Home
Start Here
GW SHOP
Blog
Level Up Your Style
Lookbook
Live Deals
Manifesto
GW Insider
Contact

Gentleman Within

Dress Better & Feel Your Best

Buying Guides
Winter Style
Reviews
Life
Style
Dating
Fitness
Grooming
Drinks
Watches
Travel
Stylin Out

Gentleman Within Outfit Ideas

For more outfit ideas and style inspiration check out the GW Instagram page.

olive outfits 4

20s style inspiration 16

Taft Smart Casual Outfit 2

Turtleneck Under Suit Jacket Details

Dressed Up Date Night | GENTLEMAN WITHIN

Day 3 Casual Fall Outfit

spring summer tailoring 2

AVA Opera Watch | GENTLEMAN WITHIN

luxe sweats 1

athlete style dwayne wade basketball — Dwayne Wade, NBA Top 75 Player.

red and green color combo 1

Back to School Outfits Look 3

Car Coat w/Wool Trousers Look | GENTLEMAN WITHIN

Allen Edmonds Dalton Brogue Dress Boot | GENTLEMAN WITHIN

Winter Outfit 1b - The Everyday Man

brown color combo 2

white color combo 2

Woodies Smarter Casual 1 | GENTLEMAN WITHIN

Public Rec Outfit 3 Joggers

Nike Killshot 2 Casual Outfits

military green pistachio color combo 2 — The olive field jacket is a closet staple.

xavier sorbtek dark wash jean

Sand And Summers Flatlay | GENTLEMAN WITHIN

20s style inspiration 1

chambray navy knit jacket white jeans

40s style inspiration 9

Clark's Chukka Boot | GENTLEMAN WITHIN

Hypestreet Bomber 1

Sand And Summers Getup | GENTLEMAN WITHIN

Wythe Slim Semi Spread Collar Button Up Shirt

outfit 2 the relaxed vintage

20s style inspiration 18

Look 3: Harrington Jacket & Knit Tie | GENTLEMAN WITHIN

chukka bomber jackets outfit

bordeaux color combo 2

the jacket maker furton leather jacket fit

Everlane Felted Merino Hoodie Outfit

gray long sleeve henley

20s style inspiration 10

Charcoal Brown Check Suit Fit Waistcoat Detail

How To Wear A Puffer Vest Look 2

chukkas with black and brown leather jackets

Light Vest And Henley | GENTLEMAN WITHIN

Nike Internationalist Breton Stripe Shirt MA-1 Flight Jacket Outfit

jack1t outfit 5

ASOS Barneys Originals Quilted Leather Jacket Styling

Everlane Slim Oxord Button Down Shirt Fit

30s style inspiration 14

Look 4 Clarks Desert Boot

Travel Outfit | GENTLEMAN WITHIN

Turtleneck Under Suit Jacket Sitting

Fit Check Friday Vol 4 Look | GENTLEMAN WITHIN

Bomber Jacket Outfit Inspo 9

grey outfits 1

the perfect jean fit 2

big guy style 8

jon performance pants gray

Simple Summers Flatlay | GENTLEMAN WITHIN

Muted Green Everyday Shirt Feature

summer suede loafers 3

workwear overshirt style

red and black power move cardigan vest 1 — Red, black and blue is a definite power move.

Day 2 Casual Fall Outfit

Duke Sneaker Fit 3

30s style inspiration 15

wingtips with a suit yessir — Wingtips with a suit? These guys say, heck yeah!

chukkas in sand with button down and cream chinos

muscular guy style 3

big guy style 2

Dressed Up Sitting In Hotel Room

Winter Outfit 5b - The Winter Classic

Everlane Pique Polo Shirt Fit

The Winter Way | GENTLEMAN WITHIN

big guy style 1

How To Wear A Puffer Vest Look 3

20s style inspiration 2

brown outfits 2

athlete style larry fitzgerald tailoring

athlete style david beckham — David Beckham, Retired Footballer and Model

big guy style 21

The Summer Brunch Outfit 1 | GENTLEMAN WITHIN

Look 2 White Sneakers

athlete style shaun white pants — Shaun White, 3x Olympic Gold Medalist.

