While grunge and punk-rock glam looks always have a place in the fashion industry, these preppy editorials explore the squeaky clean side of the fashion world. From varsity letterman jackets to nautical stripes and plaid mens suits, preppy fashions and their influence are seen on the runways of the world's fashion capitals season after season.
From clean-cut celebrities who make this style appear chicer than ever, to street style blogs that feature everyday hipsters rocking bowties and slim, candy-colored trousers, preppy fashions have solidified their place as a force in the fashion world.
Whether they're seen in the pages of Vogue or on the runways of design houses like Tommy Hilfiger and Calvin Klein, these preppy editorials showcase the chic style at its best.
100 Perfectly Preppy Editorials
95
Old Money Menswear Shoots
The Helge Gjerstad & Marcos F Kenton Editorial is Dapper
94
Crisp Color-Blocked Campaigns
The United Colors of Benetton Spring/Summer Lookbook is Preppy
93
Luxury Lakeside Lookbooks
FERKNOT is the Hottest New Wave of Preppy Cottage Style
92
Preppy Poolside Fashion
The Tommy Spring 2011 Campaign is Filled With Silly Summer Fun
91
Vintage Seaside Menswear
The Ones2Watch 'Aiguadolc' Editorial has a Nautical Aesthetic
90
Spec-Tacular Menswear Campaigns
The Dolce & Gabbana Summer Precollection is Suited Up
89
Geek-Chic Menswear Looks
The H&M Spring 2012 Lookbook is Preppy with a Hint of Class
88
Alluring School Girl Spreads
The Vogue Italia Craig McDean Editorial is Mad Hot
87
Preppy Campus Looks
Esprit Spring Summer 2011 Campaign is Too Cool for School
86
Interchangable Lookbooks
The McQ Spring/Summer Lookbook Features Multi-Functional Staples
85
Sophisticated Schoolgirl Style
The Tao Okamoto for Vogue Japan Photo Shoot is Innocently Sweet
84
Geek-Chic Fall Fashion
The SOPHNET 2010 Autumn/Winter Lookbook Blends Prepster Style & Streetwear
83
Perfectly Preppy Presentations
The J Crew Spring 2012 Collection was the Company's Runway Debut
82
Cityscape Fashion Shoots
These Reserved S/S'11 Looks Stand Out in the City
81
Modern Gentlemanly Workwear
Men's Vogue Turkey June 2011 Takes on Suits and Polos
80
Masculine Short Shorts
The Topman Spring/Summer Lookbook Shows Some Leg
79
Slick Schoolboy Lookbooks
The Balmain SS12 Campaign is Too Cool for School
78
Eccentric Snobby Lookbooks
The Beausnob S/S 2012 Collection is Refreshingly Preppy
77
Preppy Summer Menswear
Terron Wood is a Dapper Nerd for Arnaldo Anaya-Lucca in GQ Germany
76
Sunny Surf Styles
The Beach Crew Collection by Opening Ceremony is Totally Beach-Ready
75
Preppy Boyish Ensembles
The Shipley and Halmos 2012 Spring Line Boasts Youthful Sophsitication
74
Preppy Pastel Captures
The Teen Vogue 'Bold Prep' January 2012 Editorial is Fantastically Sweet
73
Preppy Bow-Tie Bras
The Tommy Hilfiger Spring/Summer 2011 Line for NYC Fashion Week
72
Asymmetrical Schoolboy Ensembles
Miharayasuhiro FW 11/12 Line is Lopsided Preppy
71
Urban Knit Editorials
The Benjamin Eidem for ODDA Magazine Shoot Boasts Cozy Textures
70
Historical Menswear Shoots
GQ Australia June/July 2011 Explores Decades of Dapper Dandies
69
Sprightly Summer Lookbooks
The BlackBook 'Summer of Sam' Editorial is Edgy, Youthful & Urban
68
Messy Preppy Pompadours
The Filippa K Fall 2010 Lookbook Shows Tousled Tresses
67
Prepster Beachwear
The Maria Gambina Spring/Summer 2012 Collection is Ready for the Sand
66
Preppy Chic Photography
The Arizona Muse Madewell Photoshoot is Posh and Summery
