Cole Haan “Hudson II” Leather Messenger Bag
Everyone says that, in relationships, it’s best not to try to change your man (or woman). But when it comes to his fashion sense? A little nudge never hurts, especially regarding his work wardrobe. The fastest route to a look that says professional without being professorial is a clean-lined crossbody bag in luxe leather. He’ll carry everything from his laptop to his most sacred files – and himself – with a whole new kind of confidence. And he’ll have you to thank for it.

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