It’s important to have a dressier option for those special occasions (such as Thanksgiving). Enter these preppy looks. They're an easy way to transform any look, be it urban, nerdy or even too stiff, into a chic, comfortable pulled together outfit. Preppifying your look will not only score you points with the girlfriend or parental unit, it’ll also show an instant sign of respect to your general company.
So, take a look at this cluster filled with easy-to-do preppy looks.
28 Peppy Preppy Looks
27
Suggestive Nerd Editorials
Gossip Boy Penn Badgley Grabs & Erupts in GQ Magazine
26
Gossip Girl Fashion a Click Away
StarBrand Sells TV Styles
25
Candy Colored Menswear
Ralph Lauren Purple, Polo & Black Label Returns to the Classics
24
Retro Nerd Glasses
Dita Legends Optical Collection Will Make You Wish for Poor Vision
23
Prime-Time Clothing Lines
Anna Sui Teams with Target for "Gossip Girl" Collection
22
Stylish Semi-Suits
S/S '10 Menswear Pairs Blazers With Shorts on the Runways
21
Casual Chic Male Fashion
'Preppy Boy' in Asos Magazine Shows Relaxed Smart Look
20
Sunday Picnic Fashion
Gilded Age Spring 2010 Collection is a Walk in the Park
19
Wooden Wayfarers
Manic Skateboarding Company Releases All-Natural Sunglasses
18
‘Catcher in The Rye' Fashion
Caulfield Preparatory Modernizes an Old Classic
17
Sexy Skinny Suits
Frida Gianni's Fitting Formalwear for Gucci Fall 2009 RTW
16
Ivy League Fashion
Harvard University Teams with Wearwolf Group For Preppy Design Line
15
Urban Geek Menswear
Nicholas K's Fall/Winter 2009 Collection is for Edgy Nerds
14
Manly Geek Chic
Huffer Explodes With Intentionally Nerdy Gear For Summer 2009
13
Retro Fashion Finders
Nerd Boyfriend Helps You Cop Modern Versions of Old-School Styles
12
Hipster Sportswear
Adidas Originals by Originals James Bond for David Beckham Is Sophisticated
11
Group Jumping Ads
Lacoste Spring/Summer 2009 Campaign Shot in Mid-Air
10
Personalized Glasses
Indivijual Custom Eyewear Magnifies the Individual in You
9
Preppy Chic
Obedient Sons and Daughters Spring 2009
8
Preppy Pilgrim Prints
Billionaire Boys Club's Hunting Pattern Pays Tribute to Nomads
7
Sunday Picnic Photography
W Magazine Takes a Trip to the Park for Their September Issue
6
Checkered Editorials
'Check it Out' for GQ Japan Features Tartan, Plaid & Checks
5
College Life Editorials
L'Optimum Magazine Makes School Look Fashionably Cool
4
Geek Chic Collections
Etro's Spring 2010 Collection Embraces Its Inner Nerd
3
Preppy Street Style
A Bathing Ape's Plaid Ball Caps Are for the Subtle Nerd
2
Canary Yellow Polos
Lacoste Commemorates Selfridge's 100th Birthday with Clothing
1
Cowboy Print Suits
Pharrell Williams Hams it Up on the Cover of Spread Artculture
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Versatile Luxury Jumpsuit Designs
La Peony Clothing's La Primera Capsule is Eye-Catching
Elevated Basics Collections
Aaron Levine’s New Collection Elevates Basics for Modern Style
Summer-Centric Lifestyle Fashion
UNIQLO U Presents its New Collection for the SS24 Season
Nighttime-Inspired Romantic Menswear
Emporio Armani Embraces Luxe Elegance in New Capsule
Luxurious Everyday Wear
Cozy Earth Expands Its CityScape Collection with New Additions
Comfortable Menswear Essentials
Steggy's Henleys Perfects the Henley Shirt Silhouette
Fall-Centric Layered Apparel
The UNIQLO U FW24 Collection is Timeless and Elevated
Comfortable Festival-Ready Apparel
adidas Curates a Range of Festival-Ready Apparel
Vintage-Inspired Essential Garments
Every Other Thursday Launches Classic Staples Remastered
Next-Gen Graphic Attire
Serenity Trends’ Graphic Clothing Offers a Futuristic Aesthetic
Boho-Chic Fashion Collections
Sophie & Hailee Boasts a Stylish Fashion Range for the Fall Season
Elegant Ready-To-Wear Collections
The Maje Fall 2024 Ready-To-Wear Collection is Ultra-Chic
Stylish City-Inspired Collections
Paris and New York Inspired Dior's 2024 Collection
Elevated Golf Apparel
Eastside Golf Debuts 'The Elevated Collection' for Stylish Transformation
Technical Comfort-Focused Apparel
The NOMATIC Outset Apparel Collection Has Four Styles
Retro Sci-Fi Clothing Collections
