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J. Crew Size 4 Navy Blue Dress Collared Shortsleeve Tie-Waist Mini Preppy NWT
J. Crew Size 4 Navy Blue Dress Collared Shortsleeve Tie-Waist Mini Preppy NWT

$34.00

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NWT Women's Vineyard Vines Striped V- Neck Smocked Flutter Sleeve Dress, Medium
NWT Women's Vineyard Vines Striped V- Neck Smocked Flutter Sleeve Dress, Medium

$110.00

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NWT Gap Plaid Faux-Wrap Ruffle Hem Dress Navy Blue Preppy Size XL
NWT Gap Plaid Faux-Wrap Ruffle Hem Dress Navy Blue Preppy Size XL

$36.00

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NWT Nine West Jean Dress Womens M Blue 100% Cotton Pockets Soft Denim Brentwood
NWT Nine West Jean Dress Womens M Blue 100% Cotton Pockets Soft Denim Brentwood

$16.95

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NWT Donna Karan Size 4 Black Red Floral Embroidered Sheath Dress Retro Preppy
NWT Donna Karan Size 4 Black Red Floral Embroidered Sheath Dress Retro Preppy

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Lilly Pulitzer Gavyn Henley Dress XS Pineapple Shake Dress New
Lilly Pulitzer Gavyn Henley Dress XS Pineapple Shake Dress New

$50.00

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Women's Vineyard Vines White Tie Front Linen Dress - Size 2
Women's Vineyard Vines White Tie Front Linen Dress - Size 2

$26.99

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NEW Pink Black Preppy Stripe Cutout Shoulder Mini Casual Dress 505
NEW Pink Black Preppy Stripe Cutout Shoulder Mini Casual Dress 505

$20.00

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Vintage Chevron Dovani of Dallas Dress Size 14 Secretary Belt Academia Preppy
Vintage Chevron Dovani of Dallas Dress Size 14 Secretary Belt Academia Preppy

$45.00

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Pretty Garden Woman L Striped Belted Dress Casual Nautical Beach Office Preppy
Pretty Garden Woman L Striped Belted Dress Casual Nautical Beach Office Preppy

$20.00

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MM. Lafleur New York Long Sleeve Button Down Shirt Blouse in Yellow SZ 6 preppy
MM. Lafleur New York Long Sleeve Button Down Shirt Blouse in Yellow SZ 6 preppy

$45.00

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J Crew Size 24 Womens Button-Down Black Blouse Collared Dress Shirt Slim Fit
J Crew Size 24 Womens Button-Down Black Blouse Collared Dress Shirt Slim Fit

$29.95

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LAUREN RALPH LAUREN Red Belted Cotton Voile Preppy Dress NWT Women's Size 4
LAUREN RALPH LAUREN Red Belted Cotton Voile Preppy Dress NWT Women's Size 4

$90.00

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Kensie Black Dress Stretch Midi Preppy Ruffles Floral Strappy Womens Size 6 Zip
Kensie Black Dress Stretch Midi Preppy Ruffles Floral Strappy Womens Size 6 Zip

$24.00

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Melrose Midi Dress Womens 10 Blue Gingham Eyelet Classic Preppy Cottagecore
Melrose Midi Dress Womens 10 Blue Gingham Eyelet Classic Preppy Cottagecore

$30.99

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Banana Republic Womens Dress Preppy Navy 2 Easy Luxe Lace Sleeveless Midi
Banana Republic Womens Dress Preppy Navy 2 Easy Luxe Lace Sleeveless Midi

$23.09

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NEW Burgundy White Preppy Stripe Casual Flattering Mini Dress 505
NEW Burgundy White Preppy Stripe Casual Flattering Mini Dress 505

$20.00

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Boden Sleeveless Jersey Ottoman Dress Preppy Career Sheath Womens 14R NWT
Boden Sleeveless Jersey Ottoman Dress Preppy Career Sheath Womens 14R NWT

$45.00

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Preppy office siren blue white pinstripe bodycon dressSize 8Brand is Jones new
Preppy office siren blue white pinstripe bodycon dressSize 8Brand is Jones new

$20.25

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New York & Company Dress Pants Tan Mid-rise Wide Flared Leg Preppy Officewear 6
New York & Company Dress Pants Tan Mid-rise Wide Flared Leg Preppy Officewear 6

