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        Women's Top Preppy Dresses

        Dolce Cabo Soft Faux Suede Dress - Creme Dolce Cabo Soft Faux Suede Dress - Creme
        Dolce Cabo Soft Faux Suede Dress - Creme Dolce Cabo
        $138.00
        Jude Connally Maggie Dress - Speckled Cheetah Jude Connally Maggie Dress - Speckled Cheetah
        Jude Connally Maggie Dress - Speckled Cheetah Jude Connally
        $258.00
        Front view of Jude Connally Finley Dress in Black Front view of Jude Connally Finley Dress in Black
        Jude Connally Finley Dress - Black Jude Connally
        $208.00
        Jude Connally Anna Dress - Black/Saddle Jude Connally Anna Dress - Black/Saddle
        Jude Connally Anna Dress - Black/Saddle Jude Connally
        $258.00
        Full body view of model in the London Times Eloise Dress Full body view of model in the London Times Eloise Dress
        London Times Eloise Dress London Times
        $138.00
        Model on couch in the Jude Connally Maggie Dress - Paisley Amore Black Model on couch in the Jude Connally Maggie Dress - Paisley Amore Black
        Jude Connally Maggie Dress - Paisley Amore Black Jude Connally
        $258.00
        Model in courtyard wearing Gretchen Scott Fiesta Time Dress in White/Gold Model in courtyard wearing Gretchen Scott Fiesta Time Dress in White/Gold
        Gretchen Scott Fiesta Time Dress - White/Gold Gretchen Scott
        $199.00
        Chatham Eyelet Midi Dress Chatham Eyelet Midi Dress
        Chatham Eyelet Midi Dress THE LUCKY KNOT
        $89.00
        Model on boat wearing Gretchen Scott Fiesta Time Dress in White/Periwinkle Model on boat wearing Gretchen Scott Fiesta Time Dress in White/Periwinkle
        Gretchen Scott Fiesta Time Dress - White/Peri Gretchen Scott
        $199.00
        Bella Tu Milos Maxi Dress - Blue Bella Tu Milos Maxi Dress - Blue
        Bella Tu Milos Maxi Dress - Blue Bella Tu
        $218.00
        Front view of the model in the Cabana Life Amalfi Coast Sleeveless Tunic Dress Front view of the model in the Cabana Life Amalfi Coast Sleeveless Tunic Dress
        Cabana Life Amalfi Coast Sleeveless Tunic Dress Cabana Life
        $118.00
        Bella Tu Amalfi Dress - Blue Bella Tu Amalfi Dress - Blue
        Bella Tu Amalfi Dress - Blue Bella Tu
        $249.00
        Patty Kim Elizabeth Dress - Peri Rococo Patty Kim Elizabeth Dress - Peri Rococo
        Patty Kim Elizabeth Dress - Peri Rococo Patty Kim
        $229.00
        Patty Kim Marni Maxi Dress - Peri Rococo Patty Kim Marni Maxi Dress - Peri Rococo
        Patty Kim Marni Maxi Dress - Peri Rococo Patty Kim
        $239.00
        Bella Tu Cefalu Maxi Dress - Ikat Turquoise Bella Tu Cefalu Maxi Dress - Ikat Turquoise
        Bella Tu Cefalu Maxi Dress - Ikat Turquoise Bella Tu
        $245.00
        Front view of the Cabana Life San Sebastian Sleeveless Tunic Dress Front view of the Cabana Life San Sebastian Sleeveless Tunic Dress
        Cabana Life San Sebastian Sleeveless Tunic Dress Cabana Life
        $122.00
        Bella Tu St. Tropez Dress - Ikat Turquoise Bella Tu St. Tropez Dress - Ikat Turquoise
        Bella Tu St. Tropez Dress - Ikat Turquoise Bella Tu
        $229.00
        Front view of a smiling brunette model in the Jude Connally Ginger Dress - Birds And Butterflies White Front view of a smiling brunette model in the Jude Connally Ginger Dress - Birds And Butterflies White
        Jude Connally Ginger Dress - Birds And Butterflies White Jude Connally
