Private school attire and collegiate clothing have been making waves through mens fashion for a while now, and these preppy menswear styles are some great examples of how that schoolboy-type look continues to gain popularity in modern day society.
The preppy look encompasses a variety of different clothing options that often includes collared shirts, tucked in ensembles, tightly fitted pants and elegantly designed blazers. The concept of dressing preppy is also often associated with a style that is nicely put together and visually sophisticated and elegant. Men who choose to go for this type of fashion style often appreciate the intricate and carefully thought-out manner in which these outfits are put together.
From bold blazer editorials to preppy pretty boy runways, these sleek menswear styles are allowing men to maintain that youthful and tailored look.
84 Preppy Menswear Styles
From Preppy Hipster Lookbooks to Simplistic School-Boy Runways:
Tana Makmanee — Jun 5, 2013 — Fashion
82
Dapper Film Fashion
The Great Gatsby Style Influences the Latest Brooks Brothers Collection
81
Old Money Menswear Shoots
The Helge Gjerstad & Marcos F Kenton Editorial is Dapper
80
Crisp Color-Blocked Campaigns
The United Colors of Benetton Spring/Summer Lookbook is Preppy
79
Hipster School Boy Fashion
The Customellow Spring/Summer 2011 Collection has Old School Style
78
Vintage Seaside Menswear
The Ones2Watch 'Aiguadolc' Editorial has a Nautical Aesthetic
77
Spec-Tacular Menswear Campaigns
The Dolce & Gabbana Summer Precollection is Suited Up
76
Geek-Chic Menswear Looks
The H&M Spring 2012 Lookbook is Preppy with a Hint of Class
75
Uber-Preppy Fashion
The Gant Rugger Spring 2010 Collection Adds Hip to the Square
74
Interchangable Lookbooks
The McQ Spring/Summer Lookbook Features Multi-Functional Staples
73
Fruit-Hued Menswear
The Apropos Spring/Summer Lookbook Features Contemporary Classics
72
Preppy Pretty Boy Runways
The Mango Fall/Winter 2012 Collection Modernizes Classic Styles
71
Preppy School Boy Fashion
The Cause and Effect Editorial is Dapper with a Bit of Rebellion
70
Lookbook Magazines
'East Side Homeboy' Promotes the Beauty & Youth Fall/Winter 2010 Line
69
Gingham-Obsessed Runways
The Alexis Mabille Spring/Summer 2013 Collection is Check-Chic
68
Slick Schoolboy Lookbooks
The Balmain SS12 Campaign is Too Cool for School
67
Eccentric Snobby Lookbooks
The Beausnob S/S 2012 Collection is Refreshingly Preppy
66
Colorful Schoolboy Style
Francisco Lachowski Shows Preppy Styles for TI 2010 Spring Campaign
65
Classy Schoolhouse Style
The Uniform Experiment SS11 Collection is Prim and Proper
64
Urban Prepster Collections
The J.Crew Menswear Fall 2012 Lookbook is Sharply Dressed
63
Preppy Summer Menswear
Terron Wood is a Dapper Nerd for Arnaldo Anaya-Lucca in GQ Germany
62
Preppy Hipster Lookbooks
The Journal Standard 2013 S/S Lookbook Features Disheveled Menswear
61
Preppy Boyish Ensembles
The Shipley and Halmos 2012 Spring Line Boasts Youthful Sophsitication
60
Asymmetrical Schoolboy Ensembles
Miharayasuhiro FW 11/12 Line is Lopsided Preppy
59
Prepster Beachwear
The Maria Gambina Spring/Summer 2012 Collection is Ready for the Sand
58
Pastel Pink Menswear
Lagerfeld Spring 2012 Lookbook Offers Preppy & Casual Men's Styles
57
Debonair Dressed Shoots
The Helio Martins for Esquire Turkey Editorial is Fit for a Gentleman
56
Economical Hipster Catalogs
The Lacoste Pre-Fall 2013 Lookbook is Comfortably Chic
55
Classic Collegiate Catalogues
The H&M Updated Classics Editorial Goes Back to School
54
Celebrity Menswear Campaigns
The Mr. Porter 'The Look' is Now Featuring Chase Crawford
53
Sharp Refined Menswear
Mateusz Rogenbuk Looks Prim & Polished for PVOMO Menswear
52
School Boy Fashion
The Velour Spring 2010 Collection Brings Style to the Classroom
51
Retro Biking Shirts
Fred Perry Cycling Blank Canvas Collection is Inspired by 60s Sportswear
50
Moody Teen Lookbooks
The Vainl Archive 2011 Fall/Winter Line Boasts Dismal Faces & Dapper Style
49
Preppy Skater Menswear
The Stussy 2010 Spring Collection Combines Two Very Different Fashion World
48
Dapper Old-School Fashions
The Paul Smith GQ Japan Shoot Revisits Classic Menswear
47
Shredded Menswear
The Fantasticsmag 'Affect Versus Effect' Editorial Shot by Irem Harnak
46
Dapper Color-Blocked Lookbooks
The ASOS S/S 2012 Collection Has Styles for Everyone
45
