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ALESSANDRA IS WEARING: Dress and pearl necklace ensemble, $35, rental only; gloves, $18; shoes, $45. All items available at Nitty Gritty, 502.583.3377. Ring, $15; purse, $30; Hat, $15, Booth #777, all available at Fleur de Flea Vintage Urban Market

ACCESSORIES: Art Deco sideboard, $969, Mirror tray, $15, Table lamp w/repro shade, $225, Framed French print, $20, Floral vase, $150 pair. All from booth #329, Architectural Salvage. Vintage cut glass decorator, $42, and four crystal brandy glasses, $30, from booth #928. Vintage white hat, $30, Afterthoughts Designer Resale Apparel, booth #99. All booths at Fleur de Flea Vintage Urban Market.

PHOTO SHOOT DETAILS: Location at the Fleur de Flea Vintage Urban Market. Fashion Styling by Tiffany White, with help from Clematis Wallace and Heather Gifford. Set Styling by Jill Cobb, Jillian Jones, Tami Patterson. Hair by Krista Nenni, J. Estell Salon. Makeup by Stephani Jones, Z Salon & Spa. All photos by Melissa Donald.

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The Kentucky Derby has been running for 146 years — 14 fashion-filled decades. We’re hitting some highlights of the past — and giving you inspiration on how to add a nostalgic vibe to your Derby look.

DECADE: The ’20s — Minimal layers became the new standard; clothing became looser and shorter.

HER STYLE: “My Derby outfit usually involves an A-line dress with either floral patterns or polka dots, complemented with a bold fascinator. For Derby, and all special occasions, I always use my grandmother’s vintage jewelry, including her gold leopard bracelet and amethyst ring.” Alessandra Brown, finance analyst, GE Appliances

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LANDI LOU IS WEARING: Dress, $85, from Heather Gifford of Reflections Vintage; hat from Sustainable Vintage, $45 and brooch, $15; Corday handbag, $45, 502.451.8652, Clematis Wallace at Fleur de Flea Vintage Urban Market. Earrings not for sale.

ACCESSORIES: Pepsi & Mt Dew bottles, $3, Booth #808, Vintage green box, $18, Booth #407, White purse, $40, and black purse $35, available soon w/Angie Watts, Stay Lex vintage & 1 lash Vintage camera, $30 Booth #044, Yellow sweater, $15, Booth #6. All booths at Fleur de Flea Vintage Urban Market.

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DECADE: The ’50s — Unpadded, rounded shoulders, shapely bust lines, closely-defined waistlines, and full, billowy skirts.

HER STYLE: “While I have never been to the Derby, I do attend many of the Derby Festival events. This year I’m planning on wearing my ‘50s reproduction denim jeans to the Balloon Glow for a casual retro look.” — Landi Lou, professional 1950s pinup model

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DALILI IS WEARING: Dress, $50, Angie Watts available at Fleur de Flea Vintage Urban Market; Earrings, $50, available at Fleur de Flea Vintage Urban Market; Hat by Derby Revival, $285, available at Revelry Boutique Gallery; Lucite Bracelet, $25, Sustainable Vintage and available at Fleur de Flea Vintage Urban Market. 

TARIQ IS WEARING: Pants, $40, Clematis Wallace available at Fleur de Flea Vintage Urban Market; Shirt $30; fedora $150; blazer $52, Worn & Company and available at Fleur de Flea Vintage Urban Market.

ACCESSORIES: Rea Harry Bertoia Diamond chairs by Knoll, $300ea or $500/pair, Murano glass swan, $22, Mid-century tall lamp with shade, $85, Danish end tables, $200, guitar, $125, birds on a wire metal art, $10, Floral clock from United clock Co., $50, Hanging light, $60, MC Escher lithograph print sun & moon tessellation, $125. All from booth #1980, at The Fleur de Flea Vintage Urban Market.

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DECADE: The ’60s — A-line mini skirts, contrast collar shift dresses, textured tights, low heel flats and tall boots, swing coats, and floppy hats.

HER STYLE: “I love vintage accessories, handbags, and jewelry. I try flea markets to see if I can find a diamond in the rough, but I’ve raided my mom’s jewelry box many times to find a special piece to make me pop.” — Dalili Duvall, UM administrative coordinator, Humana

HIS STYLE: “Fashion is my passion. However, this was my first time ever wearing anything vintage. It was humorous in the beginning, until I started to put the outfit together and it went from funny to fabulous. I actually went from laughing at myself to owning it.” — Tariq Shabazz, UAW Local 862 District committeeperson at Ford Motor Company Kentucky Truck Plant

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MICHELLE (left) IS WEARING: Dress, $150 from Clematis Wallace and available at Fleur de Flea Vintage Urban Market; Platform shoe, $250 from Caesar and available at Fleur de Flea Vintage Urban Market; Hat, Frank Olive Hats by Gabriel Amar, $450, available at Von Maur, Oxmoor Center.

ALLISON (right) IS WEARING: Dress, $85 from Reflections Vintage and available at Fleur de Flea Vintage Urban Market. Necklace, $12 from Clematis Wallace and available at Fleur de Flea Vintage Urban Market; Hat, Jen’s Derby Hats, $139, available at Polkadotted Pineapple Boutique, 536 Main St., Shelbyville.

ACCESSORIES: All from Kevin’s Records, Booth #298, at the Fleur de Flea Vintage Urban Market.

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DECADE: The ’70s — Bell bottom pants, frayed jeans, mini skirts, maxi dresses, Tie dye, peasant blouses, and ponchos.

HER STYLE (left) : “I pick my outfit based on my mood and energy, and try to incorporate the colors and emblems of each event. — Michelle Ramsey, physical therapist, Ramsey PT, LLC

HER STYLE (right) : “I usually base my Derby look around my hat or fascinator. Last year I wore a black and white polka dot jumpsuit and added a pop of color with a red fascinator.” — Allison Cook, assistant director of Brand Marketing and Licensing, University of Louisville Athletics

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LUNA IS WEARING: Dress w/belt $24, earrings, $5 and bangles, $4/each. All from Nitty Gritty, (502) 583.3377. Hat, Attitudes by Angie, $900, available at Rodeo Drive.

Accessories: Table w/four chairs, $350, Booth #3, Handkerchief Vase (Red & yellow vase), $145, pottery lamps $70, C.B. wood platter, $26, Horse head planter, $30, Bamboo coffee table/magazine rack, $45, All from Booth #1006, Ribbons Painting, $225, Booth #403, River City Retro blue cups set of 3, $13, Booth #1967, Chrome display, $89, #006, The Police, $9. Rolling Stones, $17, Booth #298, Kevin’s Records; all at the Fleur de Flea Vintage Urban Market.

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DECADE: The ’80s — Bell bottom pants, frayed jeans, mini skirts, maxi dresses, Tie dye, peasant blouses, and ponchos.

HER STYLE: “There are many ways to put a Derby outfit together. I start with the dress. The dress is the main canvas of the look and the hat is the final touch. I’d love to incorporate a vintage hat with a modern Derby fashion look. — Luna Bae, NOC technician at Spectrum

P.S. Into the vintage look? Check these out.

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