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10 SHIRTS Men Over 40 Should NEVER Wear! Not all shirts are created equal—especially once you’re over 40. In this video, I’m breaking down 10 shirts that instantly make you look older, sloppy, or like you’re trying too hard. If you want to dress like a true gentleman, avoid these at all costs. 🎁 Download The Gentleman’s Blueprint—Your FREE Style Guide! → https://thestylishgentlemen.kit.com/g... 💼 Want more timeless style tips for modern gentlemen? Subscribe now – it's free! → https://bit.ly/SubscribeStylishGentlemen 🔥 Style isn’t complete without the right scent—join me on my fragrance channel → https://bit.ly/SubFragranceForLess FIND ALL THE CLOTHES FEATURED IN THIS VIDEO LINKED BELOW! 🥂: CHAPTER 1: Solid-Color Pima Cotton Crewneck EXPRESS | Pima Cotton Crew Neck T-Shirt - https://go.shopmy.us/p-22702949 CHAPTER 2: Tailored Merino Wool Polo REISS | Navy Merino Wool Polo Shirt - https://go.shopmy.us/p-22702984 CHAPTER 3: Camp-Collar Linen Shirt FRESCOBOL CARIOCA | Angelo Camp-Collar Linen Shirt - https://go.shopmy.us/p-22703026 NN07 | Julio 5708 Camp-Collar Linen Shirt - https://go.shopmy.us/p-22703050 CHAPTER 4: 100% Cotton Oxford Cloth Button-Down (OCBD) LA APPAREL | Oxford Button Down Shirt (Light Blue) - https://go.shopmy.us/p-22703095 CHAPTER 5: Made-to-Measure Poplin Dress Shirt RALPH LAUREN | Custom Fit Striped Poplin Shirt - https://go.shopmy.us/p-22703165 CHAPTER 6: Heavyweight Slub Cotton Henley 34 HERITAGE | Slub Cotton Henley - https://go.shopmy.us/p-22703192 CHAPTER 7: Brushed Cotton Twill Shirt-Jacket LANDS' END | Men's Tall Super Brushed Shirt Jacket - https://go.shopmy.us/p-22703259 CHAPTER 8: Linen-Cotton Blend Button-Up STITCH'S JEANS | Linen Blend Button Down Shirt (beige) - https://go.shopmy.us/p-22703318 STITCH'S JEANS | Linen Blend Button Down Shirt (white) - https://go.shopmy.us/p-22703366 CHAPTER 9: Long-Sleeve Tee LA APPAREL | Garment Dye Crew Neck Long Sleeve T-Shirt - https://go.shopmy.us/p-22703439 CHAPTER 10: Crewneck Fine-Gauge Knit LANDS' END | Fine Gauge Cotton Crew Neck Sweater - https://go.shopmy.us/p-22703507 ✅ FINAL NOTE Every shirt in this list was chosen to actually make you look better, not just “different.” I’ve tested, worn, and recommended pieces like these for years, and they work—because they balance comfort, fit, and timeless style. These are not trendy throwaways or impulse buys. They’re the kind of pieces that hold up for years and make you look sharp every time you put them on. So, if you’re ready to stop wasting money on shirts that make you look older, cheaper, or sloppier—these are the upgrades worth investing in. Trust me, your future self will thank you every time you catch your reflection and see a confident, put-together man looking back. Subscribe to our channel for fashion tips exclusively for men over 40. 💎 📢 Remember to like, share, and hit the bell for new videos! FTC Disclaimer: Some links may be affiliate links, meaning I earn a small commission from sales of these items. (at no additional cost to you!). Any commissions earned from sales are re-invested back into my channel to continue to bring you more great content! Thank you for your support!