The Mackintosh jacket's familiar silhouette—a single-breasted topcoat with a concealed button placket—may inspire countless other raincoats, but you can't beat the technology of the original. A truly waterproof fabric, the rubberized cotton does a great job of repelling the rain, especially when paired with the interior's taped seams. But being an old school overcoat often found on older gentlemen, getting one that fits spot-on has tended to be troublesome. Epaulet's Dowanhill Raincoat, available in two classic colors, addresses that problem with a slim-fit that still has room for a well-cut sport coat underneath. Not to mention an exotic interior liner sure to add some pop to an otherwise subtle piece. It's not cheap, but when you want to invest in a quality raincoat, you can't beat an original.