Before buying my Prada, I was so hesitant for that fact that nothing would match. I am so relieved how easy it is to pair with outfits. I am still loving black and white and all things bold in color. I am thinking the next time I visit The Sagamore I am coming back like everyone else yacht club/ Vinyard Vines prep, with a cute new Dooney & Bourke bag as well. This year I am glad I was bold!