>>1812119>TimberlandsYou must be joking, they'll fall apart and you'll be in agony.
Get a pair of Scarpas. There's no breaking in, they're 1000x better made than Timerbland or any other psuedo outdoor fashion brand and cheaper, comfy af, waterproof goretex lining, breathable, they'll last you forever. I've had a pair 8 years that I wear on every camping trip and a pair I've worn for 4 years every day and they're still good as new.