J. JILL Blue Small Linen Blend Long Cardigan
$29 $85
Old Navy Blue and purple floral long sleeve dress classic minimalist
$20
Vineyard Vines xs navy blue short sleeved t-shirt nautical basic preppy
Boden size 2 red tweed skirt pencil preppy classic minimalist business
$35
Young Fabulous and Broke drop shoulder blue ombré luxury y2k top
$80
Eileen Fisher Small Black Trousers Velvet Classic Minimalist Neutral Luxury
$60
LEVI'S 38x32 Men's Casual Relaxed Fit Cotton Jeans
$45 $80
UNC North Carolina Tar Heels Football Waffle Knit Shirt - Gen2 - XL
$24 $40
Eileen Fisher Cotton button down shirt large orange career classic business cute
$70
Chico's size 3 XL open front cardigan sweater comfy layer lag and look
$37
Free People Lucky Loosey Swing Dress - Black Orange Floral - XS
$42 $128
NWT TALBOTS Green and White Size 2 Floral Skirt Lilly Pulitzer Inspired Preppy
$27 $65
ZARA XS Embroidered Dress Tunic Top FLoral Intricate Dainty Preppy Fall Classic
$55
Lululemon size 2 pink built in bra tank striped activewear athleisure preppy
ANTHROPOLOGIE ATTITWA XS Purple Floral Shorts Cruise Vacation Summer Resort Flow
$20 $120
J. Jill love linen embroidered sleeveless blouse preppy summer
$25
Vineyard Vines small tassel tie front preppy long sleeve blouse
$30
Madewell Paisely floral button back short sleeve blouse summer Flowy
Free People - We the Free - Zip-up Denim Mini Skirt - Copper Blue - Size 27
$30 $60
VINEYARD VINES Blue Turquoise Pullover Sweatshirt Classic Preppy Small
Yokohama Studio handpainted hedgehog mug novelty animal statement
$18
Maeve Size 14 Zippered Front Knee Length Dress Business Casual Preppy
$50
Talbots size large floral blouse long sleeve loose red blue summer lightweight
Lulus size small tie-front blue wrap romper preppy classic summer jewel tone
Zara purple flowy floral dainty cute mini skirt preppy luxury preppy timeless
$40
Eileen Fisher Merino Wool Striped Classic Sweater Small Luxury Luxurious
Loft Size 10 Statement Zipper Orange Dress Preppy Business Casual Timeless
J. Crew size 6 embroidered tassel cotton elastane sleeveless blouse
Eileen Fisher petite large purple jewel tone long sleeve tunic top luxury soft
Zara size Large Orange Denim Skirt basic classic timeless trendy
$17
Lou and Grey green striped size medium t-shirt dress comfy classic summer preppy
Patagonia short sleeved men's button down cotton top plaid outdoor
$29
Eileen Fisher gray zip up cardigan luxury luxurious preppy career
$32
Vera Bradley small coffee mug floral luxury preppy timeless classic
New NWT Urban Outfitters orange cropped bralette one shoulder top XL
FatFace - Fat Face - Maroon Knit Sweater - Button Hem - US 4
$28 $68
Aritzia Babaton size 6 snake skin printed short sleeve mini dress
Barbour size Large red sweater pullover crewneck bold luxury jewel tone preppy
$45
Kate Spade red sparkle jewel sweater cardigan luxury luxurious preppy bright
$120
Anthropologie size 4 black pants skinny preppy minimalist neutral basic staple
Everlane XS Long Sleeve T-Shirt Preppy Classic Nautical Beach Coastal
$5
Loft Size small red tie front dress floral preppy classic minimalist cute summer
$7
Ll Bean Tan cream trouser pants classic size 6 minimalist simple basic career
$28
Bentley University Bentley DAD Sweatshirt. Champion XL Extra Large
$36 $65
TALBOTS Pink and Blue Pastel Button Down Shirt
$20 $85
Lilly Pulitzer Girls Tassel Fringe Sweater - Navy - Girls XL 12-14
Lilly Pulitzer size 2 Fish Shift Dress Classic Preppy Coastal Grandma Beachy
Kuhl size 4 hiking pants gray outdoor walking nature summer spring atheltic