Black Lapel Charcoal Brown Check Suit Unbuttoned Buttoned Fit

Valentine's Day Look 1: Rolled & Red 2 | GENTLEMAN WITHIN

alan david custom suit style inspiration 3

yellow gray pantone 1

Everlane Merino Cardigan Outfit

accessories leather messenger bags

Ash & Erie Long Sleeve Henley Sitting

Chris Bair Head Shot

muscular guy style 8

ae dalton blazer outfit

Troy Chelsea Boot Fit Bonus

Day 1 Casual Fall Outfit

Ash & Erie 5 Pocket Twill Pants Details

20s style inspiration 9

gentleman turtleneck navy suit

The Casually Sueded | GENTLEMAN WITHIN

Look 2: Slim Tie | GENTLEMAN WITHIN

rhake wx fit 2

ASOS Try-On Haul

Public Rec Conclusion Outfit

The Office Uniform | GENTLEMAN WITHIN

Summer Fit 3

well balanced outfit brown gray white

olive heavyweight overshirt

ae dalton peacoat tie outfit

geller trainer styled

Winter Outfit 4a - The Three on Three

muscular guy style 1

Alpha Industries MA-1 Skymaster Flight Bomber Jacket Front Details

Summer Smart Casual

RoseGold And Black Dressed Up | GENTLEMAN WITHIN

Tie Bar Rule 5: Dont Overdo It | GENTLEMAN WITHIN

athlete style cristiano ronaldo soccer — Cristiano Ronaldo, Legendary Footballer

30s style inspiration 11

Rampley And Co Pocket Square Details 1 | GENTLEMAN WITHIN

allsaints milo biker leather jacket selfie

Alpha Industries MA-1 Skymaster Flight Bomber Jacket In Front of A Bridge

20s preppie style 6

accessories sunglasses 1

plaid checkered everyday casual style

seersucker button up shirt casual summer style

Everlane Merino Cardigan Field Jacket Outfit

cream outfits 1

big guy style 3

The Rolled And Layered | GENTLEMAN WITHIN

chukkas in sand suede with suit and tie

Back to School Outfits Look 4

muscular guy style 5

black outfits 2

30s style inspiration 3

7 x 7 Challenge | Fall Micro Capsule Wardrobe | GENTLEMAN WITHIN

flashy bold business look

Nike Killshot 2 Casual Outfits

melange ultra soft polo shirt

Leather Jacket And White Jeans And Chelsea Boots | GENTLEMAN WITHIN

Fit Check Friday Vol 3 | GENTLEMAN WITHIN

Turtleneck Under Suit Jacket Open

grey chukkas with crewneck sweater olive trousers

athlete style odell beckham jr — Odell Beckham Jr., Super Bowl Champion.

Winter Outfit 2b - The Business Casual

Loafers Blazer Jeans Boarding Train

summer loafers 5

Summer Beach Look

Two Tone Color Block Short Sleeve Button Down Shirt Outfit

beige color combo 1 — Beige plays very nicely with a medium complexion.

Lacing Up Taft Boots

muscular guy style 11

black color combo 1 — Black monochrome complement high contrast complexions.

burgundy outfit

Jord Watch Styled Full Body | GENTLEMAN WITHIN

big guy style 22

Day 7 Casual Fall Outfit

30s style inspiration 2

summer espadrilles 2

Sand And Summers Getup | GENTLEMAN WITHIN

minimalism casual jeans sneakers

30s style inspiration 16

Turtleneck Under Suit Jacket Shoes

muscular guy style 12

Woodies Keepin It Cas 1 | GENTLEMAN WITHIN

bordeaux color combo 1 — Bordeaux and white is a beautiful color combo.

gentleman navy blazer accessories

Bomber Jacket Outfit Inspo 10

grey color combo 1

suede sandals 1

Vest Styling Inspiration 10

Smart Casual Cool | GENTLEMAN WITHIN

workwear oversized overshirt

blue color combo 1 — Baby blues can work well in warmer weather.

