The key to styling men for fall / winter family pictures is to style them in layers. I loved this old navy display (just skip that colored beanie hat). It's a white button down shirt under a sweater with a jacket over. It has tons of texture in a neutral color. Aim to do something similar for the men / boys in your family. Add layers and textures. Family pictures LTKMens LTKFamily LTKStyleTip

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Plaid Twill Topcoat | Old Navy (US)
Slim Tech Ultimate 4.0 Chino Pants | Old Navy (US)
Classic Fit Everyday Oxford Shirt | Old Navy (US)
Crew-Neck Shaker-Stitch Sweater | Old Navy (US)
Crew-Neck Shaker-Stitch Sweater | Old Navy (US)
MANGO Wool Blend Funnel Neck Coat in Navy at Nordstrom, Size Medium | Nordstrom
Everett Commuter Performance Slim Straight Sateen Pants | Nordstrom
Moccasin-Seam Loafers | H&M (US + CA)
AG Everett Slim Straight Leg Jeans | Nordstrom | Nordstrom
Everett Straight Leg Corduroy Pants | Nordstrom
Mongolian Cashmere Henley Sweater | Quince
Merino Wool Half-Zip Sweater | Banana Republic Factory
Men's Textured Johnny Collared Pullover Sweater - Goodfellow & Co™ | Target
Bruno Marc Men's Casual Dress Sneakers Skate Shoes | Amazon (US)
White Commuter Stretch Pique Short Sleeve Button Down | Quince