quality and offer room for cards or an AirPod case—proof that style and utility can absolutely exist in the same sentence. Layer it over a fine-gauge turtleneck to extend the season or button it all the way for a sharply anti-corporate vibe; the sturdy poly-cotton blend stands up to repeat wears, holding its shape whether half-tucked or open as a loose top layer. Takahashi’s remix makes this a piece that spills easily from creative studios to late-night city runs, capturing that global cool only Undercover can claim.