$11.90

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NWT Simply Southern Women's Preppy Crab Dress Pursuit of Preppiness Size S
NWT Simply Southern Women's Preppy Crab Dress Pursuit of Preppiness Size S

$19.99

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NWT C&C California Blue Gingham Halter Dress Medium Americana Coastal Preppy
NWT C&C California Blue Gingham Halter Dress Medium Americana Coastal Preppy

$40.00

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NWT The Clothing Company Orange Dress W/Peter Pan Collar Whimsical Feminine Sz M
NWT The Clothing Company Orange Dress W/Peter Pan Collar Whimsical Feminine Sz M

$17.00

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Jones New York Sheath Mini Dress Womens Size 6 Multicolor Paisley Classic Preppy
Jones New York Sheath Mini Dress Womens Size 6 Multicolor Paisley Classic Preppy

$23.96

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NEW Beige Black Preppy Stripe Cutout Shoulder Mini Casual Dress 505
NEW Beige Black Preppy Stripe Cutout Shoulder Mini Casual Dress 505

$20.00

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Preppy Dress dress size 2 pink
Preppy Dress dress size 2 pink

$50.00

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NWT J.crew Short Barn Jacket™ in plaid Size S Small Item CC957
NWT J.crew Short Barn Jacket™ in plaid Size S Small Item CC957

$129.99

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NWT Eliza J navy blue ruffle sleeveless dress womens 6 career preppy office work
NWT Eliza J navy blue ruffle sleeveless dress womens 6 career preppy office work

$49.95

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Venus Womens 6 Houndstooth Gingham Sleeveless Collared Dress Button Preppy
Venus Womens 6 Houndstooth Gingham Sleeveless Collared Dress Button Preppy

$24.99

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Fore Women Dress Size M White Midi Stretch Deep V-Neck A-Line Sleeveless Preppy
Fore Women Dress Size M White Midi Stretch Deep V-Neck A-Line Sleeveless Preppy

$18.91

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White Boho Dress Size Large White Sleeveless V Neck Knee Length Preppy Coastal
White Boho Dress Size Large White Sleeveless V Neck Knee Length Preppy Coastal

$15.00

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NEW Blu Pepper green white plaid preppy tie shirt dress large
NEW Blu Pepper green white plaid preppy tie shirt dress large

$30.00

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Madewell Cape Sleeve Mini Dress Womens 10 Black Classic Preppy Flowy NWT
Madewell Cape Sleeve Mini Dress Womens 10 Black Classic Preppy Flowy NWT

$58.88

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Tommy Hilfiger Dress Womens 10 Black & Pale Purple Floral Flutter Sleeve Preppy
Tommy Hilfiger Dress Womens 10 Black & Pale Purple Floral Flutter Sleeve Preppy

$24.99

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NEW Sexy Pink White Preppy Stripe Curve Hugging Mini Dress Casual 503
NEW Sexy Pink White Preppy Stripe Curve Hugging Mini Dress Casual 503

$20.00

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REISS Dress Womens 12 Melody Long Sleeves Knee Length Floral Preppy New
REISS Dress Womens 12 Melody Long Sleeves Knee Length Floral Preppy New

$43.99

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NWT WHBM Shirtwaist Shirt Dress Size 4 Black Sleeveless Belted Blouson Simple
NWT WHBM Shirtwaist Shirt Dress Size 4 Black Sleeveless Belted Blouson Simple

$31.45

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1990s NEW B Moss Cotton Stretch Preppy Pink & White Dress Size 12
1990s NEW B Moss Cotton Stretch Preppy Pink & White Dress Size 12

$13.00

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Anthropologie Paige Sweater Dress Women Carmen Carmel Preppy Stretch Sz XSP NWT
Anthropologie Paige Sweater Dress Women Carmen Carmel Preppy Stretch Sz XSP NWT

$168.00

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Fore Women Dress Size L White Midi Stretch Deep V-Neck A-Line Sleeveless Preppy
Fore Women Dress Size L White Midi Stretch Deep V-Neck A-Line Sleeveless Preppy

$18.91

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Simply Vera Wang A-Line Dress XS Rayon Linen Pleated Green Floral Tie Back NWT
Simply Vera Wang A-Line Dress XS Rayon Linen Pleated Green Floral Tie Back NWT

