These laid-back menswear looks are perfect for any gentleman searching for something chic yet comfy to add to their wardrobe.
While tightly fitted ensembles and tailored suits are aspects that are commonly found in modern day fashion designs, sometimes it's nice to just let loose and wear clothing that is fun, baggy and all-around comfortable. These laid-back menswear styles are all about providing that casual yet contemporary design, offering men the chance to wear ensembles that are visually appealing while simultaneously easy and practical to wear. From chic bohemian ensembles to surfer clothing and hobo chic styles, these laid-back menswear looks are sure to offer some practical tips to anyone looking for something modern and simple to add to their closet.
Showcasing that couture clothing doesn't have to be restrictive and form-fitting, these laid-back menswear looks are able to strike the right balance between chic styling and comfortable fit.
78 Laid-Back Menswear Looks
From Cool Californian Collections to Rugged Bohemian Lookbooks:
Tana Makmanee — Oct 25, 2013 — Fashion
76
Romantically Bohemian Lookbooks
The Artisan De Luxe Fall 2013 Catalog Counts the Days Until Autumn
75
Rugged Bohemian Lookbooks
The Rogue Spring 2011 Catalog is Effortlessly Stylish
74
Haute Hobo Menswear
The POURTON DE MOI Spring 2013 Collection is Disheveled
73
Modern Tapestry Menswear
The Etro Fall/Winter 2012 Menswear Collection is Eccentric
72
Retro Californian Lookbooks
The Warriors of Radness 2013 Spring Collection Bursts to Life
71
Urban Surfer Fashion
The Saturdays NYC Winter 2011 Collection Brings Beach Style to the Streets
70
Amish-Inspired Streetwear
The Sandro Spring/Summer Lookbook Features Oversized Hats
69
Recycled Hobo-Chic Menswear
The FFW Max Motta Editorial by Fabio Bartelt
68
Dapper Skater Campaigns
The Baldessarini Spring/Summer 2013 Collection is Sharply Suited
67
Hipster Road Trip Style
The Insight Fall/Winter 2010 Lookbook Features Adventurous Styles
66
High-Style Surfer Shoots
The 'Victor' Dansk Magazine Editorial is Sportswear-Chic
65
Cool Californian Collections
The Stussy Spring Summer 2013 Line is Casually Eclectic
64
Urban Bohemian Style
Big Designer Runways Opt for City Slicker Style
63
Retro Surfer Campaigns
The ALCOTT 2012 Men's Collection Induces an Endless Summer
62
Moroccan Hippie Editorials
The ADenim SS 2012 Look Book is Sandy and Sulrty
61
Tattooed Bohemian Fashion
The ShapeL 2010 Spring Collection Gets Ready for a Hip Season
60
Rustic Model Portraiture
The Gui Costa JMEN Malaysia Image Series Boasts a Dramatic Theme
59
Mister Universe Editorials
The Marcus Ohlsson for NK SS 2012 Lookbook is Dapper and Competitive
58
Gallant Countryside Collections
The Ted Baker Menswear F/W 2012 Campaign is Dashing
57
Carefree Cabana Collections
The ASOS Spring/Summer 2012 Lookbook is Surfer Chic
56
Sweat-Free Oxford Shirts
Blake and Whyte Offers a Dress Shirt Designed to Hide Unsightly Stains
55
Layered Bohemian Menswear
The Etro Fall 2013 Men’s Collection is Overzealous
54
Vibrant 3D-Printed Menswear
The New Christopher Kane Collection is Inspired by 3D Body Mapping
53
Blue-Haired Beach Bums
The Sam Sorrels Angelina Hobbs Shoot Showcases Seaside Streetwear
52
Technicolor Surf Gear
The Olasul Spring/Summer Lookbook is Rainbow-Hued
51
Haute Hobo Runways
The Lagom Spring/Summer 2013 Collection is Eccentrically Elegant
50
Rainbow-Clad Surfer Styles
The TopMan Spring/Summer 2013 Runway Show is Youthful and Edgy
49
Evidently Effortless Lookbooks
The ASOS Spring/Summer 2013 Advertisement Are Simple
48
Surf-Inspired Streetwear
The Hundreds Spring 2011 Collection has a Beachy Vibe
47
Hipster Samurai Editorials
