Shirts: When the armpits smell, 1 or two wears. Pants: Fuckin never, when I spill shit on them maybe. Undies: Every wear. Socks: Every wear. Suiting/Blazers: Almost never. Outerwear: Never. Sweaters: When they stretch out and lose shape (maybe 5 wears.) Hoodies: Almost never, unless I spill something on them (rare.) Sneakers: I wipe my sneakers down after the winter with warm slightly soapy water on a soft cloth. Boots: Monthly or more during the winter, gotta avoid salt stains.