big guy style 12

light powdery shades taupe beige style

basic cotton tshirt 3

Thursday Midnight Suede Cap-Toe Boots | GENTLEMAN WITHIN

20s grunge hipster style 3

Look 1: Thursday Captain Boots

muscular guy style 10

Driggs Long Sleeve T-Shirt Fit

Thursday Presidents Outfit

jon hamm suited up bonus interview tips

The Refined Blazer | GENTLEMAN WITHIN

Casio F91W-1 How It Wears | GENTLEMAN WITHIN

cream outfits 2

Faded Gingham Shirt Details

Field Jacket and Bomber Jacket Outfit Inspiration

30s style inspiration 10

big guy style 16

casual outfit rocking adidas 2

gentleman lighting cigar

muscular guy style 14

big guy style 9

30s style inspiration 4

brown outfits 3

Floral Print Short Sleeve Button Down Shirt Outfit

big guy style 10

Alpha Industries MA-1 Skymaster Flight Bomber Jacket Back Details — Alpha Industries MA-1 Skymaster Flight Jacket Review

The Summer Weekender Outfit 2 | GENTLEMAN WITHIN

ASOS Barneys Originals Quilted Leather Biker Jacket Fit

Athleisure Look 2 Harrington Jacket

Fit Check Friday Vol 2 | GENTLEMAN WITHIN

The Next Level Flatlay | GENTLEMAN WITHIN

the perfect jean fit 1

Harrington Jacket And Light Wash Denim | GENTLEMAN WITHIN

ASOS Barneys Originals Belted Leather Biker Jacket Fit

casual outfit rocking adidas 1

Smart Casual Summers Getup | GENTLEMAN WITHIN

20s grunge hipster style 6

Live Action Getup Summer To Fall Transition 3

Look 2: Allen Edmonds Dalton Boots

Everlane Bomber Jacket Style Shot

Athleisure Look 5 Cargo Joggers | GENTLEMAN WITHIN

Smart Casual Summers Flatlay | GENTLEMAN WITHIN

ASOS DESIGN Suede Biker Jacket Review (Best Leather Jacket Series) | GENTLEMAN WITHIN

Hiking Outfit | GENTLEMAN WITHIN

Cashmere Blend Coat Winter Outfit

tan suede biker jacket how it fits

Bomber Jacket and Harrington Jacket Outfit Inspiration

20s style inspiration 19

keeping the spark alive

Winter Outfit 3a - The Layers on Layers

Ash & Erie Muted Green Everyday Shirt Outfit

Looking up

HM Try-On Haul 2018

Valentine's Day Look 4: All Tied Up 2 | GENTLEMAN WITHIN

Rampley And Co Pocket Square Modeling 1 | GENTLEMAN WITHIN

simon 20 chino pant

Ash & Erie Quarter-Zip Sweater Outfit

Cole Haan Madison Double Monkstrap Styled By Me

tyson jogger in navy

HM Try-On Haul 2018

Looking at my watch

Summer Casual Looks

How To Wear A Puffer Vest Look 4

rhake wx fit 1 — Style Spotlight: The Mission Workshop Weatherproof Backpack

Thursday Chelsea Boots | GENTLEMAN WITHIN

Strawberry Summer

Styling The Tread By Everlane Navy Trainer

beige color combo 2 — No brown in town, but beige — oh yes.

Winter Outfit 4b - The Three on Three

Athleisure Look 4 Blazer B | GENTLEMAN WITHIN

Troy Chelsea Boot Fit 1

2 Year Blogiversary Shoot 3

gentleman suit and braces

lambskin leather jacket button up cashmere sweater outfit

suede sandals 2 — Not going to work.

Alpha Industries MA-1 Skymaster Flight Bomber Jacket In Front of A Wall

luxe sweats 2

20s preppie style 1

Henley (y-neck) and vest outfits | GENTLEMAN WITHIN

Winter Outfit 4c - The Three on Three

camp collar shirt 4

30s style inspiration 13

Public Rec Go-To Long Sleeve Tee Outfit 3

20s preppie style 2

allsaints milo leather biker jacket style

vanguard emerald green style

Public Rec Workday Pants Slim Fit 1

Sprezza Bomber Outfit 2

blue color combo 2 — Blue and brown (walnut shade) always go well together.