$17.99

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Polo Ralph Lauren Madras Tartan Pattern Plaid Ruffle Cottagecore Midi Dress 6
Polo Ralph Lauren Madras Tartan Pattern Plaid Ruffle Cottagecore Midi Dress 6

$115.00

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Crown Ivy Puff Sleeve Midi Dress Blue Pink White Button Front Collared Size S
Crown Ivy Puff Sleeve Midi Dress Blue Pink White Button Front Collared Size S

$24.99

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Talbots Dress Pants Womens 10 White Classic Side Zip Lined Smart Office Casual
Talbots Dress Pants Womens 10 White Classic Side Zip Lined Smart Office Casual

$22.99

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Lauren Ralph Lauren A-Line Dress Sz 8 Black White Cottagecore Preppy Teacher
Lauren Ralph Lauren A-Line Dress Sz 8 Black White Cottagecore Preppy Teacher

$44.88

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NWT Doncaster Button Up Shirt Women 18 White Cotton V Neck Career Office Preppy
NWT Doncaster Button Up Shirt Women 18 White Cotton V Neck Career Office Preppy

$24.97

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Solid & Striped Brand Navy and White Plaid Seersucker Dress Women's Size Medium
Solid & Striped Brand Navy and White Plaid Seersucker Dress Women's Size Medium

$38.99

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CECE Dress Womens Sz 10 Pink Floral Lace Crew Neck Short Sleeve Shift Preppy NEW
CECE Dress Womens Sz 10 Pink Floral Lace Crew Neck Short Sleeve Shift Preppy NEW

$32.37

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Maggy London Woman Floral Stretchy Sleeveless Dress Sz 20W ~NWT~
Maggy London Woman Floral Stretchy Sleeveless Dress Sz 20W ~NWT~

$30.00

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Vintage Betsey Johnson Pop Art Babe Girl in Dizzy Dots Dress Makeup Bag Handbag
Vintage Betsey Johnson Pop Art Babe Girl in Dizzy Dots Dress Makeup Bag Handbag

$64.99

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NWT Draper James Natalie Sweatshirt Dress Gingham L Navy Blue Preppy Casual Fall
NWT Draper James Natalie Sweatshirt Dress Gingham L Navy Blue Preppy Casual Fall

$32.77

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New Talbots Womens 10 Collared Belted Sash Cotton Dress Blush Pink Preppy
New Talbots Womens 10 Collared Belted Sash Cotton Dress Blush Pink Preppy

$42.49

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NWT! Bloomchic Women’s Size 10 Colorful Preppy Silky Ruffle Sleeve Top Shirt
NWT! Bloomchic Women’s Size 10 Colorful Preppy Silky Ruffle Sleeve Top Shirt

$18.00

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Jones New York Easy Care Blouse Size XL Cotton Blue 3/4 Sleeve Career Preppy
Jones New York Easy Care Blouse Size XL Cotton Blue 3/4 Sleeve Career Preppy

$12.99

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Women’s Duffield Lane Mackinac Dress Sailboat Size Medium NWT. Nautical, Preppy
Women’s Duffield Lane Mackinac Dress Sailboat Size Medium NWT. Nautical, Preppy

$50.00

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Womens Lauren Original Clothing Supply Plaid Pastel Rain Jacket Sz M NWOT
Womens Lauren Original Clothing Supply Plaid Pastel Rain Jacket Sz M NWOT

$29.99

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Cupcake Francescas Women Sweater Cotton Mock-Neck Pink Stripe Top Preppy S NWT
Cupcake Francescas Women Sweater Cotton Mock-Neck Pink Stripe Top Preppy S NWT

$26.00

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Loft Shirt MEDIUM White BUTTON UP BOXY FIT CLASSSIC PREPPY ACADEMIA POCKET
Loft Shirt MEDIUM White BUTTON UP BOXY FIT CLASSSIC PREPPY ACADEMIA POCKET

$24.16

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Madewell Denim Sleeveless Mini Dress Tile White Size 6 NWT
Madewell Denim Sleeveless Mini Dress Tile White Size 6 NWT