Animal-Infused Prepster Menswear
The Burberry Prorsum F/W Collection Calls to the Wild
44
Ruggedly Sophisticated Lookbooks
The Rhett Bonnett Fall/Winter Shoot is Impeccably Layered
43
Composed Menswear
The Spring 2011 Men's Collection by Surface to Air is Laid-Back Fierce
42
Posh Plastic Ensembles
The Marc Jacobs SS12 Campaign Preview Mixes Minimalist & Modern Styles
41
Bold Blazer Editorials
Florian Van Bael Graces the May 2012 GQ Italia Issue
40
Abstract Academic Lookbooks
The Casely-Hayford S/S 2012 Collection is Dapper and Distinguished
39
Legacy Lumberjack Apparel
The Carharrt WIP Heritage 2012 Fall/Winter Collection is a Crossover
38
Simplistic School-Boy Runways
The SISE Spring/Summer 2013 Collection Embraces Modern Minimalism
37
Brazen Preppy Collections
This Fred Perry x Raf Simons Collection is Boldly Refined
36
Preppy Turtleneck Collections
The Lanvin F/W 2013 Men's Collection is Poshly Bundled Up
35
Prim Prepster Catalogues
The Carven Spring/Summer 2012 Menswear Collection is Sharply Dressed
34
Preppy Pink-Hued Menswear
The Antonio Navas Euroman Editorial Features Fresh Colors
33
Old-School Preppy Ensembles
The Ovadia and Sons SS12 Collection Boasts Versatile Sophistication
32
Bow Tie-Laden Lookbooks
The Charles Olive 2012 Holiday Lookbook is Preppy
31
Preppy Class-Cutting Lookbooks
The Mishka 2010 Holiday Collection is Put Together
30
Futuristic School-Boy Looks
Kris Van Assche Fall/Winter 2012 Collection is Preppy and Modern
29
Electric-Hued Optics
The Kirk Originals 'Beam' Collection is a Whimsical Take On Glasses
28
Layered Houndstooth Runways
The Tommy Hilfiger Fall/Winter 2013 Collection is Elegantly Timeless
27
Polo Shirts & Bow Ties
The J Lindeberg Spring 2011 Collection Mixes Business Casual & Formal
26
Preppy Pastel Menswear
The Cash CA 2010 March Collection Keeps it Light and Breezy
25
Ivy League Throwbacks
'The Black Ivy' Photo Series is a Tribute to the First All-Black Colleges
24
English Schoolboy Ensembles
The Mackintosh Philosophy FW11 Offers Crisp and Tailored Fashion
23
Leisurely Prepster Ads
The Interview Sarar Spring/Summer 2012 Campaign is Clean Cut
22
Polished Professional Promotions
The J.Crew Fall 2012 Campaign Stars Prominent Industry Insiders
21
Cheery-Hued Dapperwear
Errikos Andreou for L'Officiel Hommes Germany Spring 2012
20
Casual College Prep Garments
The Hill-Side Fall/Winter 2012 Lookbook is Shot All Over the World
19
Preppy Skater Captures
Pharrell Williams Shows Off His Clothing Brand in Cool Trans Magazine
18
Vintage Sports Fashion
The Rugby Ralph Lauren Spring 2010 Collection is Stylishly Preppy
17
Chromatic Prepster Ads
The Perry Ellis Spring/Summer 2013 Campaign is Color-Accented
16
Preppy Plaid Suits
The Tomorrowland Spring 2010 Lookbook Features Fresh Fashions
15
Retro Lounging Editorials
Dan Martensen Photographs for Telegraph Men's Style SS 2011 Issue
14
Ultra Preppy Legwear
Brooks Brothers Create Four Different Designs on One Pair of Pants
13
Relaxed Prep Shool Runways
The Kolor Spring/Summer 2013 Collection Mixes Retro and Modern Styles
12
Teacher's Pet Couture
The Velour 2010 Fall Lookbook is Ahead of the Curve
11
Preppy Lecturer Fashions
The GANT By Michael Bastian Fall 2013 Menswear Collection is Conservative
10
Four-Eyed Mantorials
The Coach 'Take Preppy' Editorial Emits a Brainy Vibe
9
English Schoolboy Shoots
The Sebastian Brice Popeye Editorial is Effortlessly Sophisticated
8
Laid-Back Collegiate Fashion
Summer Campus in Vanity Fair Italia Adds Punch to Preppy Style
7
Structured Crest Jackets
The Brooklyn Circus Varsity Blazer Makes for a Modern Fit
6
Shipwrecked Sportswear Editorials
The Storm GQ Style China Portrait Series is Weather-Proof
5
Earth-Toned Ensembles
The Massimo Sforza Autumn/Winter 2012 Collection is One with Nature
4
Preppy Player Photography
Nicolas Ripoll in the GQ Style 'Time for Tennis' Editorial
3
Vibrant Preppy Prints
Caulfield Preparatory Spring 2010 Collection is Colorful Casual Wear
2
Effortlessly Preppy Menswear
The Harrods Magazine April 2013 Shoot Features Neutral Tones
1
Preppy Checkered Menswear
The APC Madras Collection Follows a Specific Pattern
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Steggy's Henleys Perfects the Henley Shirt Silhouette
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Boho-Chic Fashion Collections
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Tailored Apparel Line-Expansions
