How do you update a classic look like a denim jacket and chinos? Supersize the chinos into a wide-leg, pleated style from AGOLDE and a sharp, cropped raw denim jacket from KAPITAL.

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1) Denim jacket, $510 by KAPITAL
2) Ted 6605 wool sweater, $195 by NN07
3) Weejuns 90 Larson penny loafer, $260 by G.H.Bass
4) Rag striped ribbed-knit sock, $50 (for 2-pack) by Beams Plus
5) Gaius pleated chino, $255 by AGOLDE
6) Leather and cotton belt, $140 by Mr P.
A comfortable pair of jeans and a waffle henley are given a modern edge with a statement jacket and some good accessories, including gunmetal shades and a Japanese-made tote bag.

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1) DiorBlackSuit R8U gunmetal sunglasses, $490 by Dior Eyewear
2) Zip-detailed shell bomber jacket, $1,495 by Dries Van Noten
3) Straight-leg organic selvedge jean, $285 by Mr P.
4) Ballet Runner 2.0 sneaker, $790 by Loewe
5) Weapon twill tote bag, $342 by Porter-Yoshida
6) Polo Country henley, $190 by Polo Ralph Lauren
A stylish take for an easygoing weekend look. Pair some relaxed sweats with a knit polo and throw a blazer over it. Finish the look with some low-profile sneakers and a silver bracelet.

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1) Baseball cap, $60 by Polo Ralph Lauren
2) Chevron-shaped bead silver bracelet, $600 by Mikia
3) Unstructured blazer, $620 by Sunspel
4) Color-block tennis sneaker, $355 by Mr P.
5) Daily cotton-cashmere jersey sweatpant, $535 by The Elder Statesman
6) Organic cotton bouclé polo, $325 by Mr P.