You May Like
Tuckernuck Dress Womens XL Green Seamed Shift Holiday Christmas Preppy
$129.97
View Details
Vineyard Vines Seersucker Shift Dress Womens 6 Blue Striped Embroidered Preppy
$32.10
View Details
J. Crew Shift Dress Womens Size XS Black 100% Wool Ruffle Sleeve Preppy Classic
$24.48
View Details
Persifor Dress Women Medium Shift Blue White Geometric Golf Stretch Preppy USA
$34.76
View Details
J Crew Hawaiian Tropical Preppy Tie-Neck Mini Shift Dress bright orange & pink 4
$40.00
View Details
Loft Shift Dress Women XL Petite Navy Blue Striped Sheer Long Sleeve Preppy
$25.99
View Details
Brooks Brothers Shift Dress Navy Blue White Size 6 Preppy Office Nautical
$19.95
View Details
Vintage Casual Corner Chain Shift Dress Black Button Gold Preppy 10 M/L
$15.00
View Details
J. Crew Dress Women’s 12 Blue Plaid Short Sleeve Shift Dress Preppy With Pockets
$19.95
View Details
Pappagallo Tropical Floral Print Shift Dress Size Small, Colorful, Preppy
$26.99
View Details
Crown & Ivy Linen Blend Shift Dress Womens M Blue Gingham Tassel Preppy Beach
$19.77
View Details
Vineyard Vines Casual Blue Ruffle Sleeve Shift Dress Size Medium Coastal Preppy
$24.99
View Details
London Times Dress Preppy Shift Dress Size 10 Pink Blue Orange Sleeveless NWT
$29.00
View Details
Madewell Dress Womens Medium Blue Denim Windowpane Mini Layered Preppy
$39.97
View Details
Jude Connally Dress Women Large Orange Pink Paisley Preppy Casual Stretch Shift
$39.90
View Details
SOUTHERN TIDE Shift Dress Sz 8 Bermuda Teal Seersucker Plaid NWT
$40.00
View Details
Spanx Perfect Shift Dress Classic Black Size Medium Stretch Pocket Office Preppy
$39.00
View Details
TUCKERNUCK Francoise Mod Mini Dress XXL Black 3/4 Sleeve Classy Classic Preppy
$124.88
View Details
Crown & Ivy Pink Eyelet One Shoulder Shift Dress size 6 Preppy Cotton Lined Core
$9.99
View Details
Free Assembly Women's Sz M Shift Dress Navy Blue Stretch Pockets Preppy Mini
$12.88
View Details
J. Jill Shift Dress Womens XL Loganberry Purple Pullover Preppy Wear Ever NWT
$39.99
View Details
Vineyard Vines Women’s XL Margo Seersucker Casual Shift Dress Pockets
$39.95
View Details
CeCe Collared 3/4 Sleeve Retro Short Preppy Shift Dress Black And White Size 6
$14.95
View Details
346 Brooks Bro Sleeveless Shift Dress Madras Pastel Plaid Patchwork Size 10
$29.00
View Details
Tommy Bahama Beige Two Palms Shift Dress Ruffle V-Neck 100% Linen A-Line Size S
$30.00
View Details
J Crew Plaid Babydoll Midi Dress S Cottagecore Colorful Preppy Ruffled
$49.97
View Details
Zara Plaid Tartan Shift Dress Large, Preppy , Short Sleeves, Red/White Pocket!
