Diana & Kyle | Chicago Engagement Photography

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Diana & Kyle are a fascinating combination of sexy and sporty, comfy and haute. They met playing flag football in Chicago and are generally up for all things sporting but they also love luxe details and places which explains why they’ll be tying the knot this year at Milwaukee’s Villa Terrace, an Italianate house museum perched on the bluff above Lake Michigan with views to all things blue. For their engagement session we explored their city – a city they’ve adopted together as both are transplants from places far and wide – and made the most of a cool Chicago fall day. From the river to the El we caught the spirit of the city and we ended at a tiny grotto of a wine bar where they had the place to themselves to enjoy a bit of vino.