Tailored Talks #13: Fashion Trends in 2026

2026 Men’s Style Trends: Straight Fits, Brown Suits, Vintage Watches & Ditching Athleisure | Tailored Talks Brad and Will discuss lasting menswear trends for 2026 from a tailored, old-Hollywood perspective, starting with their vintage watches (a 1985 Rolex Day-Date and a 1980s Hamilton). They note a shift toward smaller, more elegant and often vintage timepieces and more originality beyond common Rolex “nickname” models. In clothing, they see the pendulum moving from skinny and ultra-baggy toward straight, tailored fits, including slightly longer pant lengths. They highlight brown and earth tones as versatile “quiet luxury” colors that pair well with navy and even black when balanced correctly. They also argue casualwear is elevating beyond heavy athleisure, emphasizing natural fibers (wool and cotton) and minimal, well-judged stretch for comfort and drape. They answer audience questions on go-to outfits, three wardrobe staples, and a versatile wedding suit suggestion (mid-gray or subtle olive with season-appropriate texture). 00:00 Welcome and Catch Up 00:57 Wrist Check Watches 01:17 2026 Trends Overview 02:24 Timeless Style Over Hype 03:44 Old Hollywood Fit Philosophy 05:56 Watch Trends Smaller Vintage 06:51 Stand Out Beyond Rolex 08:55 Vintage Value and Service 11:07 Pants Fit Swinging Middle 13:14 Brown and Earth Tones 16:29 Brown Takes Over 16:37 Beyond Athleisure 18:13 Natural Fibers Win 21:23 Brown With Black 22:44 Go To Outfits 25:59 Three Wardrobe Staples 27:45 Wedding Suit Picks 30:40 RIP James Van Der Beek