$24.99
View Details
Vineyard Vines Performance Collar Dress sz Medium Stripes Nautical
$35.00
View Details
LL Bean Shift Dress Multicolor Plaid Sleeveless Cotton Sun Dress Size 12
$20.00
View Details
Lauren Ralph Lauren Dress Womens 4 Floral Preppy Classic Garden Beachy Travel
$20.99
View Details
Talbots Shift Dress Womens Size 12 Gingham Ruffle Neck Sleeveless Preppy Casual
$14.02
View Details
J. Crew Pink Green Multi-Color Paisley Shift Dress Size 2 Printed Cotton Preppy
$18.99
View Details
J. Crew Chambray Shift Dress 100% Cotton V-Neck 3/4 Ruffle Tie-Sleeve Women's 6
$16.00
View Details
Crown & Ivy Shift Dress Womens M Pink Blue 3/4 Sleeve Stretch Career Preppy
$29.99
View Details
J. Crew Dress Womens Size XS Gray Knit Shift Long Sleeve Stretch Casual
$17.00
View Details
RALPH LAUREN Dress Womens Small Gray Shift Dress Equestrian Logo Preppy Casual
$29.99
View Details
Kate Spade Dress Womens 0 Blue White Striped Button Pleated Classic Chic Preppy
$36.88
View Details
TALBOTS Preppy shift dress brunch dress in pink blue green size 14
$34.72
View Details
NWT Draper James Chambray Ruffle Shift Dress Women’s Sz 10 Dark Wash Blue $115
$27.99
View Details
Vineyard Vines Greenwich Plaid Shift Dress Flutter Sleeve Preppy Women’s Sz 12
$60.00
View Details
J. Crew Factory Green Black Plaid Wool Blend Sleeveless Shift Dress Size 12
$22.50
View Details
NWOT TALBOTS Women's Effortless Jersey Shift Dress Navy White Size M Preppy Geo
$17.24
View Details
Very Vineyard Dress Women Medium Stretch Preppy Martha’s Vineyard Edgartown Shop
$28.35
View Details
Banana Republic Linen Shift Dress Womens Size 6 Green Preppy Knee Length
$25.59
View Details
Talbots Red Blue Novelty Anchor Nautical Sleeveless Shift Dress Ruffle Neck Sz 6
$28.99
View Details
BFA Classics SZ XLP Button Front Sleeveless Shift Dress Preppy Floral Rayon
$24.99
View Details
Boden Jersey Round Neck Dark Purple Bird Novelty Print Twee Preppy Dress 4L
$26.99
View Details
NWT Talbots tartan plaid ruffle split neck shift dress preppy chic
$39.96
View Details
Lands' End Shift Dress Women's XL Red Floral Print Cotton Knit Casual Preppy
$19.77
View Details
Banana Republic Velvet Shift Dress Women's 4 Preppy Navy Blue Party Cocktail
$17.50
View Details
New Size 2 Vineyard Vines Allover Palm Cisco Swing Dress Black White 100% Linen
$24.00
View Details
Zara Ruffle Poplin Shift Dress Blue S cottagecore preppy summer Chest V Back
$37.00
View Details
Crown & Ivy Light Blue Long Sleeve Eyelet Lace Preppy Midi Length Shift Dress 2X
$33.79
View Details
Gap Dress Women Medium Tall Black Shift Sweater Cut Out Career Party Preppy NEW
$10.00
View Details
Anthropologie Hutch Twofer Preppy Black & Plaid Knee Length Dress sz 3X Preppy
$84.90
View Details
Lilly Pulitzer Mila Shift Dress Raz Berry Lobsters In Love Size 4
$50.00
View Details
Cynthia Rowley cotton seersucker anchor preppy marine shift dress sz 8 beach
$15.00
View Details
Vineyard Vines Shift Seersucker Embroidered Dress Size L Blue Pinstripe Cotton
$35.95
View Details
Gretchen Scott Womens Dress Medium Green Geometric Print 3/4 Sleeve Shift Preppy
$33.00
View Details
Boho Layered mock neck magenta shift dress Bow on back POCKETS preppy
$14.00
View Details
Pappagallo Victoria Preppy Abstract Print 3/4 Sleeve Shift Dress size small
$20.99
View Details
AURA New Womens Medium Gingham Shift Mini Dress Preppy Feminine Cottagecore
$20.00
View Details
Lilly Pulitzer Stephanie Shift Dress In Flower Beezness Size 14 Coastal Preppy
$61.00
View Details
VINEYARD VINES Dress Women's Size Small Pink Harbor Vineyard Performance Tunic
