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Vintage Prep

Purple Star emoji 82 items
Inspired by the J.Crew 1995 catalog and the recent RL and Aimé Leon Dore runways. Half secondhand/vintage, half new.
Sections
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Sweaters

My favorite are vintage men's 2-ply cashmere sweaters off of eBay, but there are some great (new) cotton/wool versions in here also.

 
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On sale and you will have it forrreeevvveeer.
Cable-Knit Wool-Cashmere Sweater | Ralph Lauren
 
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You truly cannot go wrong here
100% Organic Cotton Striped Crew Sweater in Navy/White
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Over the shoulders, naturally
Men's Long Sleeve Drifter Cable Crewneck Sweater | Lands' End
 
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Vintage Lands End cashmere is some of my absolute favorite.
Lands End Vintage Cashmere Sweater
 
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The coziest pop of red. I have two of these and they’re a great basic.
CHARTER CLUB NWT Size M 100% Cashmere 2-Ply V-Neck Sweater Calypso Red F94
 
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My favorite cashmere seller on eBay. This blue cable knit is the perfect preppy vibe
Joseph & Lyman Men's 100% Cashmere Cable Knit Pullover Sweater Size L #CK715
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I want to gatekeep this one because it’s in my cart, but here we are.
CO. Polo Sweater
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All about the primary colors.
Ralph Lauren Cardigan
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Color block with primaries
Ganni Wool Sleeveless Sweater/Tank
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It wouldn’t be a prep list without a striped sweater.
Jenni Kayne Striped Cardigan
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This price for Max Mara cashmere is very good.
Max Mara Cashmere Sweater
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Criminally underpriced.
Bally Mock Neck Sweater
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The baby alpaca cardigan with a baseball cap and a straight leg jean is a no-brainer
Baby Alpaca V-Neck Sweater
 
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This whole Uniqlo/J.W. Anderson line is so good
Half-Zip Sweatshirt | UNIQLO US
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Obsessed with the doll neck on this
Nantucket Rollneck Sweater
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Highly recommend the whole styling board they share on this line
Washable Cotton Blend Sweater | UNIQLO US
 
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The deep v on some of the vintage Lands End cashmere is so perfect. Look for the Made in Scotland if you can find it (like this one). There’s literally no reason to buy new when super-high quality vintage cashmere is this price.
Vintage Lands' End 100% Cashmere V-Neck Sweater Mens Large L Beige Long Sleeve
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I have this. It's fantastic.
Lands' End Men's 100% Cashmere V Neck Sweater
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Cute
Staud Colorblock Half Zip
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Buttondowns

Here's the deal with the buttondowns. Buy a men's oversized version (this is always my first stop at the thrift store). I swear, they're always better quality.

 
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A classic RL option
VTG Ralph Lauren Yarmouth Oxford Shirt Mens 16-36 Flesh Pony White OCBD Preppy
 
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Perfect worn oversized and open with a classic tank swimsuit.
Classic Fit Striped Oxford Shirt
 
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Option B for a classic RL
Vtg Ralph Lauren Original Polo Oxford Men OCBD Shirt Sz 17.5-33 White
 
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And a new option. Buy oversize.
Striped Oxford Shirt
 
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The boxy cut makes this feel fresh
Oxford Boxy Shirt | Striped | UNIQLO US
 
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Especially as a set. Make it more interesting with a different color/width of stripe
Organic Cotton Poplin Big Shirt | Gap
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I basically look exclusively for Brooks Brothers men's shirts at the thrift.
Brooks Brothers Madison Mens Shift
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I have three.
Brooks Brothers Blue Cotton Dress Shirt
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Tops

Big mix of high and low here

 
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Extremely on sale and a great neckline
Hovey Striped Top in Dove White/Black & White | Veronica Beard
 
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Basically the price of coffee and I’ve always had good luck with the quality of their t-shirts
Cotton T-shirt - Cream/striped - Ladies | H&M US
 
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The quality is fantastic
Blake Rugby Polo in Cotton Terry
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Ribbed knit elevates it a little and CWK can do no wrong
3D Knit Ribbed Sleeveless Sweater | UNIQLO US
 
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It doesn’t get preppier than a sweater vest. I like this with a high-water pant
V-Neck Sweater
 
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I'm genuinely rooting for Gap these days.
Organic Cotton VintageSoft T-Shirt | Gap
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These from H&M are great v economical.
Cotton T-shirt - Light gray melange - Ladies | H&M US
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Obviously these in multiples
Cotton T-shirt - White - Ladies | H&M US
 