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Summer-Ready Crochet Menswear
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Timeless Technical Menswear
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Reinvigorated 90s Fashion
The Old Navy '94 Reissue Collection Revives Nostalgic Style
Sophisticated Menswear Fashion Lines
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Effortless 90s-Inspired Spring Streetwear
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Vintage-Inspired Gentleman Fashion
John Alexander Skelton Os Inspired by the British Woodlands
Reinvented Normal Clothing Silhouettes
Hed Mayner's Spring/Summer 2024 Boasts Unexpected Detailing
Versatile Menswear Capsules
Norse Project Debuts Its Second Instalment for Spring/Summer 2023
Luxury Technical Clothing Lines
Y-3 Embraces Performance-Driven Fabrics and Luxury
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The maharishi Spring 2023 Capsule is Inspired by Retro Themes
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The Sperry x Brooks Brothers Collection is Campus-Ready
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Represent Unveils the Patron of the Club Collection
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Abel Honor New York Boasts New Wave Streetwear for Men
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Admiral Sports Introduces the Team Dressers Collection
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Stuart Weitzman Embarks on a New Venture with Itss Latest Range
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
Sophisticated Menswear Runway Shows
Sabato De Sarno Unveils the Luxe Gucci Men's Collection
Membership-Based Luxury Men’s Clothing
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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
Holiday Apparel Lookbooks
Stüssy's Holiday 24' Lookbook Features Layering Essentials
Digital Streetwear Collaborations
The Fabricant x Highsnobiety Dropped During Paris Fashion Week
Sophisticated Minimalist Luxury Fashion
Alexander Mcqueen Showcases the Spring/Summer 2024 Capsule
Winter-Ready Minimal Apparel
Axel Arigato Presents a Look at its New Winter Apparel Designs
Solution-Based Menswear
BRIC Boasts Elevated Essentials That are Fitted Perfectly
Americana Baseball Fashions
The Polo Ralph Lauren x New York Yankees Collection is Fall-Ready
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
Summer-Ready Minimal Menswear
Studio Nicholson Designs the New Module 03 Collection
Proportion-Exploring Mystical Menswear
Alexander McQueen Presents His Intricate SS24 Collection
Chic Streetwear Fashion Collections
Homme+Femme Recently Debuted Its Spring/Summer 2023 Line
Denim-Centric Streetwear Capsule
Carhartt WIP Presents its New Collection for the Season
Reggae-Inspired Spring Fashion
Nicholas Daly Presents the Reggae Club Capsule for SS24
Durable Outdoor-Centric Lifestyle Apparel
The North Face Presents the Ripstop Collection
Autumnal Model-Approved Loungewear
Hackett London & David Gandy Wellwear Introduced a New Range
UK Summer-Ready Sporty Fashion
Unknown London Launches a New Capsule Designed for Summer
Neutral Collaborative Streetwear Series
Lacoste and Highsnobiety Join 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
Collaborative Graphic Streetwear Series
Dockers and Zalando Join Forces on a New Collection
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
Chic Modern Fashion Collections
Hugo X Les Benjamins Blends Eastern and Western Fashion
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
Understated Luxury Menswear
Coofandy's New Collection Brings Quiet Luxury to Modern Men
In-House Seasonal Fashion Capsules
HS05 Unveils its Second Collection for the SS24 Season
Preppy Kids' Apparel
Sporty & Rich Kids Offers Elevated Comfort for the Next Generation
Denim-Centric Streetwear Collections
Stüssy and Levi's Join Forces on a Collaborative Capsule
Punk Rock-Informed Fall Fashion
Av Vattev Designs the superculture Collection for FW24
Sophisticated Summer Fashion Collections
BoohooMAN Introduces Its Summer Nights Collection
Fall-Centric Vintage-Inspired Apparel
Florence Black Presents a New Capsule for FW23
Secondhand Fashion Editorials
Vinted Styled a Shoot Exclusively with Vinted Finds
Streetwear-Informed Sporty Kits
Arsenal Football Club and maharishi Join on a New Capsule