65
Retro Schoolgirl Fashion
The Elisa Sednaoui El Pais Semanal Shoot is Perfectly Preppy
64
Pastel Pink Menswear
Lagerfeld Spring 2012 Lookbook Offers Preppy & Casual Men's Styles
63
Debonair Dressed Shoots
The Helio Martins for Esquire Turkey Editorial is Fit for a Gentleman
62
Vibrant Tangerine Toppers
Charlene Yang Looks Bold & Beautiful in Elle Vietnam December 2011
61
Sassy Scholastic Shoots
The Karmaloop Fall Lookbook is School-Ready
60
Classic Collegiate Catalogues
The H&M Updated Classics Editorial Goes Back to School
59
Sharp Refined Menswear
Mateusz Rogenbuk Looks Prim & Polished for PVOMO Menswear
58
Retro Biking Shirts
Fred Perry Cycling Blank Canvas Collection is Inspired by 60s Sportswear
57
Prim and Preppy Runways
The Richard Chai Love Spring 2012 Collection is Boldly Bright
56
Cozy Country Lookbooks
The YMC SS11 Campaign Takes the Comfy Road to Charming Style
55
Old School Prepster Shoots
This 'Take Ivy' Photo Series Touches Upon Styles from the 60s
54
Moody Teen Lookbooks
The Vainl Archive 2011 Fall/Winter Line Boasts Dismal Faces & Dapper Style
53
Color-Blocked Casualwear Catalogs
The J.Crew Collection Lookbook is Full of Lovely Luxe Layers
52
Androgynous Prepster Fashion
New Zealand Label misteR Takes Female Style Back to School
51
Dapper Color-Blocked Lookbooks
The ASOS S/S 2012 Collection Has Styles for Everyone
50
Ruggedly Sophisticated Lookbooks
The Rhett Bonnett Fall/Winter Shoot is Impeccably Layered
49
Posh Plastic Ensembles
The Marc Jacobs SS12 Campaign Preview Mixes Minimalist & Modern Styles
48
Comfy Contortionist Shoots
The Mikaela Carlen Velvet December Shots are Sweet and Cozy
47
Abstract Academic Lookbooks
The Casely-Hayford S/S 2012 Collection is Dapper and Distinguished
46
Ideal Family Editorials
The American Dream Series Seems to Star a Real-Life Barbie and Ken
45
Preppy Pop Fashion
The Tommy Hilfiger Spring/Summer 2012 Line is a Bright Mix of Mod Classics
44
Preppy Pooch Products
The American Digs Dog Apparel Puts the Pup on the Runway
43
Layered Monochromatic Lookbooks
Daria Werbowy for Joseph Fall Winter 2011 Campaign is Subtly Chic
42
Four-Eyed School Shoots
Rosanne Doosje Marie Claire Czech Spread in Slick School Girl Looks
41
Old-School Preppy Ensembles
The Ovadia and Sons SS12 Collection Boasts Versatile Sophistication
40
Preppy Pajama Fashion
The Aritzia Spring 2012 Collection is Comfortable and Chic
39
Spotless White Shoots
Giovanni Squatriti Captures Stunning Gazzarrini Spring Summer 2012 Campaign
38
Preppy Class-Cutting Lookbooks
The Mishka 2010 Holiday Collection is Put Together
37
Chic-Casual Fashion Ads
Sporting Elegance & Preppy Attire in the Lacoste Spring 2011 Campaign
36
Face Projection Pictorials
The Ones 2 Watch Up Against Us Editorial is Artful
35
Minimalist Workwear Campaigns
The J Crew Holiday 2011 Catalog Features Anais Mali and Liu Wen
34
Preppy Plaid Apparel
The Pendleton 2011 Fall/Winter Collection for Men Combines Unlikely Styles
33
Luxury Sports Collaborations
The Adidas Porsche Design Fall Winter 2011 Line is Athletic
32
Loitering Capped Shoots
The Caleb Trent for HERO Magazine Shoot is Gritty and Raw
31
Washed-Out Preppy Menswear
The Hunting and Collecting Summer 2010 Collection Lookbook
30
Pajama Party Lookbooks
Fun-Loving Looks From the American Eagle Holiday 2010 Collection
29
Bold Blush Editorials
The Character Studies Editorial by Andy Eaton Plays Dress-Up
28
Vibrant Versatile Ensembles