The Rule Breaker | GENTLEMAN WITHIN

Live Action Getup Key Pieces

black outfits 1

Undandy Chelsea Boots Outfit 1

Azuro Republic Bracelet Body Shot

brown color combo 1

Scoopneck t-shirt light wash & dark wash with chelseas outfits | GENTLEMAN WITHIN

20s preppie style 5

burgundy french terry crew sweatshirt

peter manning lambskin leather jacket smart casual outfit — » Readers’ Favorite: 5 Key Men’s Fashion Trends for the 2020s

Nike Internationalist Quilted Vest Outfits

Wolverine 1000 Miles Work Boot | GENTLEMAN WITHIN

red color combo 1

bowen on shoulder style shot

Rampley And Co Full Pocket Square | GENTLEMAN WITHIN

Chill Skymaster Bomber Jacket Outfit Idea 1

Rampley And Co Pocket Square Modeling 2 | GENTLEMAN WITHIN

How To Wear A Casual Vest Flatlay 3

outfit 6 the cozy casual

20s style inspiration 3

big guy style 13

outfit 4 the hipster throwback

Look 1 Timex Weekender Seatbelt Strap

big guy style 14

Look 5: Denim Jacket & Whale Tie Bar | GENTLEMAN WITHIN

Chill Skymaster Bomber Jacket Outfit Idea 1

Azuro Republic Accessories Detail Shot

asos design tan suede biker jacket

white outfits 3

Attack of the Clones

Backyard Summers Getup | GENTLEMAN WITHIN

How To Wear A Casual Vest Flatlay 2

Summer Fit 1

accessories sunglasses

khaki and biege color combo 2 — Clean contrasting light colors.

How To Wear A Navy Blue Blazer In The Summer | GENTLEMAN WITHIN

Oreo Bomber 1

20s grunge hipster style 4

Leather Jacket and Denim Jacket Outfit Inspiration

How To Wear A Navy Blue Blazer In The Winter | GENTLEMAN WITHIN

basic cotton tshirt 2

french terry jogger sweatpant

outfit 8 the home team

kodiak leather denali bag styling 1

athlete style chris paul basketball

pleated shorts 2

Public Rec Review Outfit Conclusion

Summer Fit 7

Trailhead Plaid Flannel Shirt Feature

casual tailoring high low

Madras Short Sleeve Button Down Shirt Outfit

red and green color combo 2 — Fun and festive, best worn on occasion.

peacoat waistcoat tie

Jetsetter Bomber 2

Wearing Jeans To The Opera Flatlay | GENTLEMAN WITHIN

Look 3: Beckett Simonon Dean Oxford

Jorder Dover Watch Side View | GENTLEMAN WITHIN

bruce slim tapered fit jean dark wash

ae dalton suit outfit

Black Lapel Charcoal Brown Check Suit Side Fit

jon performance pants blue

muscular guy style 18

20s style inspiration 5

Rocking a graphic tee | GENTLEMAN WITHIN

Backyard Summers Getup | GENTLEMAN WITHIN

Black Lapel Charcoal Brown Check Suit Front Buttoned Fit

earth tone outfits 2

Loafers No-Show Socks | GENTLEMAN WITHIN

casual outfit rocking adidas 3

30s style inspiration 8

Valentine's Day Look 2: Formal | GENTLEMAN WITHIN

Night Out Outfit | GENTLEMAN WITHIN

The Dressed Denim | GENTLEMAN WITHIN

Public Rec Outfit 1

Woodies Casual AFlair 2 | GENTLEMAN WITHIN

light blue linen sport coat white pants black shoes

Pecan Plaid Flannel Shirt Feature

How To Wear A Puffer Vest Look 5

Micro Dot Pattern Short Sleeve Button Down Shirt

muscular guy style 16

Le streetstyle marque la différence et lexclusivité plus de détails dans Luxury and Vintage Madrid