        $208.00
        Jude Connally Kristen Maxi Dress - Enchanted Sea Aqua Jude Connally Kristen Maxi Dress - Enchanted Sea Aqua
        Jude Connally Kristen Maxi Dress - Enchanted Sea Aqua Jude Connally
        $228.00
        Jude Connally Larissa Dress - Blooming Tile Aqua Jude Connally Larissa Dress - Blooming Tile Aqua
        Jude Connally Larissa Dress - Blooming Tile Aqua Jude Connally
        $188.00
        Outdoor model standing in front of a wooden table covered in flowers in the Jude Connally Beth Dress - Trellis Trio Aqua Outdoor model standing in front of a wooden table covered in flowers in the Jude Connally Beth Dress - Trellis Trio Aqua
        Jude Connally Beth Dress - Trellis Trio Aqua Jude Connally
        $188.00
        Smiling model in the Cabana Life Amalfi Coast Long Sleeve Tunic Dress Smiling model in the Cabana Life Amalfi Coast Long Sleeve Tunic Dress
        Cabana Life Amalfi Coast Long Sleeve Tunic Dress Cabana Life
        $126.00
        Gretchen Scott Lobster Soup Dress - Navy Gretchen Scott Lobster Soup Dress - Navy
        Gretchen Scott Lobster Soup Dress - Navy Gretchen Scott
        $189.00
        A smiling model outside with flowers in the background in the Jude Connally Tierney Dress - Painted Tile Aqua A smiling model outside with flowers in the background in the Jude Connally Tierney Dress - Painted Tile Aqua
        Jude Connally Tierney Dress - Painted Tile Aqua Jude Connally
        $248.00
        Cabana Life Lake Como Cabana Shift Dress Cabana Life Lake Como Cabana Shift Dress
        Cabana Life Lake Como Cabana Shift Dress Cabana Life
        $128.00
        Model in a marina wearing the Islapayal Amalfi Maxi Dress - Hellenic Tiffany Model in a marina wearing the Islapayal Amalfi Maxi Dress - Hellenic Tiffany
        Islapayal Amalfi Maxi Dress - Hellenic Tiffany IslaPayal
        $218.00
        Outdoor model in the Jude Connally Emerson Dress - Birds And Butterflies White Outdoor model in the Jude Connally Emerson Dress - Birds And Butterflies White
        Jude Connally Emerson Dress - Birds And Butterflies White Jude Connally
        $238.00
        Outdoor model in sunglasses in the Jude Connally Kristen Dress - Painted Tile Aqua Outdoor model in sunglasses in the Jude Connally Kristen Dress - Painted Tile Aqua
        Jude Connally Kristen Dress - Painted Tile Aqua Jude Connally
        $198.00
        Smiling model outside in front of a char, side table, and umbrella, twirling in the Jude Connally Libby Dress - Enchanted Sea Aqua Smiling model outside in front of a char, side table, and umbrella, twirling in the Jude Connally Libby Dress - Enchanted Sea Aqua
        Jude Connally Libby Dress - Enchanted Sea Aqua Jude Connally
        $228.00
        Smiling model in sunglasses wearing the Jude Connally Megan Dress - Painted Tile Aqua with sunglasses and gold bracelets Smiling model in sunglasses wearing the Jude Connally Megan Dress - Painted Tile Aqua with sunglasses and gold bracelets
        Jude Connally Megan Dress - Painted Tile Aqua Jude Connally
        $218.00
        Outdoor model in the Jude Connally Susanna Dress - Trellis Trio Aqua Outdoor model in the Jude Connally Susanna Dress - Trellis Trio Aqua
        Jude Connally Susanna Dress - Trellis Trio Aqua Jude Connally
        $218.00