The Celine Resort 2012 Boasts Plenty of Patterns, Prints & Textures
27
Preppy Grunge Editorials
The MadeMe 2011 Fall Collection Boasts Sportswear-Inspired 80s Looks
26
Prep-Electro Branding
Lacoste x Ed Banger for Lacoste Cool Cats Live Capsule Line
25
Candy-Colored Shoots
The LINE Knitwear Spring 2012 Collection is Sensational
24
Subdued Suburban Styles
The Sandinista 2011 Summer Collection for Men Boasts Laidback Preppy Looks
23
Apparel Brand House Parties
Tommy Hilfiger 'Holiday Par-tay' Campaign is Wild & Fun
22
Dapper Desert Lookbooks
The Hot, Sweltering Riviera Club 2011 Showcase Book is Breathtaking
21
Preppy Footballer Photoshoots
The Erik Decker GQ November 2010 Spread Scores a Touch Down
20
Preppy Plaid Suits
The Tomorrowland Spring 2010 Lookbook Features Fresh Fashions
19
Sporty Patchwork Fashion
The Louis Vuitton 2012 Spring Line Boasts Textures & Preppy Ensembles
18
Avant-Garde Preppy Ensembles
The Band of Outsiders 2012 Spring Line Boasts Luxury Tracksuits
17
Preppy Suburb Snaps
The W Magazine 'Reverse Commute' Captures are Stoically Stylish
16
Country Club-Inspired Fashion
The Fred Perry 2011 Summer Collection is Preppy and Posh
15
Elegant Derby Couture
Vineyard Vines Presents Its Official Style for the Kentucky Derby
14
Wonderfully Woven Ensembles
The Missoni 2012 Spring/Summer Line Boasts Bold Stripes & Soft Fabric
13
Ultra Preppy Legwear
Brooks Brothers Create Four Different Designs on One Pair of Pants
12
Steamy Sailor Editorials
The Ashley Smith Elle US December 2011 Shoot Gets Neon Pumps Rocking
11
Preppy Fashion Films
The Polo Ralph Lauren Fall 2010 Video Sells Smart Style
10
Belted Cardigans
The Elizabeth and James Spring 2011 Collection Shows Preppy Styles
9
Four-Eyed Mantorials
The Coach 'Take Preppy' Editorial Emits a Brainy Vibe
8
Chic Moody Catalogs
The Maison Kitsune SS12 Lookbook is Darkly Sophisticated
7
Hipster Prep Ensembles
The SOPOPULAR SS12 Collection For Men Boasts Contemporary Urban Styles
6
Peek-a-Boo Editorials
The Cover i-D Winter 2011 Issue Gets Vibrantly Colorful
5
Loving Couple Lookbooks
The Penfield FW11 Collection Offers Preppy Paired Fall Fashion
4
Laid-Back Collegiate Fashion
Summer Campus in Vanity Fair Italia Adds Punch to Preppy Style
3
Preppy Plaid Apparel
Penfield SS 2011 Collection Brings Lightweight Outerwear for the Season
2
Preppy Streetwear Crossovers
The Full Stussy Deluxe x Fred Perry Blank Canvas Collection Unveiled
1
Preppy Popstar Collaborations
The Amy Winehouse for Fred Perry Spring 2012 Collection is Low-Key
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The Disney x Tommy Collab Fuses Preppy Styles & Manga Influences
Reinvigorated 90s Fashion
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Minimally Elegant Fall-Ready Fashion
Studio Nicholson Presents its Fall 2024 Collection
Ivy-Inspired Sneaker Collections
Bodega, BEAMS, and adidas Team Up for Ivy-Inspired Sneakers
Preppy Collaboration Footwear Collections
The Sperry x Brooks Brothers Collection is Campus-Ready
Offbeat Fashion Campaigns
ASOS 'Inspired By' Delivers Non-Traditional Inspiration to Style-Seekers
Western-Influenced Spring Menswear
MNML Launches Its Heritage Capsule for the Pre-Spring Season
Masculinity-Exploring Fashion Collections
Dior Spring 2024 Draws Inspiration from Menswear Codes
Cinematic Fashion Campaigns
Norse Projects Partners with Mikkel Karstad for Its New Campaign
Graphic Garment-Dyed Streetwear
Stüssy and Levi's Join on a New Collection Together
