Best Bet: H&M Wool Biker Jacket

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Unruffled in theory, but less rebellious than leather iterations, a woolen biker jacket is a fall staple that has legs. This one from H&M, in natural white wool, works well with neutrals, denim, and an attitude that's not overly aggressive. Frontal zips allow for a boxier fit option on a slim silhouette, and an asymmetric zip closure and hidden inner pocket round off the bonus details. Worn with slim jeans, à la Kate Moss, or a more fluid silky pant, consider it a good buy into the concept of off-duty dressing.

H&M Wool Biker Jacket, $129 at H&M.