$48.75

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NEW London Times white eyelet cottagecore preppy floral coastal midi dress 10P
NEW London Times white eyelet cottagecore preppy floral coastal midi dress 10P

$35.00

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Alice + Olivia Dress Small Peach Gertie Silk Embellished Mini Wedding $500 NWT
Alice + Olivia Dress Small Peach Gertie Silk Embellished Mini Wedding $500 NWT

$200.00

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NWT Ann Taylor LOFT Shorts Womens 6 Original Khaki Chino Casual Dress Short
NWT Ann Taylor LOFT Shorts Womens 6 Original Khaki Chino Casual Dress Short

$15.49

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Greylin Dress Womens Medium Rose Knit Sweater Tunic School Girl Anthropologie
Greylin Dress Womens Medium Rose Knit Sweater Tunic School Girl Anthropologie

$35.99

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Indulge Pink Wine Floral Strech Tie Waist V-neck Ruffled Sleeves Midi Dress XL
Indulge Pink Wine Floral Strech Tie Waist V-neck Ruffled Sleeves Midi Dress XL

$13.00

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NWT J. CREW Factory Striped Button Shoulder Mini Dress Medium Coastal Preppy
NWT J. CREW Factory Striped Button Shoulder Mini Dress Medium Coastal Preppy

$65.00

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Loft NWT Small Navy Blue Striped Mixed Media V Neck Shift Dress Nautical Preppy
Loft NWT Small Navy Blue Striped Mixed Media V Neck Shift Dress Nautical Preppy

$28.00

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Sleeveless Beige Ava James Button Shoulder Dress SZ M Preppy Old Money NWT
Sleeveless Beige Ava James Button Shoulder Dress SZ M Preppy Old Money NWT

$19.99

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NWOT Trixie & Lulu Cotton Blue Stripe Casual Coverup Nautical Preppy Dress L
NWOT Trixie & Lulu Cotton Blue Stripe Casual Coverup Nautical Preppy Dress L

$9.81

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Homeyee Dress Womens 10 Gray Work Business Modest Classic Secretary Preppy
Homeyee Dress Womens 10 Gray Work Business Modest Classic Secretary Preppy

$11.64

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Talbots Blazer Womens Size 16 Navy Blue Corduroy 3-Button Cotton Jacket Preppy
Talbots Blazer Womens Size 16 Navy Blue Corduroy 3-Button Cotton Jacket Preppy

$29.99

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Betsey Johnson Black Sequin Clutch Wallet NWOT
Betsey Johnson Black Sequin Clutch Wallet NWOT

$19.99

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ANN TAYLOR NAVY BLUE PREPPY DRESS NEW WOMENS SIZE 8 PETITE
ANN TAYLOR NAVY BLUE PREPPY DRESS NEW WOMENS SIZE 8 PETITE

$40.00

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Women's Shore Palm Beach Mini Dress Size XS Floral Multicolor Designer Preppy
Women's Shore Palm Beach Mini Dress Size XS Floral Multicolor Designer Preppy

$21.00

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Loft Dress Women's 4 Brown Ruched Front Collared Long Sleeve Lightweight Preppy
Loft Dress Women's 4 Brown Ruched Front Collared Long Sleeve Lightweight Preppy

$24.99

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Everlane Dress Large Weekend Tank Midi White Beige Striped Cotton L
Everlane Dress Large Weekend Tank Midi White Beige Striped Cotton L

$65.00

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NWT The Limited M Navy Blue White Sleeveless Business Casual Preppy Dress
NWT The Limited M Navy Blue White Sleeveless Business Casual Preppy Dress

$24.99

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Gretchen Scott NWT Twist & Shout Dress Middleton Plaid Preppy Classic Womens S
Gretchen Scott NWT Twist & Shout Dress Middleton Plaid Preppy Classic Womens S

$64.99

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NWT Wisp Stitch Fix Gloria Ponte Knit Dress Sz 4 Casual Colorful Preppy Boho
NWT Wisp Stitch Fix Gloria Ponte Knit Dress Sz 4 Casual Colorful Preppy Boho

$29.99

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Talbots Blazer Womens 12P Blue Wool Blend Career Office New Without Tags
Talbots Blazer Womens 12P Blue Wool Blend Career Office New Without Tags