Leathery Black Sporty Fashion
adidas and IVY PARK Continue to Work in Collaboration
Regenerative Designer Fashion Shows
eBay will Host an 'Endless Runway' Showcasing Pre-Loved Looks
Holiday Apparel Lookbooks
Stüssy's Holiday 24' Lookbook Features Layering Essentials
Student-Designed Runway Shows
The Kingston School of Art Put on a Futuristic Fashion Show
Sophisticated Minimalist Luxury Fashion
Alexander Mcqueen Showcases the Spring/Summer 2024 Capsule
Nudist-Themed Sporty Fashion Campaigns
PUMA and NOAH Join Forces on a New Collection
Sporty Visual Fashion Campaigns
PUMA and NOAH Join Forces on a New Sporty Campaign Series
Second-Hand Styling Series
Channel 4 & Vinted's Second-hand Showdown Spotlights Pre-Loved Fashion
Refreshed Expressive Fashion Brands
The Cheap Monday Relaunch Retains Its Punk Aesthetics
Premium Streetwear-Informed Eyewear
The Stüssy Eyewear Series for Spring 2024 is Captivating
Modern Women-Exploring Luxe Fashion
The Fendi SS24 Series was Unveiled on the Runways
Skate Fashion Runway Shows
ERL Presents its First-Ever Runway Show for the SS24 Season
Fine Art-Inspired Fashion
Pacsun & The Met Collaborated on a Covetable Apparel Capsule
Youthful Streetwear Collections
PDF Debuted Its Spring/Summer 2024 Sophomore Collection in Paris
Friendship-Promoting Fashion Campaigns
Tommy Hilfiger's Spring 2024 Features Kendall Jenner
Americana Baseball Fashions
The Polo Ralph Lauren x New York Yankees Collection is Fall-Ready
Star-Studded Luxe Fashion Campaigns
Alexander McQueen Presents its Dramatic FW23 Campaign
Vintage-Inspired Workwear Capsules
Engineered Garments' Workaday SS24 Taps Vintage Workwear Appeal
Fall-Ready Expansive Workwear Capsules
Carhartt WIP Presents its Latest Collection for FW23
Ultra-Slick Pre-Fall Fashion Collections
Off-white™ Marks Its First Ib Kamara Collection
Sartorial Co-Ed Fall Fashion
Soulland Unveils its New Collection for the FW24 Season
Homecoming-Enthused Collegiate Apparel
Paper Planes Features Aesthetic Homecoming Styles
Hip Hop Fashion Exhibitions
MFIT Presents Fresh, Fly, and Fabulous: Fifty Years of Hip Hop Style
Proportion-Exploring Mystical Menswear
Alexander McQueen Presents His Intricate SS24 Collection
Chic Streetwear Fashion Collections
Homme+Femme Recently Debuted Its Spring/Summer 2023 Line
Reggae-Inspired Spring Fashion
Nicholas Daly Presents the Reggae Club Capsule for SS24
Autumnal Model-Approved Loungewear
Hackett London & David Gandy Wellwear Introduced a New Range
Collaborative Varsity Lifestyle Streetwear
OVO and Playboy Join Forces on a New Collection
Sophisticated Technical Fall Fashion
Kaptain Sunshine Presents its New Range for the FW23 Season
Fall-Ready Militaristic Streetwear
maharishi Presents its New Capsule Designed for FW23
Timeless Clothing Collections
The Burberry Classics Collection Has Recently Been Updated
Seasonal Collegiate Varsity Jackets
The New SuperDry Varsity Jackets Join the FW24 Roster
Winter-Ready Luxe Fall Fashion
Coggles Launches a Look at its New FW23 Collections
Ivy-Inspired Apparel Collections
Bodega Joins adidas and BEAMS For Ivy League-Inspired Collection
Exquisite Fashion Capsules
The Erdem Spring 2025 Ready-To-Wear Collection is Eye-Catching
Authentic Denim Collections
Calvin Klein Emphasizes Youthful and Classic for Fall 2023
Tennis Club-Inspired Fashion Uniforms
Percival and Slazenger Drops the Racquet Country Club
Ultra-Stylish Tween Clothing Collections
Hayden Girls Offers a Diverse Range of Tween Clothing