$21.99
View Details
Talbots Womens Shift Dress 16W Ivory Floral Bright Modest Preppy Brunch Church
$22.49
View Details
Vineyard Vines Dress Womens Medium blue shift preppy beach
$11.99
View Details
J, Crew Shift Dress Women's 6 Blue Pink Geometric Colorful Preppy Modest Career
$22.99
View Details
J. Crew Shift Dress Womens Size 8 Blue Cotton Sleeveless Lined Pockets
$22.99
View Details
New Look Preppy Tartan Check Plaid Short Sleeve Shift Dress Womens SZ 10 Petite
$14.99
View Details
Toddler Girl's Vineyard Vines Blue/Pink Sailboat Preppy Shift Dress Size 4T
$24.00
View Details
Maurices Women Beach Nautical Preppy Linen Blend Belted Collared Shift Dress XL
$20.00
View Details
Banana Republic Retro Shift Dress Womens 8 Blue Green 3/4 Sleeves Preppy NWT
$34.88
View Details
Ann Taylor LOFT Gray Tweed Shift Dress Sleeveless Stretch Fringe Small Petite SP
$16.99
View Details
Lands' End Shift Dress Women's Plus 3X Blue Paisley Cotton Knit Preppy V-Neck
$22.47
View Details
Crown & Ivy Size XL Shift Dress Greek Key Printed Navy Blue 3/4 Slv Preppy NWT
$29.99
View Details
Vtg Eddie Bauer Petite Medium Button Up Linen Shift Dress Coastal Granny Preppy
$24.99
View Details
Kensie Shift Dress Womens 2 Navy Blue Linen Sleeveless Preppy Summer Knee Length
$15.00
View Details
J.Crew Blue Chambray V-neck Tie Sleeve Shift Shirt Dress Ruffle Bow Denim sz 4
$21.75
View Details
Women's Lilly Pulitzer Peel & Eat Flamingo Shift Dress Size 10 Preppy Bows
$38.88
View Details
Chicos Size 1.5 10 M Dress Blue Stripe Shift Ruffle Long Sleeve Lined Preppy
$24.99
View Details
Derek Lam 10 Crosby Kasha Shift Dress Size 6 Floral Print Cotton Blend Preppy
$113.00
View Details
Talbots Petites Shift Dress Women's SP Blue Stripe Preppy Summer Casual Knit
$21.35
View Details
J Crew Preppy Blue Check Plaid Shift Dress w Pockets Ponte Knit Short Sleeve 8
$26.25
View Details
Vineyard Vines Dress Sz 12 Nantucket Tartan Flutter Collar Sleeveless Red
$36.71
View Details
Southern Tide Audrey Dress Preppy Coastal Chevron Ikat Textured Cotton NWT 10
$38.00
View Details
Retro Jumper Dress Womens Large Red Plaid Wool Blend Sleeveless Coastal Preppy
$23.98
View Details
Cabana Life Preppy Palm Shift Dress Pink Green Size Medium
$36.00
View Details
Mudpie Shift Dress Women's S Blue White Ikat Geometric Print Preppy Ruffle
$12.80
View Details
J.Crew Women's Button Front Navy Linen Sleeveless Casual Mini Shift Dress Size M
$35.00
View Details
Hinson Wu Dress Womens Medium Blue White Striped Cindy Elbow Shirt Dress Preppy
$84.97
View Details
Draper James Dress Chambray Ruffle Shift Dress Blue Denim Bell Sleeves Size 6
$27.99
View Details
J.CREW Red Tartan Plaid Shirt Dress Sash Tie Waist Belted Blue White Sz 4 #AG887
$47.49
View Details
Vineyard Vines Women’s Sleeveless Coral Sankaty Lucaya Dress Crystal Blue - XL
$30.00
View Details
Tucker Dress Women XS Yellow Purple Silk Geometric Button Front Tie. Waist Midi
$30.59
View Details
LOFT Shirtdress XS Chambray Button Up Shift Tiered Long Sleeve Linen Blend Blue
$34.99
View Details
Adam Lippes Lagenlook Shift Dress 8 Neutral Puff Sleeve Minimalist Preppy Casual
$24.97
View Details
Lilly Pulitzer Target Womens Shift Dress Size 8 Blue Upstream Fish Preppy
$29.99
View Details
Talbots Embroidered Shift Dress Womens 1X Navy Blue Cotton Preppy Resort Travel
$38.88
View Details
REBECCA TAYLOR NEW Preppy Tweed Ruffle Panel Sleeveless Shift Dress 6
$289.98
View Details
LAFAYETTE 148 Belted Shift Dress Blue Striped Nautical Preppy Knee Length XS
$54.99
View Details