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Certain pieces of clothing transport us back to high school the second we lay eyes on them. Among these items are Chuck Taylors and varsity jackets. Now Converse has combined the two into one pair of nostalgia-inducing kicks. The Converse Chuck 70 Wordmark look like your classic high tops, only these ones have a wool letter plastered on the side, not unlike the jacket you got for football, basketball, soccer, or whatever sport you played in your teen years. The letter is placed on top of a more refined leather upper that works because it reminds us of the sleeves on those letterman jackets of yore. Oh, and they just happen to look good. You can pick up your pair in one of four colorways.

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Flint & Tinder has always been one of our favorites because they make updated, high-quality American staples–without being fussy, over-designed or bearing a huge price tag. Our latest favorite? This Flannel-Lined Waxed Trucker Jacket. With classical trucker jacket styling and a flannel-lining for warmth, this Made in the USA trucker jacket is best in class. In addition to Martexin 7oz sailcloth exterior in eight different color options, you get fully-lined body / sleeves, interior media pocket, button-flap chest pocket, 2 welt hand pockets, and finishing like F & T antique metal buttons and a modern fit. Get yours today at Huckberry