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

Ambition Crepe and Satin Pencil Skirt for Women by Point of View Label

Ambition Crepe and Satin Pencil Skirt for Women

Point of View Label

$27.00

Vintage Victorian Black Onyx Cabochon Ring by Northern Grip

Vintage Victorian Black Onyx Cabochon Ring

Northern Grip

$140.00

LAMARQUE Penelope Double Face Wool Coat by Sierra Deene

LAMARQUE Penelope Double Face Wool Coat

Sierra Deene

$350.00

Sleek Titanium | 1990s Seiko Eyeglasses by AZYR Specs

Sleek Titanium | 1990s Seiko Eyeglasses

AZYR Specs

$125.00

Retro Stripe Men's Trainer Socks - Blue by Peper Harow

Retro Stripe Men's Trainer Socks - Blue

Peper Harow

$18.00

SINSI NATURAL by AAKS

SINSI NATURAL

AAKS

$209.36

Flora by The Coult

Flora

The Coult

$149.33

CARGO WINTER VEST KHAKI by Acupuncture1993

CARGO WINTER VEST KHAKI

Acupuncture1993

$273.00

Harajuku Puppy Print Mesh Top - Autumn Oxygen by Land Decora

Harajuku Puppy Print Mesh Top - Autumn Oxygen

Land Decora

$40.00

Llama Wool Unisex South American Handwoven Thick Hooded Poncho White/Black by ECUALAMA

Llama Wool Unisex South American Handwoven Thick Hooded Poncho White/Black

ECUALAMA

$114.95

Color Block Shirt Dress by Shore Darling Co.

Color Block Shirt Dress

Shore Darling Co.

$120.00

Fashion Geometric Elastic Belt by RAËLIV

Fashion Geometric Elastic Belt

RAËLIV

$12.00

Illi silk pants by Further Review

Illi silk pants

Further Review

$575.27

SHADOW MkIII Noragi Jacket - SAND | SNK ATK - SNK ATK® Design Lab by SNK ATK Design Lab

SHADOW MkIII Noragi Jacket - SAND | SNK ATK - SNK ATK® Design Lab

SNK ATK Design Lab

$154.99

Ala Ring (The Igbo Earth Goddess) by OGE Jewelry

Ala Ring (The Igbo Earth Goddess)

OGE Jewelry

$0.00

Muse Bow Asymmetric One Piece in White by MERIEL

Muse Bow Asymmetric One Piece in White

MERIEL

$140.00

Thunder 50 Patch Wide Leg Pants by DAWANG

Thunder 50 Patch Wide Leg Pants

DAWANG

$288.00

Amos Stainless Steel Ring ─ Bold by OFFCULTURE

Amos Stainless Steel Ring ─ Bold

OFFCULTURE

$138.00

Rosha Backless Mini Dress – Asymmetric Neckline in Ivory By Sarvin by Sarvin

Rosha Backless Mini Dress – Asymmetric Neckline in Ivory By Sarvin

Sarvin

$255.00

Gucci Roxy Blondie Medium by The Vintage New Yorker

Gucci Roxy Blondie Medium

The Vintage New Yorker

$1698.00

Vintage 80s Abstract Pendant with Rainbow Crystal – Silver-Tone Brutalist Design by Northern Grip

Vintage 80s Abstract Pendant with Rainbow Crystal – Silver-Tone Brutalist Design

Northern Grip

$32.00

Chana Pleated Wrap Mini Skirt by Sierra Deene

Chana Pleated Wrap Mini Skirt

Sierra Deene

$50.00

Olive Whisper | 2000s Diesel Eyeglasses by AZYR Specs

Olive Whisper | 2000s Diesel Eyeglasses

AZYR Specs

$150.00

Pin Stripe Men's Socks - Ash by Peper Harow

Pin Stripe Men's Socks - Ash

Peper Harow

$24.00

Cowboy Shirt by The Coult

Cowboy Shirt

The Coult

$88.89

PAINTER SHIRT BLUE by Acupuncture1993

PAINTER SHIRT BLUE

Acupuncture1993

$181.00

Music Note Wide Leg Pants - Moon Meadow by Land Decora

Music Note Wide Leg Pants - Moon Meadow

Land Decora

$67.00

Lubushcu - Llama Wool Unisex South American Handwoven Hooded Poncho - by ECUALAMA

Lubushcu - Llama Wool Unisex South American Handwoven Hooded Poncho -

ECUALAMA

$114.95

Dropped Waist Ocean Swirl Dress by Shore Darling Co.

Dropped Waist Ocean Swirl Dress

Shore Darling Co.

$100.00

SIA SQUARE HOOPS IN GOLD (18K GOLD PLATED & WATERPROOF) by RAËLIV

SIA SQUARE HOOPS IN GOLD (18K GOLD PLATED & WATERPROOF)

RAËLIV

$22.00

Margot silk shirt by Further Review

Margot silk shirt

Further Review

$642.15

Saint-Tropez Cut Out Back One Piece in Black by MERIEL

Saint-Tropez Cut Out Back One Piece in Black

MERIEL

$140.00

Min Cutout Two Piece Crop Top Black by DAWANG

Min Cutout Two Piece Crop Top Black

DAWANG

$58.00

Nocturne Stainless Steel Pendant by OFFCULTURE

Nocturne Stainless Steel Pendant

OFFCULTURE

$178.00

Givenchy Ribbon Loop Earrings by The Vintage New Yorker

Givenchy Ribbon Loop Earrings

The Vintage New Yorker

$128.00

Vintage 50's Amber Glass Geometric Brooch by Northern Grip

Vintage 50's Amber Glass Geometric Brooch

Northern Grip

$38.00

Isla Poplin Top in Cream Stripe by Sierra Deene

Isla Poplin Top in Cream Stripe

Sierra Deene

$125.00

Cathead 934 | 1990s LA Eyeworks Eyeglasses by AZYR Specs

Cathead 934 | 1990s LA Eyeworks Eyeglasses

AZYR Specs

$150.00

V-Stripe Men's Socks - Grey by Peper Harow

V-Stripe Men's Socks - Grey

Peper Harow

$24.00

Cowboy Shirt by The Coult

Cowboy Shirt

The Coult

$88.89