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Good fit.
Rib Scoop Tank Top | Gap
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Love the thinner straps
Perfect Rib Scoopneck Tank Top For Women - J.Crew
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Dresses

 
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I love a classic shirtdress. Keep it from veering boring with styling.
Poplin Cinched Midi Shirtdress | Gap
 
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Very on sale and essentially a Staud dupe.
Denim Midi Dress - Denim blue - Ladies | H&M US
 
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Perfect base layer for most everything else on this list
Tie-Detail Maxi Dress - Light yellow - Ladies | H&M US
 
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I have this in another color and it’s a can’t-miss.
Square Neckline Midi Length Dress
 
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Do not believe the numerical size, check measurements on this one. It’s the perfect butter yellow.
Square Neckline Mini Dress w/ Tags
 
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The Studio stuff is really good.
Poplin Shirt Dress - White - Ladies | H&M US
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I have this in black and it's great.
Max Mara Shirt Dress
 
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Yep.
Dannijo Silk Slip Dress
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Akris’s quality is excellent
Striped Knee-Length Dress
 
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A pretty perfect LRD
Express - Little Red Dress
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Pants

 
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J.W. Anderson for $40 is bonkers
Wide Leg Pants
 
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My absolute favorite
Linen Wide Leg Pants
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All the colors are really good
Straight Jeans | UNIQLO US
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60% off and multiple sizes still avail
ANOTHER TOMORROW Organic high-rise wide-leg jeans | NET-A-PORTER
 
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These Kallmeyer jeans are so good
High-Rise Straight Leg Jeans
 
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Agolde makes a great '90s jean
Agolde 90's Pinch Waist High Rise Straight in Navigate
 
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Love a barrel
Agolde Luna High Rise Pieced Taper in Split
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I love these so much.
Kallmeyer Clemence Pant in Compact Cotton
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These are well priced for new and a great style
REPRISE STRAIGHT-LEG JEANS

Blazers/Outerwear

 
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The butter yellow on this Hunter rain poncho is very good
Hunter Rain Coat
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If means allow, by all means, do.
Wool Blazer
 
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I don’t do technical wear. This is the closest I will get and that’s because it’s dramatic. Obsessed. Again, ignore sizing.
Coat
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The most perfect color.
Escada Coat
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If you're going new
Comfort Stretch Long Trench Coat in Light Khaki
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I'm kind of obsessed with this.
Vintage Ralph Lauren Chaps Coat
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Great price on this.
Vintage 1980s-early 90s Chaps Ralph Lauren wool lined trench
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This is fab. I think I need it.
Vintage LL Bean Goat Skin Full Zip Leather Bomber Jacket
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Click through for how they’ve styled it.
AirSense Blazer | UNIQLO US
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You kind of can't ever tell how old L.L. Bean things are and that's probably a good thing.
Vintage LL Bean Cruiser Jacket
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This would be going straight to my cart if I didn't have a longer one already.
Bally Cape Jacket
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Lovvve the collar
Lardini Wool Blazer
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CWK for Uniqlo is a good bet.
Tailored Jacket | UNIQLO US
 
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Beautifully cut.
Vivienne Westwood Vintage Linen Blazer
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I'm obsessed with the cut on this one.
Vintage Armani Virgin Wool Blazer
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Little gold buttons and all
Vintage Polo Ralph Lauren Blazer
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Accessories

 
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Adding to cart immediately
Socks | UNIQLO US
 
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Decent price for new
TOM FORD Penny 55mm Polarized Geometric Sunglasses
 
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I love these so much
Saint Laurent Betty 53mm Cat Eye Sunglasses | Nordstromrack
 
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I have these in another color and they’re great
DIFF Landon 59mm Aviator Sunglasses | Nordstromrack
 
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Classic
Ray-Ban Meteor 50mm Wayfarer Sunglasses | Nordstromrack
 
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But LA
City Crew Socks | Gap
 
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Ok, I would never pay this for a hat ordinarily, but in person, they really are the best.
Marigold Organic Cotton Stretch Twill
 
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Not cheap, but perfect.
Cherry Organic Cotton Stretch Twill
 
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I always love this style.
Clare V. Suede Messenger Bag
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If you have the dollars, these are so perfect.
Miu Miu Round Tinted Sunglasses
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