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Ivy League
NWOT Joie Oversized Gingham Check Cardigan Yellow Plaid Academia Grandpa Sweater
$30
Size: S
Joie
revivaltreads
Crewcuts Button Down Shirt White Long Sleeve Cotton Kids Size 4-5
$18
Size: 4 (Girl)
Crewcuts
j_and_e_
4-Piece Vintage Preppy & Geometric Tie Bundle - Bill Blass, Scott Reed
$20
Size: OS
alpamos
Brooks Brothers Makers Repp Stripe Tie Silk Navy Yellow USA Ivy League Preppy
$15
Size: OS
Brooks Brothers
lisabostonfinds
Vtg 70s Ivy Style Pinstripe Sack Suit Men 42R/33S Flannel Wool 3 Roll 2 Slim Fit
$100
Size: 42R
H Freeman
beardedyankee
3
Club Room Mens Preppy Classic Quarter Zip Pullover Sweater Teal Heather Knit XXL
$26
$75
Size: XXL
Club Room
bonjourbelle25
Harvard University Baseball Cap Adjustable Strapback Crimson Red Legacy Dad Hat
$20
Size: OS
Legacy Athletic
simplysaidbysue
Vintage 90s Chaps Ralph Lauren Cotton Cable Knit Sweater XXL Heritage Preppy
$45
Size: XXL
Chaps
sylpottle
Vintage Kenneth Gordon New Orleans Silk Paisley Tie Burgundy Green Hand Sewn USA
$15
$45
Size: OS
Kenneth Gordon
kathypgicloset
1
Merona Men's Large Italian Merino Wool Green Charcoal Argyle V-Neck Sweater L
$35
Size: L
Merona
maricelgad2010
Brown University Sherpa fleece gray quarter zip sweat sweatshirt medium
$24
$60
Size: M
Boxercraft
madamp
VTG Klaus Steilmann Red Wool Blend Blazer Coat Size 4 Crest Monogram Old Money
$48
Size: 4
Klaus Steilmann
jaszaymom
Polo Ralph Lauren Flat Front Classic Fit Chino Pants Light Grey Mens 38x32
$25
Size: Waist 38
Polo Ralph Lauren
hn_heirlooms
Polo Ralph Lauren Shorts Mens 29 Pink Classic Fit 9" Cotton Twill Chino Flat
$22
$98
Size: Waist 29
Polo Ralph Lauren
sammalammashop
1
Johnston Murphy Mens Tassel Kiltie Loafers Size 9M Slip On Black Burgundy 2 Tone
$32
Size: 9
Johnston & Murphy
reloveddesigns
VTG 80s Polo Ralph Lauren Chino Shorts Mens 32(30) Pleated Made in USA Talon Zip
$55
$98
Size: Waist 30
Polo Ralph Lauren
sammalammashop
1
Strathmore Anderson Little 42R Mens Blazer Dark Academia Ivy League Preppy
$52
Size: 42R
Strathmore
bonjourbelle25
Tommy Hilfiger Black 100% Cotton Corduroy Blazer Elbow Patches Sport Coat 42R
$60
$289
Size: 42R
Tommy Hilfiger
undercoverposh
VTG JANSPORT BROWN UNIVERSITY HEAVYWEIGHT LONG-SLEEVE T-SHIRT. SIZE XL.