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
Outerwear-Centric Fall Fashion
Bene Culture Presents its Latest Collection for the Season
Understated Unisex Clothing Collections
The MYSTEPHENM VOL 1.5 Capsule Collection is Futuristic
Slick Monochromatic Fashion Collections
Stone Island Boasts a Minimalist Color Palette for SS23
Minimally Designed Streetwear Uniforms
Entire Studios is Launching the Entire Uniform Series
High School-Inspired Autumn Fashion
ERL Presents a Look at its FW24 Collection of Retro Themes
Contemporary Fall-Centric Menswear
Latimmier Unveils its Latest Capsule for the FW23 Season
Timeless Workwear Collections
visvim Just Recently Released Its Fall/Winter 2023 Offerings
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
Men's Activewear Retail Expansions
Pacsun Debuted a Men's Activewear Collection
Spring-Ready Tecnical Garments
_J.L-A.L_ Presents its Latest Collection Designed for SS24
Workwear-Inspired Fashion Collections
The Fendi Spring/Summer 2024 is Chic and Ultra-Functional
Luxury Hotel-Inspired Varsity Collections
Sporty & Rich x The Carlyle Hotel Debut Vintage Styles
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Paul Smith Presents His New Capsule for SS24
Elevated Contemporary Sportswear Lines
Admiral Sporting Goods Co. Re-Interprets Classic Designs
Sophisticated Menswear Collections
Jack Victor Emphasizes Brand Heritage in a New Collection
Pre-Fall Technical Bold Fashion
A-COLD-WALL Presents Exterior, Interior, and Transitions
American Lifestyle-Inspired Fashion Collections
Blackstock & Weber Launches the Academy Collection
Premium Fall-Ready Workwear
Carhartt WIP Presents its Latest Collection for FW23
Spring-Ready Fashion Editorials
The Garbstore Presents its New Campaign for the SS23 Season
Age-Embracing Fall Fashion
Sage Nation Presents its New Collection for the FW23 Season
Thrifter-Themed Fall Streetwear
Patta Presents its Latest Collection for the FW23 Season
Spring-Ready Militaristic Streetwear
Alpha Industries Strengthens its Roster with the SS24 Capsule
Coming-of-Age Runway Shows
Dhruv Kapoor's Spring/Summer '25 Collection Mirrors Personal Growth
Romantic Narrative-Inspired Fashion
Edward Cuming Unveils a New Capsule for the SS24 Season
Collegiate-Inspired Apparel
The Todd Snyder + NFL Collection Redefines Game Day Fashion
Preppy Collaborative Retail Capsules
JW Anderson and Uniqlo Continue Their Ongoing Collaboration
20s-Inspired Sportswear Collections
Balmain Unveils Its New Vintage-Themed Sportswear Range
Preppy Co-Ed Luxe Fashion
Thom Browne Presents its 20th-Anniversary Line of Apparel
Understated Spring-Centric Fashion
Stein Presents its Spring/Summer 2025 Line of Minimal Looks
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
Summer-Ready Layered Apparel
Sage Nation Presents its New Capsule for the SS24 Season
Garden Bloom-Inspired Menswear
Percival Presents its New Foragers Collection of Menswear
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
Football-Inspired Menswear Collections
The BOSS x NFL 2024 Capsule is Chic and Ultra-Sporty
Tranquil Cozy Fashion Capsules
MAXIME Unveils the New a Man and His Objects Collection
Nautical-Themed Spring Apparel
Drake's Presents its Latest Collection for Spring 2023
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
Layering-Focused Elevated Streetwear
Clints Introduces its Latest Collection for the Season
Traditional Football-Themed Fashion
Mitre and Lack of Guidance Join Forces on a Collection
Laidback Fashion Brand Sunglasses
Converse Sunglasses Come in Three Style Options
Designer-Approved Western Apparel
Dapper Dan Debuts a New Spring Collection with GAP
Urban Functional Fall Techwear
C.P. Company Introduces a Look at its FW24 Collection
Community-Honoring Eclectic Fashion
GANNI and Barbour Join Forces on a New Collection
Finely Tailored Spring Fashion
mfpen Presents its Latest Collection for the SS23 Season
Spring-Ready Luxurious Formal Menswear
Louis Vuitton Presents its Formal Men's Range for SS24
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
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Madhappy Debuted Its Utility-Focused Pre-Fall 2023 Range
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
Versatile Stylish Seasonal Jackets
Blauer's New SS24 Collection is Full of Jacket Options
Summer Workwear Sartorial Campaigns
Carhartt WIP Presents its New Marina Campaign for SS23