Google Image Search "Classic men's fashion" (I'm assuming you're a guy), get some ideas there. Then find a good tailor and bring the pics to him. As a lanky wes

Google Image Search "Classic men's fashion" (I'm assuming you're a guy), get some ideas there. Then find a good tailor and bring the pics to him. As a lanky westerner living in Asia, it's pretty much impossible for me to buy "off the rack" clothing in any style I would want anyway. So I've settled into infrequent purchases via western companies with granular sizes/fitment, or even-less-frequent trips to a tailor. These days, a man can get made-to-measure shirts for ~$50/each. Ten of those in different colors will last you 5+ years and not go out of style. Four made-to-measure suits at $300-$400 each should be good for 10 years. I think Brooks Brothers and JoS.A.Bank have decent shirts and slacks, if you really wanna stick to store-bought stuff. For casual/outdoors wear, add some Patagonia, North Face, or basically any law enforcement supplier (5.11 Tactical, Propper, LA Police Gear). Rugged clothes that will also last a decade. A fleece pullover, a moisture-wicking Polo shirt, and a pair of khaki tactical pants is the 21st-century "Plaid shirt and bluejeans" IMO... https://www.propper.com/ https://www.propper.com/