$32
Size: XL
Jansport
poshinostrich
Joseph Turner Sport Coat Mens 44R Moon Tweed Ivy Style Wool Cashmere Cotton
$85
Size: 44R
Joseph Turner
beardedyankee
Ralph Lauren Blake XL Pony Navy Blue Plaid SS Button Down Shirt Cotton Preppy
$34
Size: XL
Ralph Lauren
jennyo_867
Covington Vintage Y2K Brown Leather Square Toe Block Heel Ankle Boots 7.5M 90s
$25
Size: 7.5
Covington
reloveddesigns
Polo Ralph Lauren Mens XL Red 100% Cotton Quarter Zip Pullover Pony Logo Sweater
$32
Size: XL
Polo Ralph Lauren
theoutlet864
VTG 90s Brooks Brothers Chambray Shirt Mens L Short Sleeve Cotton Button Down
$34
$92
Size: L
Brooks Brothers
sammalammashop
Oscar de la Renta Crewneck Sweater Plaid Windowpane Ivy League Y2K 90s Indie
$23
Size: M
Oscar de la Renta
marielynnjames
1
ASUKA Windowpane Blazer Cotton Linen Blend Lightweight Tailored Jacket Seafoam
$31
Size: 44R
Asuka
objectivelyodd
1
J Crew Sport Coat Mens 40L Thompson Donegal Wool Blend Ivy Style Casual Slim Fit
$48
Size: 40L
J. Crew
beardedyankee
1
Awake Harvard University Sweatshirt Mens Medium Maroon Burgundy Crewneck Crest
$24
Size: M
Awake
luckyparcel
See by Chloé Skyie Black Leather Tassel Platform Loafers
NWT
$284
$875
Size: EU 36
See By Chloe
agogovintage
14
Ralph Lauren Mens XL Classic Fit Madras Plaid Short Sleeve Button Down Cotton
$37
$90
Size: XL
Ralph Lauren
evergreenfinds6
Polo Ralph Lauren Mens Large Green Heathered Cotton Short Sleeve Polo Shirt Pony
$15
Size: L
Polo by Ralph Lauren
debbienic
J.Crew Men's Broken-In Organic Cotton Oxford Shirt Plaid Size XL Like New
$20
$98
Size: XL
J. Crew
rgilmore212
3
Vintage Gold Tone Tie Bar Chain | Old Money Preppy Ivy League Mid-Century Classi
$18
Size: OS
lsureach4
Grant Thomas Ragg Wool Sweater Mens Sz M VTG Black Chunky Shawl Collar Fisherman
$48
Size: M
Grant Thomas
vintagevenerate
1
Jos A Bank Mens Jacket 44R Navy Blue 100% Wool Two Button Blazer Sport Coat
$38
Size: 44R
Jos. A. Bank
lalalizzy22
J.Crew Mens Medium Purple Navy Gingham Check Cotton Button Down Shirt Tailored
$12
Size: M
J.Crew
kimberlymcgl473
Polo Ralph Lauren Classic Fit Chino Shorts Flat Front Tan Khaki Cotton Mens 43
$25
Size: Waist 43
Polo Ralph Lauren
hn_heirlooms
Vintage Polo Golf Ralph Lauren Shirt Men XL Black Ring Links Resort Old Money
$28
Size: XL
Polo Golf Ralph Lauren
stefanielynne09
Polo Ralph Lauren Chino Shorts Mens 33 Blue Gray Classic Fit 9" Preppy
$16
Size: Waist 33
Polo Ralph Lauren
hellogretabelle
Lauren Ralph Lauren Blazer Mens Navy Blue Gold Crest Button Preppy Old Money
$44
Size: See pics
Polo Ralph Lauren
thefairybasket
Tommy Hilfiger Navy Gray Check Business Casual Sport Jacket Blazer Mens 42R
$56
Size: 42R
Tommy Hilfiger
robinsmedley
Sears Mens Store Burgundy Jacquard Crest Silk Blend Vintage Necktie Retro USA
$16
Size: OS
Sears Mens Store
rjordan1919
G.H. Bass & Co. 'Dirty Bucks' Suede Oxford Shoes Tan/Beige Exeter Mens Size 7
$41
Size: 7
G.H. Bass & Co.
digthosecurves
1
Michael Kors Green Striped Silk Tie Navy Silver Diagonal Stripe Men’s Necktie
$18
Size: OS
Michael Kors
beetlejuice3x
Vintage Liefs Gray Camel Hair Blazer Mens 36 S Womens M L Dark Academia 70s
$115
Size: 36S
Liefs
travelingarment
Ralph Lauren Striped Button Down Oxford Shirt Sz XL Blue White Preppy Cotton
$36
Size: XL
Ralph Lauren
shannonmelon
15
Heritage 1981 Men’s Navy Blue Corduroy Preppy Grandpa Core Blazer Extra Large
$37
Size: XL
Heritage 1981
sandys_boutique
Tommy Hilfiger Patchwork Shorts Mens 36 Multi Plaid Preppy Summer Cotton Classic
$14
Size: Waist 36
Tommy Hilfiger
jenateel
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