This video is sponsored by Keeps. Save 50% off your first order: http://keeps.com/hespokestyle As you get older, you look more mature. And your casual dress should also look more mature. How to dress casually as an adult can be a little confusing, right? Like, how do you take items that men of all ages wear -- t-shirts, jeans, sweatshirts -- and somehow make them age-appropriate? It's certainly possible and in this video I'm revealing seven strategies and simple wardrobe upgrades as well as sharing five different casual outfit ideas. Enjoy! Join the community as an insider: https://hespokestyle.com/newsletter-sign-up-youtube/ Shop essential menswear: https://hespokestyle.com/shop/ Browse the essential men’s style library: https://kit.co/hespokestyle/essential-library-of-men-s-style-books ---- NEW VIEWER? START HERE https://www.youtube.com/playlist?list=PL3v2lRj6jZMeVLnSveZFagb48MaeGfAmo ---- WHO AM I? GET TO KNOW ME BETTER: 5 Things I Regret Buying The Most https://www.youtube.com/watch?v=fEE5fURfTUk&list=PL3v2lRj6jZMdj2TKL6JezNG_DqudHnRLB&index=5 Reacting To Your Assumptions About Me https://www.youtube.com/watch?v=cE0Qsgr1TbE 5 Things I Wish I Knew In My 20s https://www.youtube.com/watch?v=04N8PCUMMaQ&list=PL3v2lRj6jZMdj2TKL6JezNG_DqudHnRLB&index=4 ---- CONNECT WITH ME Website: https://hespokestyle.com/ Instagram: https://www.instagram.com/hespokestyle TikTok: https://www.tiktok.com/@hespokestyle Pinterest: https://www.pinterest.com/hespokestyle/ Facebook: https://www.facebook.com/hespokestyle For business inquiries and to work with Brian Sacawa or He Spoke Style, please email stephanie@estatefive.vip Contains affiliate links // Stay tailored! #styleover40 #casualoutfits #mensfashion 0:00 - Introduction 0:58 - Sponsor Message 1:51 - Keep Things Simple 2:53 - Focus On Proper Fit 4:23 - Develop A Personal Uniform 5:55 - Upgrade Your Jeans 7:12 - Upgrade Your Footwear 7:44 - Upgrade Your Outerwear 8:21 - Have A Go-To Sport Coat 9:28 - Look 1: Weekend Ready 10:07 - Look 2: Rock 'N' Roll 10:47 - Look 3: Summer Casual 11:27 - Look 4: Jeans & Sport Coat 12:16 - Look 5: Summer Contrast