These UNIQLO x Star Wars Styles Celebrate May the Fourth
Reinvigorated 90s Fashion
The Old Navy '94 Reissue Collection Revives Nostalgic Style
Filmic Curated Closets
Stitch Fix's Main Character Closets Provide Nostalgic Style Inspiration
Versatile Transitional Apparel
LILYSILK Expands Latest Collection with Timeless Spring Staples
Comfort-Focused Stylish Jumpsuits
Popilush Has Unveiled a New Collection of Jumpsuits
Festive Fashion Statements
Buffalo Jeans Unveils 2023 Holiday Collection
Coastal Ivy League Apparel
Buck Mason's 'West Coast Ivy' Blends Tradition and Modernity
Streetwear Gorpcore Fashions
The North Face Urban Exploration RE:EXPLORATION Patch Up is Tactical
Snack-Holding Suit Accessories
Hot Pockets Square Arrives Ahead of Prom Season
Preppy Collaboration Footwear Collections
The Sperry x Brooks Brothers Collection is Campus-Ready
Minimal Premium Streetwear Collections
Represent Unveils the Patron of the Club Collection
Refined Festive Streetwear Staples
Axel Arigato Presents its Latest Range for the Holidays
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
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
Practical Apparel Capsules
Hikesity Debuts its Technical Apparel, Influenced by Eastern Design
One-Piece Adult Outerwear
The New 'Puffer Chubbsie' is Making Winter Fashion More Interesting
Autumnal Model-Approved Loungewear
Hackett London & David Gandy Wellwear Introduced a New Range
Americana Baseball Fashions
The Polo Ralph Lauren x New York Yankees Collection is Fall-Ready
Coastal Autumn-Ready Clothing Collections
The Taylor Stitch Breakwater Collection is Ruggedly Chic
Winter-Ready Minimal Apparel
Axel Arigato Presents a Look at its New Winter Apparel Designs
Technically Focused Weather-Ready Apparel
Bene Culture Presents its Latest Capsule for SS23
Vintage-Inspired Workwear Capsules
Engineered Garments' Workaday SS24 Taps Vintage Workwear Appeal
Premium Menswear Capsules
Every Other Thursday Debuts a Classic Staples Remastered Collection
Fall-Ready Expansive Workwear Capsules
Carhartt WIP Presents its Latest Collection for FW23
Homecoming-Enthused Collegiate Apparel
Paper Planes Features Aesthetic Homecoming Styles
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
Durable Outdoor-Centric Lifestyle Apparel
The North Face Presents the Ripstop Collection
Captivating Cozy Fall Fashion
Aries' Fall/Winter 2023 Capsule is Playful and Unique
Fall-Ready Denim Campaigns
Pacsun Launched Its Interactive Better in Baggy Denim Campaign
Holiday Apparel Lookbooks
Stüssy's Holiday 24' Lookbook Features Layering Essentials
UK Summer-Ready Sporty Fashion
Unknown London Launches a New Capsule Designed for Summer
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
Exquisite Fashion Capsules
The Erdem Spring 2025 Ready-To-Wear Collection is Eye-Catching
Timeless Clothing Collections
The Burberry Classics Collection Has Recently Been Updated
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
Cozy Autumnal Apparel
The FW23 Collection by alder apparel Highlights Cozy Pieces and Workwear
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
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
Elevated Athleisure Pieces
C.P. Company Presents Practical and Stylish Apparel for Winter
Fall-Centric Vintage-Inspired Apparel
Florence Black Presents a New Capsule for FW23
Secondhand Fashion Editorials
Vinted Styled a Shoot Exclusively with Vinted Finds
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
Textured Hybrid Professional Pants
Taylor Stitch The Easy Pant Has a Clean, Tailored Cut
Elegant Men's Formalwear
Jack Victor Presents a Striking Elegant Formalwear Collection
Gorpcore-Inspired Retailer Fashions
The ALDI Fall Merch Collection is Arriving with Many Styles
Minimally Designed Streetwear Uniforms
Entire Studios is Launching the Entire Uniform Series
Soft Suede Lifestyle Sneakers
Saucony Introduces the Shadow 6000 IVY PREP & Jazz NXT Sneakers
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
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
Curated Workwear Capsules
Petal and Pup's Curated Workwear Edit Offers Seamless Sophistication
