Ditch that money belt (a good thief can spot it a mile away, anyway). Two sly designers have unwittingly devised a brilliant way to hide cash and keys: the pocket boot. The leather "Claudia" from Anya Hindmarch ($785; 212/750-3974; comes in five colors, with contrasting trim. Bruno Magli (212/877-7676; has a calfskin version in green ($825) or red ($1,155)—with room enough to conceal your passport.
—Laura Begley