The Bohemian Rapture POST Hong Kong Photo Shoot is Sleek and Modern
46
Gypsy Goth Garbs
The 'Dream Incubation' Collection by Paradigm Shift is a Doomed Fairytale
45
Super-Tanned Summer Editorials
Eddie Tucker is the Main Man for Men's Style Magazine
44
Bohemian Boathouse Lookbooks
The CYCLE Spring 2012 Collection is a Marine Menswear Haven
43
Urban Londoner Editorials
The On The Way Image Series by Masa Hamanoi is Retro
42
Surf Culture Style
In4mation and Vans Team Up for Rad Summer Fashion
41
Sun-Drenched Surfer Editorials
The Judas Mendel by Denno Dushs Portrait Series is Summer-Ready
40
Structured Sci-Fi Styles
The 'Hero Worship' Surface Magazine Editorial is Futuristic
39
Artful Surfwear Editorials
The Felix Branch Open Lab Magazine Shoot is Effortlessly Cool
38
Vibrant Surf-Inspired Photoshoots
The F*cking Young 'Waves' Editorial Displays Colorblock Menswear
37
Blithe Bohemian Lookbooks
The Salvatore Ferragamo 2012 Spring/Summer Line Boasts Casual Luxury
36
Silhouetted Urban Hipster Apparel
Carhartt WIP Gives Other Street Urban Wear a Run for its Money
35
Suggestive Surfer Editorials
The Jevgenij Balezin by Migle Golubickaite Image Set is Summer-Ready
34
Disheveled Explorer Lookbooks
The Gypsy & Sons Spring/Summer 2013 Collection Offers Relaxing Looks
33
Rebellious Nomadic Fashion
The Glamb Summer 2010 Collection is Truly Laid-Back
32
Gentlemanly Ginger Surfer Shoots
The Traveller Chic Elle France Editorial is Dapper and Rugged
31
West Coast Surfer Duds
The Warrior of Radness Spring 2011 Collection is for Hip Beach Bums
30
Disheveled Designer Menswear
This Maison Martin Margiela Fashion Show Presents the New as Old
29
Hippie Spirit Fashion
The White Line 2010 Spring Collection Makes Love Not War
28
Edgy Surfwear Editorials
The Lost Boys Wallpaper Magazine Shoot is Sporty Chic
27
70s Hemline Menswear
The Topman Design SS 2012 Collection Features Vintage Styles
26
Stoic Shirtless Captures
The Jordan Jaye by Pat Supsiri Portrait Series Shows Off a Ripped Bod
25
Electric Sandy Surfer Shoots
Jordan and Zac Stenmark x Manuscript Summer 11/12 Sizzles
24
Eclectic Nomad Garments
The Gypsy & Sons Spring/Summer 2012 Collection is Hip and Elegant
23
Hobo Workwear
Rag & Bone Spring 2011 Collection Blends Bohemian & Businessman
22
Robed Bohemian Runways
The Dries Van Noten Fall/Winter 2013 Collection is Pattern-Enriched
21
Rebellious Urban Photography
The Our Legacy 2011 Summer Collection is Gritty and Fun
20
Bohemian Winter Lookbooks
Thom Yorke for Huge Magazine Brings Comfort and Ease to Winter Wear
19
Rusty Fall Fashion
The Karlota Laspalas Menswear AW11 Collection Plays Up Fall Colors
18
Luxe Business Apparel
The Hermes Spring Menswear Collection is Designed for Urban Professionals
17
Limpid Bohemian Looks
The Ann Demeulemeester 2012 Spring Lines Boasts Sheer Beatnik Styles
16
Sleek Scuba-Themed Streetwear
The Mardou&Dean; Spring/Summer 2014 Collection Embraces Surf Culture
15
Urban Hippie Catwalks
The Whiz Limited Fall 2012 Collection is Eccentrically Layered
14
Disheveled Surfer Attire
The Julian Zigerli Spring/Summer 2014 Collection is Technicolored
13
Monogrammed Menswear Lookbooks
The Mjolk Spring/Summer Lookbook Features Funky Ensembles
12
Layered Ascot Menswear
The Acne Men's 2013 A/W Collection is Clean-Lined
11
Retro Lounging Editorials
Dan Martensen Photographs for Telegraph Men's Style SS 2011 Issue
10
Breezy Military Looks
Michael Kors Spring/Summer 2012 Line is Beach & Army Ready
9
Offbeat Inked Bohemian Fashion
The Daniel Bamdad and Willy Cartier WAD Shoot is Eccentric
8
Paint-Splattered Lookbooks
The OBEY Summer 2011 Collection Gets a Splash of Color
7
Sophisticated Bohemian Menswear
