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Each trip I take to Palm Beach, I stock up on secondhand preppy essentials at
Fiore Menswear, a store near Sunset Avenue in a section of the island devoted to thrifting and designer consignment shops. It's chock full of finds, including Loro Piana cashmere outerwear, vintage Hermès ties, shirts from Turnbull, and the like (all at quite reasonable prices). My favorite, though, is the extensive selection of vintage Lilly - they've literally plastered the walls with it. This trip I returned with two pairs of "go-to-hell" pants (a la Tom Wolfe): a blue and white cotton batik-esque print (left), and the very loud ostrich print ones on the right in, gasp, polyester. Some alterations were needed to take these pants into this century - removing the flared leg and taking in the waist and seat - but the finished product will be 100% unique, pants not likely to be seen on anyone else from Bar Harbor to Winter Park (not in this print, anyway). Pictures of the final product to come once the tailor is done with them.
N.B. - There is not a "go-to-hell" shirt. Save the Hawaiian short sleeve numbers for the fanny pack toting tourist masses.