In-House Seasonal Fashion Capsules
HS05 Unveils its Second Collection for the SS24 Season
Self-Referencing Fashion Collections
For Fall/Winter 2023, UNDERCOVER is Reimagining Old Design
Re-Released Fashion Collabs
H&M is Sharing Pre-Loved Styles from Guest Designer Collaborations
Punk Rock-Informed Fall Fashion
Av Vattev Designs the superculture Collection for FW24
Androgynous Resort Fashion Capsules
Edward Crutchley Presents his Latest Resort Capsule
Minimal Preppy Fashion Capsule
G.H. Bass Presents a Look at the Modern Ivy Collection
Timeless Spring-Ready Menswear
Last Pick Unveils a Classic Capsule of Apparel for SS23
Brogue-Style Skateboard Sneakers
The Vans Varsity Sneakers are at Once Laidback and Preppy
Fashion-Forward Ski Series
PrettyLittleThing Unveils Elevated Ski Collection for Winter Sports
Minimally Designed Streetwear Uniforms
Entire Studios is Launching the Entire Uniform Series
Effortlessly Elegant Womenswear
The Veronica Beard Spring/Summer 2024 Collection is Sophisticated
Shoppable Luxury Fashion Films
Tom Ford Allows Consumers to Seamlessly Shop Its Spring 2024 RTW
Understated Spring-Centric Fashion
Stein Presents its Spring/Summer 2025 Line of Minimal Looks
High School-Inspired Autumn Fashion
ERL Presents a Look at its FW24 Collection of Retro Themes
Timeless Workwear Collections
visvim Just Recently Released Its Fall/Winter 2023 Offerings
Sporting Moment-Inspired Fall Fashion
Admiral Sporting Goods Presents its New Capsule for FW23
NYC-Inspired Fall Fashion
Studio Nicholson Presents a New Capsule for the FW23 Season
Elegant Fall-Centric Fashion Capsules
16Arlington Unveils the Minimal Wake Collection for FW23
Retailer-Collaborative Fall Streetwear
Stüssy Presents Another Collection Alongside DSM London
Fall-Ready Sleek Wardrobe Staples
UNIQLO U Presents its New Collection for the FW23 Season
NYC Barbers-Inspired Collections
PUMA and RHUDE Join Forces to Launch a Collaborative Range
Curated Workwear Capsules
Petal and Pup's Curated Workwear Edit Offers Seamless Sophistication
Military-Inspired Outdoor Fashion
N.Hoolywood Releases the Test Product Exchange Service
Workwear-Inspired Fashion Collections
The Fendi Spring/Summer 2024 is Chic and Ultra-Functional
Narrative Fall-Ready Modern Fashion
Daniel W. Fletcher Presents I Loved You From the Start
Brand Refresh Preview Events
Closer Previews for Anticipation at a Lively Cheap Monday Event
Preppy Kids' Apparel
Sporty & Rich Kids Offers Elevated Comfort for the Next Generation
Industrial Worker-inspired Fashion Capsules
Maharishi Draws Inspiration from Industrial Workwear
British Countryside-Inspired Collections
Pikol x Percival Launch a Cozy Rustic Fashion Collection
Refreshed Streetwear Collections
Billionaire Boys Club Goes Back to Its Roots for Spring 2023
Luxury Hotel-Inspired Varsity Collections
Sporty & Rich x The Carlyle Hotel Debut Vintage Styles
Luxe Spring-Centric Tailored Apparel
Paul Smith Presents His New Capsule for SS24
Elevated Contemporary Sportswear Lines
Admiral Sporting Goods Co. Re-Interprets Classic Designs
Vibrantly Designed Spring Apparel
Yardsale Presents its Latest Collection for Spring 2023
Pre-Fall Technical Bold Fashion
A-COLD-WALL Presents Exterior, Interior, and Transitions
American Lifestyle-Inspired Fashion Collections
Blackstock & Weber Launches the Academy Collection
North African Culture-Inspired Fashion
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Spring-Ready Fashion Editorials