The Monika Ptaszek Fall/Winter 2013 Range Boasts Eccentric Flair
6
Reggae-Inspired Fashion
The Rico Summer 2010 Collection Jams Out Some Smooth Style
5
Relaxed Bohemian Menswear
This Dries Van Noten Menswear Collection Boasts Floral Print Fashion
4
Surfer Boy Editorials
Moritz Mitterbauer Shows Beach Bum Fashion in Style Up Your Life
3
Style Conscious Skater Portraits
The Skate Boy Male Model Scene Exclusive is California Cool
2
Psychedelic Beachwear
Make the Beach a Trip with the Urban Outfitters GONZ Collection
1
Funky Fresh Food Tees
Stussy Teams Up with Artist Kevin Lyons for its Fall 2013 Tees
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Modern Vacation Pieces
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The Louis Vuitton Fall 2026 Capsule Collection is Academic Elegance
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Nautica x The Beach Boys Team Up for an Exclusive Collection
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The Percival SS25 Drop 1 Blends Tailoring with Modern Ease
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UNIQLO's 2025 Spring/Summer Collection Features Functional Urban Wear
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Meticulous Apparel Stores
The Elder Statesman Unveils a Stunning New York Flagship
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The New Bode x Levi’s FW26 Collection Celebrates Americana Craft
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Subtly Exaggerated Sophisticated Silhouettes
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California-Inspired Apparel Collections
ERL's California Holiday Line Channels American Nostalgia
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The McQueen Resort 2026 Collection is Chic and Daring
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Joah Brown’s Low Back Shift Dress Is a Laid-Back Summer Luxury
Foundational Ready-To-Wear Collections
The Calvin Klein Spring 2026 Ready-To-Wear Line is Stunning
Sustainable Sleepwear Solutions
Routine Sleep Loungewear Line Redefines Cozy Comfort
Urban Deconstructed Fashion
The Louther x Carhartt WIP FW25 Capsule Reimagines Workwear Staples
Bourgeois Dress Code-Inspired Fashion
The Balenciaga Fall 2025 Haute Couture Collection is Elegant
Intimacy-Informed Fashion Capsules
The Row's Spring 2026 Ready-To-Wear Collection is Chic
Urban Layered Outdoor Fashion
and wander FW25 Drops Technical Gear with Refined City-Ready Design
Palm Beach-Inspired Menswear
Lilly Pulitzer's 'Men’s Stuff' Marks a Bold Return to Preppy Menswear
Versatile Summer-Ready Fashion
Marmot Unveils its New Collection for the SS25 Season
European Summer-Inspired Fashion Capsules
SHAN Boasts Spring/Summer 2026 Collection
functional footwear brands
NYC-Based Lifestyle Brand Brunch Redefines Everyday Comfort
Elevated Loungewear Lines
UNIQLO's New Collection Blends Comfort with Street-Ready Style
Experimental Fall Wardrobe
Undercover KHAOTIQUE NOIR Collection Debuts at Paris Fashion Week
Journey-Inspired Fashion Collections
Isabel Marant Has Released the Spring 2026 Campaign Film
Heartwarming Life-Tech Apparel
nanamica Introduces a New Collection for Spring/Summer 2025
Utility Street Fashion Capsule
CLOT x Neighborhood Collection Delivers Moto Inspired Pieces
Desert-Inspired Fashion Collections
Rudsak Unveils Its SS25 Collection with Earthy Minimalism
Actor-Supported Resort Capsule Campaigns
Louis Vuitton Spotlights Its Men's Resort 2026 Capsule
Refined High-End Fashion Runways
Thom Browne Showcased Its Fall 2026 Ready-To-Wear Capsule
Relaxed Luxury Fashion Collections
The Louis Vuitton Summer Odyssey Collection is Chic
Carefree Golf Wear Collections
Bad Birdie Presents the Playful Bad Weekend Collection