        Brunette woman with grass and sea behind her holds her hair in braid wearing blue and white geometric print 3/4 sleeve v-neck dress with contrast lobster print on sleeves and sunglasses Brunette woman with grass and sea behind her holds her hair in braid wearing blue and white geometric print 3/4 sleeve v-neck dress with contrast lobster print on sleeves and sunglasses
        Gretchen Scott Lobster Soup Dress - Turquoise Gretchen Scott
        $189.00
        Outdoor model in the Kennedy Tweed Dress in Ice Blue Outdoor model in the Kennedy Tweed Dress in Ice Blue
        Kennedy Tweed Dress in Ice Blue Voy
        $78.00
        Patty Kim Elizabeth Dress - Veneto Blue Patty Kim Elizabeth Dress - Veneto Blue
        Patty Kim Elizabeth Dress - Veneto Blue Patty Kim
        $229.00
        Dizzy Lizzie Montauk Ikat Palm Midi Dress - Blue Dizzy Lizzie Montauk Ikat Palm Midi Dress - Blue
        Dizzy Lizzie Montauk Ikat Palm Midi Dress - Blue Dizzy Lizzie
        $212.00
        Dizzy Lizzie Montauk Ikat Midi Dress - Blue Dizzy Lizzie Montauk Ikat Midi Dress - Blue
        Dizzy Lizzie Montauk Ikat Midi Dress - Blue Dizzy Lizzie
        $212.00
        Patty Kim Elizabeth Dress - Blue/White Stripe Patty Kim Elizabeth Dress - Blue/White Stripe
        Patty Kim Elizabeth Dress - Blue/White Stripe Patty Kim
        $224.00
        Patty Kim Essential Dress - Blue Peacock Patty Kim Essential Dress - Blue Peacock
        Patty Kim Essential Dress - Blue Peacock Patty Kim
        $229.00
        Cape May Eyelet Midi Dress Cape May Eyelet Midi Dress
        Cape May Eyelet Midi Dress The Lucky Knot
        $89.00
        J. Marie Delayney Ruffle Strap Midi Dress J. Marie Delayney Ruffle Strap Midi Dress
        J. Marie Delayney Ruffle Strap Midi Dress J. Marie
        $168.00
        Smiling model in a blue and white maxi dress with a tie around the waist and ruffle sleeves Smiling model in a blue and white maxi dress with a tie around the waist and ruffle sleeves
        J. Marie Janey Button Up Midi Dress - Blue/White J. Marie
        $188.00
        Savannah Blue Floral Maxi Dress Savannah Blue Floral Maxi Dress
        Savannah Blue Floral Maxi Dress Mable
        $128.00
        Dizzy Lizzie Palm Desert Midi Dress - Navy/White Dizzy Lizzie Palm Desert Midi Dress - Navy/White
        Dizzy Lizzie Palm Desert Midi Dress - Navy/White Dizzy Lizzie
        $198.00
        Dizzy Lizzie Montauk Falling Flower Midi Dress - Blue Dizzy Lizzie Montauk Falling Flower Midi Dress - Blue
        Dizzy Lizzie Montauk Falling Flower Midi Dress - Blue Dizzy Lizzie
        $212.00
        Front view of a smiling model in the Jude Connally Emerson Dress - Lattice Ropes Navy Front view of a smiling model in the Jude Connally Emerson Dress - Lattice Ropes Navy
        Jude Connally Ginger Dress - Lattice Ropes Navy Jude Connally
        $208.00
        Laughing model sitting on a dock in the Jude Connally Bailey Dress - Lattice Ropes Navy Laughing model sitting on a dock in the Jude Connally Bailey Dress - Lattice Ropes Navy
        Jude Connally Bailey Dress - Lattice Ropes Navy Jude Connally
        $198.00
        Front view of a smiling model in the Jude Connally Emerson Dress - Lattice Ropes Navy Front view of a smiling model in the Jude Connally Emerson Dress - Lattice Ropes Navy
        Jude Connally Emerson Dress - Lattice Ropes Navy Jude Connally
        $238.00
        Front view of the Jude Connelly Megan dress in trellis trio Front view of the Jude Connelly Megan dress in trellis trio
        Jude Connally Megan Dress - Trellis Trio Aqua Jude Connally
        $218.00