If you often go straight to the gym from work, you'll find Filson's 'Dryden' briefcase a robust and reliable option. It's cut from ballistic nylon, a material first developed for WWII servicemen, and trimmed with vegetable-tanned bridle leather straps and handles. Unzip it and you'll find a host of pockets for keeping smaller items and your laptop safe. Wear it with: Folk Shirt, Mr P. Trousers, New Balance Sneakers, Oliver Spencer Hat.