Minimal Tailored Fall Fashion
Galilee by Sea Fw25 Reveals Monochromatic and Refined Menswear
Theatrically Informed Indoor Fashion
The Louis Vuitton Spring 2026 RTW Collection is Chic
Relaxed Japanese-Woven Garments
The Buck Mason Japanese Twill Collection Features Two Pieces
Debut golf fashion series
The Carnival Golf Collection is a new range inspired by golf culture
Vintage-Inspired Streetwear Collections
BoohooMAN Has Teamed Up with Cool Kicks
Ultra-Comfortable Loungewear Collections
Aurora Womenswear Has Launched a New Loungewear Line
Luxe Formal Menswear Campaign
Jude Bellingham Fronts Louis Vuitton SS26 with Refined Modernity
Summer-Ready High Fashion Collections
Brunello Cucinelli Emphasizes Luxury and Effortless Ease
Leisure Performance Style
Lamborghini and Orlebar Brown Drop Resort Wear Inspired by the Countach
Holiday-Ready Fashion Collections
Pacsun is Emphasizing Comfort for the 2025 Holiday Season
Modern Urban Living Outwear
Moose Knuckles Has Unveiled Its Spring/Summer 2026 Collection
Travel-Friendly Summer Apparel
Public Rec Launches its Comfort-Forward 'Lake Geneva Series'
Limited-Edition Pajama Collabs
The Brooks Brothers X Lake Collection Blends Heritage and Comfort
1980s Corporate-Inspired Collections
H&M Studio's 'SS25 Collection' Features Tailored Pieces
Vintage Style Streetwear
Human Made Drop at Hbx Introduces Denim, Tees, Bags, and Homewares
Adaptable Warm Weather Suits
The Luca Faloni Linen Suit is Made in Northern Italy
Dandyism-Inspired Men's Footwear
Louis Vuitton Unveiled the 'LV BUTTERSOFT Sneaker'
Model-Off-Duty Essentials
Joah Brown Introduces Ethical Streetwear with New Silhouettes
Fall Technical Fashion Capsules
Daisuke Tanabe’s Fw26 Collection Presents Apparel with Layers
Golf-Centric Fashionable Collections
Aimé Leon Dore Launches its Second Golf Capsule
Heritage Workwear Capsule
BEAMS Plus Spring/Summer 2026 Fuse Classic Workwear with Updated Fabrics
Wool Sweater Ranges
Buck Mason's Wool Sweater Collection Combines Style and Winter Durability
Sophisticated Effortless Pre-Fall Capsules
The Rabanne Pre-Fall 2026 Collection is Chic & Relaxed
Versatile Cashmere Menswear
Buck Mason's California Cashmere Collection is Effortlessly Cool
Luxury Earth-Toned Workwear
Still Doesn’t Matter Reaffirms Timeless Utility Over Fleeting Trends
Camp-Inspired Fashion Capsules
18 East Nods to Nostalgia with Its Summer Outdoor Capsule
Story-Driven Vacation Apparel
& Other Stories Features Versatile Pieces for Summer Getaways
Understated Unisex Clothing Collections
The MYSTEPHENM VOL 1.5 Capsule Collection is Futuristic
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NN.07 Introduces the New Collection for the FW25 Season
Preppy Kids' Apparel
Sporty & Rich Kids Offers Elevated Comfort for the Next Generation
Refined Utility Tailoring
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Elegant Sporty Swimwear
The Lacoste Swimwear Collection Features Vibrant Colors and Functionality
Refined Contemporary Colognes
THE COLOGNES by D.S. & Durga Modernize Classic Aromatic Profiles
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JW Anderson x UNIQLO SS26 British Watersports & Collegiate Prep Capsule
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Eclectic Preppy Summer Apparel
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Luxury Getaway Sleepwear Capsules
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The Graphpaper SS26 Collection Adapts Tailoring for Summer Living
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Saint Laurent's Fall 2025 Campaign Centers Masculine Vulnerability
Relaxed Autumn Apparel
Lee's Fall 2025 Denim Collection Boasts Effortlessly Cool Pieces
