Vintage Tee and Tailored Shorts Streetwear Look

Balance is key here, since the tee is oversized, letting the wide-leg shorts sit at your natural waist with the drawstring cinched keeps the silhouette from swallowing you. If you want a tighter look, size down on the tee or tuck the front.

The shorts have a relaxed, tailored cut so true to size works fine, though if you prefer a slimmer leg you could size down one. The board shoes fit pretty standard, just go with your usual sneaker size.

Swap in a clean pair of socks and add a light jacket or overshirt, and this TALISHKO combo can transition from streetwear casual to a smarter off-duty look pretty easily. Rolling the shorts slightly and keeping the tee untucked also helps it read more put together.

Turn the tee inside out before washing and stick to cold water, then air dry instead of tossing it in the dryer. That alone will keep the print looking sharp a lot longer.