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
Brand Refresh Preview Events
Closer Previews for Anticipation at a Lively Cheap Monday Event
Industrial Worker-inspired Fashion Capsules
Maharishi Draws Inspiration from Industrial Workwear
Spooky Fashion Collections
The PLEASURES and Eastpak Capsule is Debuted Via an Eerie Photoshoot
Eco-Friendly Indian Fashion
Latin Quarters Debuts a Stylish Capsule Using Sustainable Practices
Luxe Spring-Centric Tailored Apparel
Paul Smith Presents His New Capsule for SS24
Pre-Fall Technical Bold Fashion
A-COLD-WALL Presents Exterior, Interior, and Transitions
Spring-Centric Technical Fashion
HYKE Presents a Look at its New Collection for SS24
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
Girlhood-Inspired Clothing Drops
Peachy Den's 'Sweet Cheeks' Collection Pays Homage to Girlhood
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
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
Preppy Co-Ed Luxe Fashion
Thom Browne Presents its 20th-Anniversary Line of Apparel
Fall-Ready Timeless Aviator Jackets
Superdry Fuses Heritage and Adventure with its Aviator Range
Reprised Fall Apparel Capsules
SHEIN Reimagines Autumnal Fashion Looks with Western Motifs
Sophisticated Functional Puffer Vests
Pretty Rugged Introduces the Pretty Puffer Vest
Seaside-Influenced Fall Menswear
Forét Presents its Latest Collection Designed for FW24
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
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
Spring-Ready Tween Dresses
Hayden Girls Offers a Range of Dresses for Tween Girls
Layering-Focused Elevated Streetwear
Clints Introduces its Latest Collection for the Season
Hip-Hop-Inspired Apparel Collections
Stüssy and Gang Starr Announced New Collaboration Collection
Versatile Fashion Inspiration Apps
Urrban Tailor Helps You Find an Outfit For Any Event
Fall-Centric Simplistic Apparel
Sage Nation Presents a New Collection for the FW23 Season
Ethereal Fairytale Apparel
Ivy City Co.'s Debuts Its Fairytale Collection
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
Fall-Ready Bejewelled Denim Capsules
Jacob Cohën Presents His New Collection for FW23
Virtual Personal Styling Services
Fashivly Was Founded by Professional Stylist Ashlyn Greer
Irish Folklore-Inspired Fashion
UNDERCOVER Presents its New Collection for the SS24 Season
Convenience Chain Golf Collections
7-Eleven Unveils its new Convenience Tour Golf Collection
Spring-Ready Luxurious Formal Menswear
Louis Vuitton Presents its Formal Men's Range for SS24
Crowdsourced Outfit-Picking Apps
Choiced Let's Users Crowdsource Their Outfit Options
Festive Eco-Friendly Apparel
EarthyTweens Offers Up a New Clothing Capsule for the Holidays
Community-Focused Fall Fashion
Feng Chen Wang Presents its New Collection for the FW23 Season
70s-Inspired Elegant Fashion Lines
Mfpen's Fall/Winter 2023 Boasts a Touch of Contemporaneity
Personalized Fashion Advice Tools
Urban Stylers Offers Personalized Virtual Styling and Advice
Evolutionary Menswear Fashion Shows
S.S. Daley Unveils a New Capsule During Pitto Uomo 105
Chic Corporate-Inspired Capsules
SERVE introduces the 'After Hours Collection'
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
Luxurious Spring-Ready Streetwear
AMBUSH Presents a Look at its New Collection for SS24
Middle Eastern-Inspired Fall Fashion
Universal Works Presents the ACT II Collection for FW23
School Sitcom Clothing Collections
The JCPenney Abbott Elementary Apparel Collection is Chic
Nostalgic School Supplies
The Staples Pep Rally Collection Features 90s-Inspired Accessories
Ultra-Stylish Matching Sets
9dcc Offers Minimal Yet Eye-Catching Fashion Essentials
Sleek Seasonally Transitional Fashion
The Latest Collection by Drake's Prepares for Fall
Elevated Loungewear Staples
Brunette the Label's Go-To Essentials is Perfect for Work and Play
Limitless Occasion Suits
Percival Introduced its AW24 Suiting Collection Featuring Wool Blends
All-White Tonal Holiday Apparel
Superdry Introduces the Ibiza White Collection of Relaxed Looks
Womenswear Wardrobe Staples
JD Williams Debuts a Versatile Clothing Capsule for Middle Age Women