Preppy

Upper-class American aesthetic from Ivy League culture with polo shirts, khakis, and nautical influences. Originating in 1950s-60s northeastern prep schools, this style represents collegiate tradition and privilege. Typical outfits include polo shirts, chino pants or plaid skirts, blazers with crests, loafers or boat shoes, pearl necklaces, and varsity-style layers.

Shop Preppy

Yao Keyhole Detachable Sleeves Top Baby Pink by DAWANG

Yao Keyhole Detachable Sleeves Top Baby Pink

DAWANG

$58.00

Like New Joie Tomika Blazer in Caviar Multi Double Breasted Plaid Jack by Hot Girl Secondhand

Like New Joie Tomika Blazer in Caviar Multi Double Breasted Plaid Jack

Hot Girl Secondhand

$90.00

Color Block Shirt Dress by Shore Darling Co.

Color Block Shirt Dress

Shore Darling Co.

$150.00

Zhinay – Lightweight Alpaca Blend High-Collar Poncho – Burgundy & Gray by ECUALAMA

Zhinay – Lightweight Alpaca Blend High-Collar Poncho – Burgundy & Gray

ECUALAMA

$99.95

Girly Vintage Plaid Long Wool Coat Purple - Chemical Girl by Land Decora

Girly Vintage Plaid Long Wool Coat Purple - Chemical Girl

Land Decora

$145.00

The Morning Glory – Elegant Floral-Inspired Dress by Songs of Siren

The Morning Glory – Elegant Floral-Inspired Dress

Songs of Siren

$695.00

Floria silk skirt by Further Review

Floria silk skirt

Further Review

$551.32

Vintage 90's Women Trench Coat in Black by Northern Grip

Vintage 90's Women Trench Coat in Black

Northern Grip

$69.00

Beatrice Stretch Linen Dress - Black by Sierra Deene

Beatrice Stretch Linen Dress - Black

Sierra Deene

$250.00

Bow Contrast Sleeveless Mini Dress by RAËLIV

Bow Contrast Sleeveless Mini Dress

RAËLIV

$82.00

Men's Mystery Trainer Box by Peper Harow

Men's Mystery Trainer Box

Peper Harow

$40.00

PURPLE SPARKLE ADA SKIRT by Maude Vivante

PURPLE SPARKLE ADA SKIRT

Maude Vivante

$115.00

Kimono Sleeve Top by ASATO

Kimono Sleeve Top

ASATO

$290.00

Fa Oversized Denim Pants by DAWANG

Fa Oversized Denim Pants

DAWANG

$168.00

Harve Benard Women's Vintage Black Cape Jacket Size M by Hot Girl Secondhand

Harve Benard Women's Vintage Black Cape Jacket Size M

Hot Girl Secondhand

$30.00

Tiukcha - Lightweight Baby Alpaca Hooded Cape Poncho - Solid Gray - Un by ECUALAMA

Tiukcha - Lightweight Baby Alpaca Hooded Cape Poncho - Solid Gray - Un

ECUALAMA

$99.95

Harajuku Shirt Blue Shirt Flared Sleeve Shirt tntntutu by Land Decora

Harajuku Shirt Blue Shirt Flared Sleeve Shirt tntntutu

Land Decora

$40.00

Leila silk dress by Further Review

Leila silk dress

Further Review

$466.50

Vintage 00's Women Fleece Sherpa Vest in Gray by Northern Grip

Vintage 00's Women Fleece Sherpa Vest in Gray

Northern Grip

$58.00

Elan Scuba Pant by Sierra Deene

Elan Scuba Pant

Sierra Deene

$66.00

Umgee Front Pleated Wide-Leg Pants with Contrast Trim by RAËLIV

Umgee Front Pleated Wide-Leg Pants with Contrast Trim

RAËLIV

$78.00

GEO FERNS ASHLEY TOP by Maude Vivante

GEO FERNS ASHLEY TOP

Maude Vivante

$110.00

Kimono Sleeve Whole Collar Long Jacket by ASATO

Kimono Sleeve Whole Collar Long Jacket

ASATO

$790.00

TSINGTAO x DAWANG San Patchwork Hoodie by DAWANG

TSINGTAO x DAWANG San Patchwork Hoodie

DAWANG

$98.00

Oscar de la Renta Men's Grey Blazer Sportcoat Size 42L by Hot Girl Secondhand

Oscar de la Renta Men's Grey Blazer Sportcoat Size 42L

Hot Girl Secondhand

$45.00

Clint Eastwood Poncho cowboy Serape replica handmade of Alpaca wool Un by ECUALAMA

Clint Eastwood Poncho cowboy Serape replica handmade of Alpaca wool Un

ECUALAMA

$119.95

Harajuku Skirt Purple Grey Skirt Simple Skirt Functional Style Skirt tntntutu by Land Decora

Harajuku Skirt Purple Grey Skirt Simple Skirt Functional Style Skirt tntntutu

Land Decora

$62.00

Camille silk blouse by Further Review

Camille silk blouse

Further Review

$537.18

Vintage 90's Women Striped Pantsuit in Dark Gray by Northern Grip

Vintage 90's Women Striped Pantsuit in Dark Gray

Northern Grip

$69.00

Porter Pant by Sierra Deene

Porter Pant

Sierra Deene

$150.00

HYFVE Button Down Spaghetti Strap Mini Dress with Pockets by RAËLIV

HYFVE Button Down Spaghetti Strap Mini Dress with Pockets

RAËLIV

$54.00

MIDNIGHT MOSAIC ELSA TOP by Maude Vivante

MIDNIGHT MOSAIC ELSA TOP

Maude Vivante

$110.00

Long Sleeve Straight Dress by ASATO

Long Sleeve Straight Dress

ASATO

$300.00

Deng Denim/Brocade Patch Jeans by DAWANG

Deng Denim/Brocade Patch Jeans

DAWANG

$128.00

Zara Beige Women's Button Up Utility Jacket Size M by Hot Girl Secondhand

Zara Beige Women's Button Up Utility Jacket Size M

Hot Girl Secondhand

$20.00

Alpaca Wool Scarves - Dual-Tone, Brushed Finish - Authentic Ecuadorian by ECUALAMA

Alpaca Wool Scarves - Dual-Tone, Brushed Finish - Authentic Ecuadorian

ECUALAMA

$39.95

Y2K Music Note Lace Trim Calf Socks - LET ME SEE by Land Decora

Y2K Music Note Lace Trim Calf Socks - LET ME SEE

Land Decora

$9.00

Camille silk blouse by Further Review

Camille silk blouse

Further Review

$537.18

Vintage 80s Blue Wool Coat Women by Northern Grip

Vintage 80s Blue Wool Coat Women

Northern Grip

$178.00

Hollis Satin Dress in Ribbon Print by Sierra Deene

Hollis Satin Dress in Ribbon Print

Sierra Deene

$275.00