Clothes made by companies traditionally thought of as "skater clothes" or "surfer clothes" are pretty durable. I have a few pairs of Vans khakis, belts and shirts from similar companies, hoodies and sweaters, and collared shirts that I've had for years. They tend to be comfortable, as well. Part of the trick is reading and following the washing directions. Not everything should be washed in hot water. Most things shouldn't be dried above low heat. We tend to over soap and overheat our clothes and they wear out faster.