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Izod Checked Button Down Casual Dress Shirt Mens Sz XL
$18
$48
XL
Aeropostale Navy Blue Hoodie Unisex Athleisure Comfortable Streetware XL Grunge
$15
XL
Brooks Brothers Yellow 100% Cotton Pleated Cuffed ‘Elliott’ Pants, Size 36 x 32
$45
$118
Waist 36
William Murray Golf Polo Shirt Mens Size Medium Whiskey Glass Novelty Print Top
$40
M
Vintage Womens Tartan Plaid Pants High Waist Stirrup 80s Preppy Academia MP
$36
MP
Kate Spade - Grove Court Lainey, 3 compartment handbag, Black Leather
$134
$428
OS
Polo by Ralph Lauren Multicolor Bear Graphic Short Sleeve Tee Kids L | Women S
$35
14 (Boy)
Abercrombie & Finch Crew Sweater Cropped Blue Sz XS Dark Academia Preppy Nerdy
$30
XS
Lacoste Bayliss Leather Low Top Lace Up Sneaker Shoes
$79
US 10
Ann Taylor Seamed Faux Suede Brown Shift Dress 8P Petite Drop Waist Earth Tones
$39
$159
8P
Vtg 90s Cole Haan Mens Leather Slip On Loafers Tassels Sz 10 Black Retro Cosplay
$18
US 10
Vtg 90s Cole Haan Mens Leather Slip On Loafers Sz 10 Ox Blood Preppy Cosplay
$18
US 10
Vtg 90s Cole Haan Mens Leather Slip On Loafers Tassels Sz 10 Black Preppy Career
$13
US 10
Vtg 00s Bass Mens Leather Slip On Loafers Tassels Sz 10D Burgundy Retro Career
$15
US 10
Vtg 90s Cole Haan Mens Leather Slip On Loafers Tassels Size 10 Brown Preppy Work
$18
US 10
Vtg 90s Cole Haan Mens Leather Slip On Loafers Tassels Sz 10 Brown Retro Preppy
$18
US 10
Vintage 90s Cole Haan Mens Leather Slip On Loafers Tassels Sz 10 Red Work Preppy
$9
US 10
Vintage 90s Cole Haan Mens Leather Slip On Loafers Tassels Sz 10 Red Work Preppy
$13
US 10
Vintage 90s Cole Haan Mens Leather Slip On Loafers Tassels Sz 10 Tan Work Preppy
$21
US 10
Hollister Varsity Cardigan Sweater Large Blue Preppy Heritage Academia Grandpa
$30
L
Old Navy Boys Camouflage Zip Logo Hoodie Pant Outfit Green Toddler 2T Sweats
$14
2T (Boy)
Taikonku by Anthropologie Grey Single Breasted Jacket Blazer 8 NWOT Preppy City
$30
US 8
RainBow Women's Braided Ankle T-Street Brown Leather Sandal XL sz 10
$28
US 10
Old Navy OG Straight Light Wash 3" Ins Jean Cut Off Shorts 6 Yuppie Casual NWT
$18
US 16
Everlane ReNew Teddy Sport Faux Sherpa Sandals 8 Outdoor Gorpcore Yuppie NIB
$40
US 8
Madison Stretch Wide Leg Large Studded Dark Blue Jeans 6 Hipster Y2k Yuppie
$21
US 6
ICONIC Members Only pink women’s satin Bomber Jacket in pale pink 80s y2k
$27
$98
XS
Women's Slim Textured Black Leather Belt EUC! XL
$22
43 to center hole
Vintage 80s Striped Knit Yuppie Sweater with Crest
$30
M
Everlane The Desert Chukka Boot Black Suede sz 7.5 Preppy Yuppie Casual $180
$46
$180
US 7.5
J. Crew Sutton Chino Pants 36/32 Tan Men's Casual Preppy Yuppie NWT
$29
Waist 36
J.G. HOOK ~ Vintage Power Tie ~ Wine & Blue Medallion Print ~ 3” Width (80s era)
$15
OS
Everlane Unisex Tread Trainer Sneakers Black Leather 13.5 W or 11.5 M NIB
$64
$178
US 11.5
Everlane Tan Suede Leather Platform Trainer Sneaker Loafer 7 Preppy Outdoor
$58
$148
US 7
Everlane ReNew Teddy Sport Faux Sherpa Sandals 7 Outdoor Gorpcore Yuppie NIB
$40
US 7
Everlane The Cozy Stretch Sweater Tank LARGE Wool Blend Cozy Quiet Luxury NEW
$28
$70
L
Everlane The Cozy Stretch Sweater Tank XL Wool Blend Cozy Soft Quiet Luxury NEW
$28
$70
XL
Everlane The Cozy Stretch Sweater Tank XS Wool Blend Cozy Soft Quiet Luxury NEW
$28
$70
XS
Everlane The Cozy Stretch Sweater Tank SMALL Wool Blend Cozy Quiet Luxury NEW
$28
$70
S
Everlane Tan Suede Leather Platform Trainer Sneaker Loafer 10 Preppy Outdoor
$58
$148
US 10
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