A look at the new tiny loafers from Ralph Lauren, the new "it" jacket for early fall, a polo you can only get through hotel room service, the question of how long a man's pant should actually be, and a look at some of the customized product we have ahead of the Retail Therapy x Nike event.

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Announcing our event with Nike to customize their new Studio Fleece collection, the J. Crew Tiny Roll Neck sweater controversy, Drake's Chore Coats for FW26, everything is brown now, this year's U.S. Open, Timex's newest collaboration with Noah, Austin's lux new bathhouse, the clothes that make the man feel important, and more.

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Breaking down the end-of-summer spritz rankings, taking a look at some new Fall/Winter 2026 lookbooks (Aime Leon Dore, Haven, Noah), what we do with our with your worn-but-wearables, the rise of vintage sales from brands, Loro Piana umbrellas and snowboards, 'blates' vs. low bowls, and more.

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Did Lollapalooza have more juice this year than in recent memory? Is the “No Influencers” sign in Nantucket taking anti-influencer rhetoric too far? What is defined as “kinda chic”? Are all the lads wearing straight leg pants this fall? Answers to those questions and more in this week’s episode.

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The rise of running as both a sport and a trend-driver, breaking down new soccer kits before the start of European seasons, Aime Leon Dore's current stock watch, a Colman Domingo fit worth discussing, a new Thomas Crown Affair, lava rock Nikes, and more.

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Orange-flavored coffee, popping kettle through your sweatshirt, dirty martini soft serve, Coca Cola's rebrand, Gen-Z shifting their sock vibes, possible Colors of the Summer, buying Pep Guardiola's office accessories, TV talk, wishlist items, and more.

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Looking at the new OpenAI merch and subsequent campaign, the social aspects of reclining your plane seat, $150 Popeye's chicken tender towers at Surf Lodge in The Hamptons, guessing ticket prices for upcoming concerts, Depressed White Boy Summer Reading List, avoiding lettuce, World Cup championship rings, JJJJound bike seats, wishlist items, and more.

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Tips and tricks for dressing to beat the heat, performative smoking has taken over Euro Summer, hot girls drive cool cars, Rory McIlroy’s Wimbledon fit, Dua Lipa’s honeymoon tour, Barrett’s PYOG returns, an edition of Freak or Don’t Freak, wishlist items, and more.

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Will recaps his recent trip to England, Barrett made a USMNT World Cup cop, Erling Haaland's Birkin collection, scaling back opinions on Dua Lipa's courthouse wedding, the J. Crew x Timex Trout Watch has arrived, going through the Sunday Scaries 'Drink of the Summer' frontrunner submissions, massive sun hats, wishlist items, and more.

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Dave Ruff and Dillon Cheverere of the Circling Back Podcast join Barrett to discuss a celeb-packed Knicks game, summer style for the everyman, the resurgence of flip flops, and the ideal Father's Day. 

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