The Preppy Handbook: how to master the classic aesthetic
With shows like Succession and the Gossip Girl reboot gaining massive traction during the past couple of years, the internet is perpetually obsessed with “old money” aesthetics and the concept of “stealth wealth”.
The prep and old money aesthetics seem to go hand in hand as representations of the aspirational and unattainable lifestyles of the upper echelons. Fashion writer Alexandra Hildreth, in a TikTok posted on 12th April, explains that, back in the day, prep was characterised by the “socioeconomic and cultural signifier of essentially being white, upper middle class, or wealthy”.
As Alexandra goes on to say, the aesthetic was inextricably tangled with “inherent and learnt behaviours” correlated to that economic status, making it reactionary and exclusive.
Today prep is involved in a different cultural phenomenon: a subversion of the ideals it used to represent. Independent luxury brands like Chopova Lowena, Martine Rose, and Wales Bonner, but also industry titans like Miu Miu and Thom Browne, have co-opted the preppy aesthetic and turned it on its head, transforming it in a much more rugged, contemporary, and inclusive movement.
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While most of those brands focus on a more fluid and androgynous aesthetic, Miu Miu showed a girlier and nerdier side of prep for their SS23 runway, a side made of cashmere co-ords, frame bags, hosiery, and kitten heels.
In the words of Harper Bazaar’s Fashion News Director Rachel Tashjian, “Rather than reinforcing the lifestyle of prep and its trappings, [these brands] are swatting at them, playing with them, questioning them. Prep is back, and this time, it’s personal!”
If this new, rebellious prep tickles your fancy, here’s a handy guide on how to rock it.
1. Plaid and pleats
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Absolute staples of the prep renaissance, plaid and pleats are ubiquitous in every prep brand’s collection. Pair your pleated skirt with rocker-style pieces to break away from the school uniform mold.
Cole Haan
Womens Go-To Emalia Slide Bow Sandals - Brown Size 10.5
A.L.C.
Lee Leopard Print Leather Jacket Size XS
$363.34
HEWI
Cole Haan
Womens Wing Collar Leather Jacket - Black Size Medium
$498.00
Cole Haan
Andrew Marc
Leather Trucker Jacket Brown
$160.99
Rue La La
Pilcro
Rumi Shrunken Faux Leather Moto Jacket by Pilcro Brown
$158.00
Anthropologie
Walter Baker
Santana Asymmetrical Leather Moto Jacket Black
$289.99
Rue La La
Alice & Olivia
Lana Vegan Leather Puff-Shoulder Jacket Brown
$495.00
Bergdorf Goodman
-50%
Blank NYC
Cropped Suede Moto Jacket Green
$99.95
$198.00
Anthropologie
A statement coat should be structured but effortless, dandy but not pretentious. You are fancy, and therefore deserve the fanciest coat!
-33%
London Fog
Wool Blend Longline Coat in Camel at Nordstrom, Size X-Large Brown
$299.99
$450.00
Nordstrom
-6%
Carolina Herrera
Beige Tweed Open Front Coat
$384.00
$410.00
ShopSimon
Universal Standard
Marlo Coat in Tweed at Nordstrom, Size 3Xl
$328.00
Nordstrom
-33%
London Fog
Wool Blend Longline Coat in Black at Nordstrom, Size Large
$299.99
$450.00
Nordstrom
-33%
London Fog
Wool Blend Longline Coat in Light Grey at Nordstrom, Size X-Large Gray
$299.99
$450.00
Nordstrom
Rains
Black Longer Coat
$140.00
Ssense
3. Chunky sweaters and cardigans
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Knitwear from a heritage brand like Ralph Lauren or Tommy Hilfiger is another prep staple. Pair your cable-knit sweaters and preppy cardigans with leather trousers or baggy jeans.
Thom Browne
Blue Cotton Womens Cardigan
Polo Ralph Lauren
Aran cable-knit jumper - women - Cotton - L - Red
$168.00
FARFETCH
Chocoolate
cable-knit V-neck jumper - women - Acrylic - S - Blue
$159.00
FARFETCH
Brain Dead
Blue Striped Cardigan
$275.00
Ssense
Norse Projects
Lambswool Laurine Cardigan Blue
$315.00
Ssense
Butter Goods
Green Diamond Cardigan
$140.00
Ssense
Hope
Brown Mega Cardigan Beige
$435.00
Ssense
4. Shoes: from loafers to kitten heels
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Nothing says preppy like a classic pair of loafers: we recommend pairing them with thick white socks, to add a layer of ironic awkwardness. Speaking of awkwardness, Miu Miu SS23 made the nerdy girl with sheer tights and pointy kitten heels cool again.
Martine Rose
O-ring biker boots - unisex - Calf Leather/Calf Leather/Rubber - 39 - Black
Rag & Bone
Brown Canter Loafers
$425.00
Ssense
Dr. Martens
Black Adrian Loafers
$140.00
Ssense
Versace Jeans Couture
Black Fiona Heeled Sandals
$275.00
Ssense
Ganni
Pink Soft Bow Slingback Heels
$395.00
Ssense
pushBUTTON
Black Lace-Up Heels
$615.00
Ssense
The Attico
Orange Anais Heeled Sandals
$690.00
Ssense
Pairing your slacks, tweed blazers, and loafers with more feminine accessories is a great way to create a nice contrast. We recommend classic handbags, pearl jewellery, and sheer hosiery.
Miu Miu
Wander Small matelassé leather tote bag
Anthropologie
Pearl Initial Necklace
$48.00
Anthropologie
Anthropologie
Pearl Initial Necklace
$48.00
Anthropologie
Anthropologie
Pearl Initial Necklace
$48.00
Anthropologie
Anthropologie
Pearl Initial Necklace
$48.00
Anthropologie
Anthropologie
Pearl Initial Necklace
$48.00
Anthropologie
Anthropologie
Pearl Initial Necklace
$48.00
Anthropologie
Anthropologie
Pearl Initial Necklace
$48.00
Anthropologie
Anthropologie
Pearl Initial Necklace
$48.00
Anthropologie
A pair of wide-frame, rimmed glasses is another fantastic way to accessorise your preppy outfit.
Miu Miu
Logo Acetate Rectangle Sunglasses
Ray-Ban
RB3751V glasses - unisex - Metal - 58 - Silver
$118.00
FARFETCH
-40%
Ray-Ban
round-frame sunglasses - unisex - Metal - 50 - Gold
$108.00
$181.00
FARFETCH
Emporio Armani
cat-eye glasses - women - Acetate - 52 - Gold
$125.00
FARFETCH
Michael Kors
oval-frame glasses - women - Metal - 53 - Gold
$112.00
FARFETCH
-32%
Michael Kors
double-bridge glasses - women - Metal - 56 - Gold
$149.00
$219.00
FARFETCH
