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.
-33%
AllSaints
Womens Sheep Leather Cargo Distressed Leather Biker Jacket, Size: UK 14/US 10 Grey
£220.00
£329.00
AllSaints
-51%
Ganni
Duchesse Nylon Fitted Jacket Black
£245.00
£495.00
Labels
-30%
Fat Face
FatFace Bethany Burgundy Red Quilted Biker Jacket
£139.00
£199.00
FatFace
-33%
AllSaints
Womens Goat Leather Balfern Belted Suede Biker Jacket, Size: UK 14/US 10 Grey
£247.00
£369.00
AllSaints
-30%
Fat Face
FatFace Leanna Black Leather Jacket
£139.00
£199.00
FatFace
AllSaints
Leather Clo Pleated Leather Jacket, Size: UK 4/US 0 Black
£349.00
AllSaints
-50%
Diesel
Leather Jacket L-SUZA-R size Xxs
£283.46
£566.92
GLAMOOD
A statement coat should be structured but effortless, dandy but not pretentious. You are fancy, and therefore deserve the fanciest coat!
-50%
AllSaints
Wool Sellma Double Breasted Coat, Size: UK 14/US 10 Brown
£199.00
£399.00
AllSaints
Fat Face
FatFace Harley Burgundy Red Longline Puffer Coat
£140.00
FatFace
AllSaints
Cotton/Modal Raffi Slim Fit Leggings, Size: XS Black
£59.00
AllSaints
-20%
Sandro
Cardigan with contrast collar
£175.20
£219.00
Sandro
-33%
AllSaints
Lyocell/Modal Linnie Lightweight Trench Coat, Size: XS Brown
£200.00
£299.00
AllSaints
-30%
Fat Face
FatFace Taylor Chocolate Brown Waterproof Coat
£98.00
£140.00
FatFace
-33%
AllSaints
Womens Polyester Freddie Faux Fur Coat, Size: XS Black
£200.00
£299.00
AllSaints
-30%
Fat Face
FatFace Bianca Grey Longline Teddy Coat
£84.00
£120.00
FatFace
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.
-40%
Varley
Camello cable-knit half-zip sweater Beige
£90.00
£150.00
Mytheresa
-10%
Polo Ralph Lauren
Cable Knit Jumper Pink
£176.18
£195.75
Miinto
-40%
Sandro
Sleeveless cable knit sweater Pink
£125.40
£209.00
Sandro
Polo Ralph Lauren
Cable-Knit V-Neck Jumper Blue
£187.05
Miinto
Tommy Jeans
Flag Cable Knit Relaxed Jumper Purple
£104.75
Miinto
-20%
Polo Ralph Lauren
Pony cable-knit wool and cashmere sweater White
£180.00
£225.00
Mytheresa
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
x Clarks 85mm loafer-style pumps - Black
Vagabond
Eyra - Womens Black Leather/embossed
£130.00
Vagabond
Vagabond
Brittie - Womens Black Crinkled Patent Leather
£135.00
Vagabond
Hunter
Womens Gloss Penny Loafers Blue
£95.00
Hunter
Vagabond
Blanca - Womens Off White Suede
£130.00
Vagabond
Russell & Bromley
FAIRYTALE Slingback Gem Kitten Heel Blue
£275.00
Russell & Bromley
Miista
Mie snake-print leather sandals - Animal print - EU 35
£280.00
The Outnet
Ted Baker
Womens Metallic Kitten Heel Sandals in White, Myloh, Leather
£110.00
Ted Baker
Vagabond
Tilly - Womens Light Green Leather
£130.00
Vagabond
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.
-30%
The Cambridge Satchel Company
The Daisy - Deep Purple Celtic Grain
£140.00
£200.00
Cambridge Satchel
Vivienne Westwood
Doll XL Bag Python-effect Emboss Black
£350.00
Vivienne Westwood
-40%
The Cambridge Satchel Company
The Daisy - Sheepskin Beige
£120.00
£200.00
Cambridge Satchel
Vivienne Westwood
Doll XL Bag Polyurethane / Polyester / Cotton Heather-plaid
£330.00
Vivienne Westwood
The Cambridge Satchel Company
The Sophie - French Grey Calf Grain
£520.00
Cambridge Satchel
-30%
Jil Sander
Goji Bamboo Square Black
£1,180.00
£1,690.00
Labels
The Cambridge Satchel Company
The Mini Sophie - Cloud Blue Calf Grain
£435.00
Cambridge Satchel
-40%
Radley London
Black Large Ziptop Tote Bag Maldon Mews SS26 Radley London
£155.00
£259.00
Radley
A pair of wide-frame, rimmed glasses is another fantastic way to accessorise your preppy outfit.
Miu Miu
Glasses, female, Black, 52 MM, MU 03Yv Eyeglasses
-50%
Tom Ford
Ft6093B 001 Eyeglasses Black
£148.00
£296.00
Miinto
-50%
Gucci
Optical Frame Red
£90.00
£179.00
Miinto
-30%
Swarovski
Glasses, unisex, Black, 53 MM, Sk2051 Vista Frame
£97.44
£139.20
Miinto
-45%
Dolce & Gabbana
Glasses, female, White, 56 MM, Optical Frame
£136.00
£248.00
Miinto
-44%
Prada
Glasses, female, Blue, 53 MM, Optical Frame
£121.00
£218.00
Miinto
-37%
Gucci
Glasses, unisex, Black, 55 MM, Lanciato Glasses
£160.95
£256.65
Miinto
-10%
Prada
Glasses, female, Blue, 53 MM, Eyewear Frames PR 19Wv
£195.76
£217.50
Miinto
-50%
Carolina Herrera
Glasses, female, Black, 53 MM, Optical Frame
£83.00
£165.00
Miinto
