2000's Preppy

This was a preppy style popular in the 2000s that incorporated trends from the time from mall brands like Abercrombie and Fitch, Hollister, and American Eagle who brought more laid back interpretations of the preppy aesthetic. They reinterpreted traditionally preppy styles in a more fun way with various colors, patterns and cuts. Common pieces included polo shirts, slim fit tank tops, baby tees, fitted cardigans, low rise jeans, pleated and denim mini skirts, babydoll dress, polo dresses, blazers, trench coats, loafers, ballet flats, sneakers, uggs, boots, and headbands.

Shop 2000's Preppy

Kawaii Patterned Mid Socks - Polka Dot Floral Soft - LET ME SEE by Land Decora

Kawaii Patterned Mid Socks - Polka Dot Floral Soft - LET ME SEE

Land Decora

$7.00

Putter Girl Pants by Putter Girl

Putter Girl Pants

Putter Girl

$74.00

Cookies & Cream Dreamboat Shorts by Miss Candyholic

Cookies & Cream Dreamboat Shorts

Miss Candyholic

$49.00

HANNAH HEADBAND - FINAL SALE by RAËLIV

HANNAH HEADBAND - FINAL SALE

RAËLIV

$9.99

NWOT Giani Bini Floral Bikini Top by Hot Girl Secondhand

NWOT Giani Bini Floral Bikini Top

Hot Girl Secondhand

$20.00

Elizabeth Women's Socks - Punch by Peper Harow

Elizabeth Women's Socks - Punch

Peper Harow

$21.00

Kawaii Juice Hair Clips by Land Decora

Kawaii Juice Hair Clips

Land Decora

$9.00

Black Tie Sleeveless Polo by Putter Girl

Black Tie Sleeveless Polo

Putter Girl

$49.00

Kate Spade Hawthorne Lane Grace Blue White Striped Leather Tote Bag Sh by Hot Girl Secondhand

Kate Spade Hawthorne Lane Grace Blue White Striped Leather Tote Bag Sh

Hot Girl Secondhand

$45.00

Girly School Style Plaid Wool A-Line Skirt - Chemical Girl by Land Decora

Girly School Style Plaid Wool A-Line Skirt - Chemical Girl

Land Decora

$45.00

Black Camo by Putter Girl

Black Camo

Putter Girl

$59.00

Urban Outfitters Brown Tortoiseshell Cateye Sunglasses Gold Rims by Hot Girl Secondhand

Urban Outfitters Brown Tortoiseshell Cateye Sunglasses Gold Rims

Hot Girl Secondhand

$10.00

Grey Plaid Pleated Skirt – BlackBerry by Land Decora

Grey Plaid Pleated Skirt – BlackBerry

Land Decora

$59.00

Plaid Skirt by Putter Girl

Plaid Skirt

Putter Girl

$55.00

Vintage 60s Cream Mini Dress Gold Trim Belt Mod Sleeveless Sheath Dres by Hot Girl Secondhand

Vintage 60s Cream Mini Dress Gold Trim Belt Mod Sleeveless Sheath Dres

Hot Girl Secondhand

$80.00

Merino Wool Slim Fit Turtleneck Sweater with Rhinestone - Chemical Girl by Land Decora

Merino Wool Slim Fit Turtleneck Sweater with Rhinestone - Chemical Girl

Land Decora

$77.00

Diamond Plaid Sweater by Putter Girl

Diamond Plaid Sweater

Putter Girl

$79.00

Wildfox Classic Fox Green and Blue Tortoiseshell Cateye Sunglasses Sum by Hot Girl Secondhand

Wildfox Classic Fox Green and Blue Tortoiseshell Cateye Sunglasses Sum

Hot Girl Secondhand

$50.00

Shortie Hoodie by Putter Girl

Shortie Hoodie

Putter Girl

$40.00

Pink and Purple Ombre Sunglasses Square Rectangular Cateye by Hot Girl Secondhand

Pink and Purple Ombre Sunglasses Square Rectangular Cateye

Hot Girl Secondhand

$10.00

Ole by Koton Black and White Plaid Wrap Skirt Women's Size 8 by Hot Girl Secondhand

Ole by Koton Black and White Plaid Wrap Skirt Women's Size 8

Hot Girl Secondhand

$18.00

Brandy Melville John Galt Pink Blue Argyle Sweater Preppy Women's Size by Hot Girl Secondhand

Brandy Melville John Galt Pink Blue Argyle Sweater Preppy Women's Size

Hot Girl Secondhand

$25.00

y2k Vintage Coach Barbie Pink Strappy Wedges Heels Sandals Women's Siz by Hot Girl Secondhand

y2k Vintage Coach Barbie Pink Strappy Wedges Heels Sandals Women's Siz

Hot Girl Secondhand

$40.00

NWOT Urban Outfitters UO Silence + Noise Plaid Skirt Pleated Blue Pink by Hot Girl Secondhand

NWOT Urban Outfitters UO Silence + Noise Plaid Skirt Pleated Blue Pink

Hot Girl Secondhand

$18.00

y2k Vintage The Slope Red Ribbed Long Sleeve Shirt Size L by Hot Girl Secondhand

y2k Vintage The Slope Red Ribbed Long Sleeve Shirt Size L

Hot Girl Secondhand

$12.00

Kate Spade Light Pink and Black Colorblock Wristlet Pebbled Leather Ba by Hot Girl Secondhand

Kate Spade Light Pink and Black Colorblock Wristlet Pebbled Leather Ba

Hot Girl Secondhand

$25.00

Aqua Blue Polka Dot A Line Dress Women's Size M by Hot Girl Secondhand

Aqua Blue Polka Dot A Line Dress Women's Size M

Hot Girl Secondhand

$20.00