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