Seasonal Casual Apparel
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Breathable Textured Tweed Shorts
The Taylor Stitch Linen Tweed Apres Shorts Come in Two Colors
Collaborative Relaxed Vintage Denim
Lee and BEAMS Join on their Fourth Joint Collection
Sporty Heritage Leisurewear
’47 x Sporty & Rich New York Yankees Boasts Classic Minimalism
Seasonal Fashion Collections
Siegelman Stable Debuts Its Fall/Winter 2025 Collection in Soho
Tactical Menswear Capsule
Khakis x Nonnative Creative Consensus Fuse Vintage and Technical Pieces
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Beams Plus FW25 Lineup Revives American Traditional Tailoring
Streetwear Graphic Collections
XLARGE Spring/Summer 2026 Collection Mixes Skate and Workwear
Understated Spring-Centric Fashion
Stein Presents its Spring/Summer 2025 Line of Minimal Looks
Organic Cotton Streetwear
The Natura Collection Channels Downtime Through Natural-Dyed Loungewear
Transitional Spring Collections
Splendid Launches Lightweight Layering Pieces for Season Change
Outdoor-Inspired Clothing
Hiking Patrol's a Sense of Ease Collection Offers Functional Pieces
Chic Shoulder Season Shirts
B. Draddy The Vaughn Overshirt Has a Modal-Cotton Blend for Comfort
Effortless Island-Inspired Collections
LILYSILK's Summer 2025 Collection is Dubbed Island Ease
Relaxed Vintage-Inspired Apparel
Djerf Avenue Spotlights its 'Breezy Summer' Capsule
Workwear-Inflected Fashion
nonnative Undercover Ozism Spring/summer 2026 Collection Blends Utility
Strikingly Chic Resort Collectons
The Saint Laurent Resort 2026 Collection Focuses on Contrasts
Youthful Corporate-Inspired Capsules
Pacsun Drops 'The Corporate Edit'
Men's Summer Swimwear Capsules
Vilebrequin x Joel Mesler's Collection is Inspired by Pool Culture
Modern Golf Apparel
Cole Buxton Golf Introduces a Course-Ready Collection Shaped by Heritage
Modern Sport-Inspired Apparel
Lacoste Offers Polished and Essential Pieces for Winter Wardrobing
Refined Versatile Apparel
& Other Stories Launches its 'Transitional Edit'
Utility-Driven Apparel
Blauer Spring/Summer 2026 Collection Updates Classic Workwear for Season
Comfort-Focused Athleisure Lines
CSB's Fresh Athleisure Collection Combines Comfort & Performance
Refined Fashion Capsules
LILYSILK's Fall 2025 Collection is Titled Understated Strength
Summer-Ready Premium Fashion
Standard Issue Presents Its California Summer Collection
Utility-Inspired Apparel Lines
Khakis Spring/summer 2026 Collection Expands the Brand’s Lineup
Restrained Tailoring Fashion
Woojun Jang FW26 Explores Structure Through Minimal Layered Garments
Simplistic Breathable Summer Apparel
Quince’s 'The Resort Collection' Boasts 100% Cotton and Linen
Colorwear Apparel Line
Pantone Launches Loungewear and Activewear in a Curated Palette
Fluid Tailoring Collections
Studio Nicholson SS26 Collection Emphasizes Relaxed Silhouettes
Gender-Fluid Ready-To-Wear
JEONGLI’s Spring/summer 2026 Collection Emphasises Cut and Proportion
Stylish Urban Picnic Apparel
YESEYESEE’s Fw25 Picnic Collection Captures Relaxed Streetwear
Urban Modern Golf Collections
HEAD Golf SS26 Brings Style to On-The-Go City Golfers
Coastal-Inspired Fashion Collections
U.S. Polo Assn. Debuts Its Sporty Spring/Summer Collection
Seasonal Fashion Ranges
Grand SS26 Collection Explores Relaxed Tailoring and Layered Textures
Easygoing Denim Pants
Psycho Bunny Introduces Snug-Fit Denim for Men
Laid-Back Modernwear
DIGAWEL Spring/Summer 2026 Collection Highlights Relaxed Tailoring
Elevated Seasonal Knitwear
The sacai Wool Knit Collection Highlights Textured Layering
Minimal Vintage Wardrobe
Shirter “Normal Vintage” Ss2026 Collection Explores Worn Textures