The Garbstore Presents its New Campaign for the SS23 Season
British Vintage-Tinged Streetwear
Yardsale Presents its Latest Collection of Retro Looks
Thrifter-Themed Fall Streetwear
Patta Presents its Latest Collection for the FW23 Season
Neutral Tonal Spring Streetwear
Carhartt WIP Opts for Neutral Light Tones for SS24 Season
Spring-Ready Militaristic Streetwear
Alpha Industries Strengthens its Roster with the SS24 Capsule
Romantic Narrative-Inspired Fashion
Edward Cuming Unveils a New Capsule for the SS24 Season
Preppy Collaborative Retail Capsules
JW Anderson and Uniqlo Continue Their Ongoing Collaboration
Rebellious Spring-Ready Fashion
Jekeun Presents its New Collection for the SS24 Season
London-Inspired Rebellious Fashion
Fred Perry and PLEASURES Join Forces on a New Collection
Preppy Co-Ed Luxe Fashion
Thom Browne Presents its 20th-Anniversary Line of Apparel
Collaborative Gorpcore-Themed Apparel
IVY PARK and adidas Continue to Grow its Expansive Capsule
Seaside-Influenced Fall Menswear
Forét Presents its Latest Collection Designed for FW24
20s-Inspired American Sportswear Collections
Thom Browne Debuts a High Summer Capsule Collection
Rapper-Starring Fall Streetwear
Daily Paper Spotlights Headie One in New FW23 Collection
Colorful Surf-Inspired Pre-Fall Fashion
The Elder Statesman Unveils its Capsule for Pre-Fall 2023
Heritage Varsity Jackets
FJackets Offers a Variety of Varsity Jackets for All
NYC Fall-Ready Militaristic Streetwear
maharishi Presents the Art of the Invisible Warrior
Elevated Grunge Streetwear
Ksubi's Express to Mars Spring 2024 Collection is Detail-Oriented
Football-Inspired Menswear Collections
The BOSS x NFL 2024 Capsule is Chic and Ultra-Sporty
Functional Militaristic Fall Apparel
maharishi Presents its New Campaign for the FW23 Season
Minimal Californian Fashion Brands
A Paper Boy is Defined by its Minimal Oversized Versatile Looks
Cozy Greyscale Minimal Apparel
Entire Studios Launches a New Range of Streetwear for the Season
Laidback Fashion Brand Sunglasses
Converse Sunglasses Come in Three Style Options
Park-Inspired Outdoor Fashion Capsules
Parks Project Sets out to Preserve National Parks
Irish Folklore-Inspired Fashion
UNDERCOVER Presents its New Collection for the SS24 Season
Finely Tailored Spring Fashion
mfpen Presents its Latest Collection for the SS23 Season
Harajuku-Inspired Slip-Ons
Vans Taps Guest Designers on the Harajuku Punk Design Series
90s Clubbing-Inspired Streetwear
Palace and Evisu Join Forces Again on a New Collection Together
70s-Inspired Elegant Fashion Lines
Mfpen's Fall/Winter 2023 Boasts a Touch of Contemporaneity
Evolutionary Menswear Fashion Shows
S.S. Daley Unveils a New Capsule During Pitto Uomo 105
Pleats-accented Fashion Collection
Issey Miyake Embraces Pleated Fashion for Spring/Summer 2024
Contemporary Workwear-Inspired Fashion
Madhappy Debuted Its Utility-Focused Pre-Fall 2023 Range
Fashion Recap Artful Books
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Americana-Inspired Spring Fashion
Woolrich Presents Origin Stories: Americana for SS24
Luxurious Spring-Ready Streetwear
AMBUSH Presents a Look at its New Collection for SS24
Adventure-Inspired Editorials
HBX Has Debuted a New Lookbook with Items from Well-Known Brands
Sleek Seasonally Transitional Fashion
The Latest Collection by Drake's Prepares for Fall
Summer Workwear Sartorial Campaigns
Carhartt WIP Presents its New Marina Campaign for SS23