$49.99

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Madewell NEW NWT Womens 6 Black Layton Midi Slip Dress NK419
Madewell NEW NWT Womens 6 Black Layton Midi Slip Dress NK419

$34.99

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Kate Spade Off Shoulder Maxi Dress Size Medium Ivory Black Polka Dot Tiered
Kate Spade Off Shoulder Maxi Dress Size Medium Ivory Black Polka Dot Tiered

$49.96

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Alexis Dress Melania Lace Sleeveless Mini White Beige Wedding Guest Event $600
Alexis Dress Melania Lace Sleeveless Mini White Beige Wedding Guest Event $600

$250.00

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J. Crew Factory Petite Collared short-sleeve tie-waist mini dress White P12 NWT
J. Crew Factory Petite Collared short-sleeve tie-waist mini dress White P12 NWT

$45.00

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J Crew Smocked Garden Khaki Top Size S Long Sleeve Soft Gauze Cotton NWOT
J Crew Smocked Garden Khaki Top Size S Long Sleeve Soft Gauze Cotton NWOT

$29.99

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NEW Black White Sporty Preppy Stripe Casual Flattering Mini Dress 505
NEW Black White Sporty Preppy Stripe Casual Flattering Mini Dress 505

$20.00

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Almatrichi Dress Women US 6 Lace Sequin Floral Back zip 38 Preppy
Almatrichi Dress Women US 6 Lace Sequin Floral Back zip 38 Preppy

$28.99

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J Crew Midi Dress Womens PXXS Crewneck Mix-Knit Beachy Casual Preppy Lightweight
J Crew Midi Dress Womens PXXS Crewneck Mix-Knit Beachy Casual Preppy Lightweight

$29.99

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NEW Women’s Knit Embroidered Preppy Dress - Fits a Size S / M Measurements 👇
NEW Women’s Knit Embroidered Preppy Dress - Fits a Size S / M Measurements 👇

$24.00

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Lulu’s Home Before Daylight Skater Dress Periwinkle size S Blue Zipper NWT
Lulu’s Home Before Daylight Skater Dress Periwinkle size S Blue Zipper NWT

$27.65

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Jones New York Signature Academia Preppy Professional Blue White Halter Dress
Jones New York Signature Academia Preppy Professional Blue White Halter Dress

$35.00

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NWT The Limited Womens Dress Boho Coastal Grandma Preppy Cottage Blue Small DC
NWT The Limited Womens Dress Boho Coastal Grandma Preppy Cottage Blue Small DC

$18.98

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Forever 21 Preppy Cream Pleated Sleeveless Dress Size Medium
Forever 21 Preppy Cream Pleated Sleeveless Dress Size Medium

$20.00

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Jones New York Shirt Dress Womens 4 Pink Pleated Button Down Preppy Classic
Jones New York Shirt Dress Womens 4 Pink Pleated Button Down Preppy Classic

$34.95

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Pomander Place Tuckernuck Stella Puff Shoulder Dress in Periwinkle Size XL
Pomander Place Tuckernuck Stella Puff Shoulder Dress in Periwinkle Size XL

$44.00

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NWT LAUREN RALPH LAUREN Martha's Vineyard Pinstriped Silk Blazer Size 2P Blue
NWT LAUREN RALPH LAUREN Martha's Vineyard Pinstriped Silk Blazer Size 2P Blue

$118.00

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Lauren James The Sheridan Preppy Game Day Orange Dress Medium NWT
Lauren James The Sheridan Preppy Game Day Orange Dress Medium NWT

$49.99

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Eliza J. Nautical striped dress size large navy blue New Preppy Classic NWT
Eliza J. Nautical striped dress size large navy blue New Preppy Classic NWT

$56.00

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Gap Top XS Black Basic Preppy Demure Workwear
Gap Top XS Black Basic Preppy Demure Workwear

$21.99

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Gianni Bini Womens Dress Medium Navy Blue Stripe Fit Flare Classic Preppy Career
Gianni Bini Womens Dress Medium Navy Blue Stripe Fit Flare Classic Preppy Career

$24.88

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JUSTFAB Red Dress Sz Large classic preppy Party Date Dress Tie Neck NWT Gift
JUSTFAB Red Dress Sz Large classic preppy Party Date Dress Tie Neck NWT Gift

$30.00

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