The classic tasseled loafer benefits from a performance and style upgrade, courtesy of the Air Pintey from Cole Haan. This is a true dress slip-on with a casual attitude– courtesy of the tassel detailing and 360-degree lacing at the heel. Just below the surface, this shoe is all about comfort, with a leather lining for breathability and Nike Air technology in the heel for superior cushioning. And less you think there’s something sneakerish going on around here, a properly substantial leather outsole maintains dress shoe decorum.

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