AVA Opera Outfit 2 | GENTLEMAN WITHIN

Rampley And Co Pocket Square Details 2 | GENTLEMAN WITHIN

alan david custom suit style inspiration 1

Minimal Streamlined T-Shirt | GENTLEMAN WITHIN

Public Rec Go-To Long Sleeve Tee Outfit Details

alan david custom suit style inspiration 2

Smart Casual Outdoor Walking | GENTLEMAN WITHIN

camp collar shirt 2

Summer Fit 8

chukka tucked in dress shirt belt jeans or chinos

20s grunge hipster style 5

Invested In Layers | GENTLEMAN WITHIN

Beckett Simonon Cohen Loafer On Feet

the under 510 bottoms

Smart Casual Filippo Loreti Style

pink outfits 4

white outfits 1

outfit 5 the cozy athlounger

outfit 7 the winter classic

Everlane French Terry Crewneck Sweatshirt

Hypestreet Bomber 2

avant garde marine casual suiting pitti uomo

Live Action Getup Summer To Fall Transition 4

the jacket maker furton leather jacket how it fits

Vest Styling Inspiration 9

How To Wear A Navy Blue Blazer In The Spring | GENTLEMAN WITHIN

Loafer Blazer Jeans Outfit

Look 1: Suit & Woolen Tie | GENTLEMAN WITHIN

Look 1: Suit & Statement Piece | GENTLEMAN WITHIN

camp collar shirt 5

AVA Opera Shoes | GENTLEMAN WITHIN

gentleman turtleneck under suit jacket

athlete style jj reddick basketball — J.J. Reddick, Retired NBA Player and Podcast Host

Ash & Erie Basic T-Shirt Detail

The Summer Classic Outfit | GENTLEMAN WITHIN

Pecan Plaid Flannel Shirt Layered Vest

Winter Outfit 2c - The Business Casual

The Fall Staples | GENTLEMAN WITHIN

Live Action Getup Summer To Fall Transition 2

big guy style 18

Ash & Erie Basic T-Shirt Outfit

20s style inspiration 17

kodiak leather denali bag styling 2

Everlane French Terry Hoodie Outfit

Jetsetter Bomber 1

muscular guy style 13

Extras & Drone | GENTLEMAN WITHIN

The Summer Weekender Outfit 1 | GENTLEMAN WITHIN

Date Night Denim Look | GENTLEMAN WITHIN

Everlane French Terry Hoodie Full Outfit

arnold style shot 5

muscular guy style 17

Jord Watch Styled | GENTLEMAN WITHIN

The Spring Blues And Brown | GENTLEMAN WITHIN

chukkas in rich brown suede with suit

ASOS Try-On Haul

Car Coat w/Turtleneck Look | GENTLEMAN WITHIN

Stay Elevated Flatlay | GENTLEMAN WITHIN

AVA Opera Details | GENTLEMAN WITHIN

20s grunge hipster style 2

the under 510 tops

20s grunge hipster style 1

bruce slim tapered fit jean gray slub

AVA Opera Outfit 3 | GENTLEMAN WITHIN

How To Wear A Navy Blue Blazer In The Fall | GENTLEMAN WITHIN

big guy style 11

Look 3 Nike Killshot 2

2 Year Blogiversary Shoot 1

camp collar shirt 1

earth tone outfits 1

pleated shorts 3

Summer Fit 4

Navy Blazer And Accessories | GENTLEMAN WITHIN

Troy Chelsea Boot Fit 2

30s style inspiration 1

spring summer tailoring 3

chukkas in brown suede with t shirt jeans

accessories watches 2

Bag With Toiletries And GoPro | GENTLEMAN WITHIN

20s style inspiration 14

big guy style 4

20s style inspiration 6

earth tone outfits 3

black short sleeve henley tee

under 510 button down dress shirt

Backyard Summers Flatlay | GENTLEMAN WITHIN

rhake wx on back 2

chukkas with navy blazer and tie

comfortable evening at home wine time

accessories weekender messenger portfolio bag

Ash & Erie Heather Blue Ink Outfit

Oreo Bomber 2

navy outfits 4

The Simple Summer | GENTLEMAN WITHIN

Chambray Short Sleeve Button Down Shirt Outfit

Turtleneck Under Suit Jacket Standing

AVA Opera Outfit 1 | GENTLEMAN WITHIN

minimalism grey sneakers loafers

big guy style 7

Cuffing Jeans Over Boots | GENTLEMAN WITHIN

light brown linen blazer light blue shirt cream pants

Everlane Slim Fit Jeans Fit

summer espadrilles 4

muscular guy style 15

muscular guy style 4

Athleisure Look 1A Track Jacket

Winter Outfit 1a - The Everyday Man

11 Questions Sitting | GENTLEMAN WITHIN

Back to School Outfits Look 2

white color combo 1 — White and blue is tried and true.

camp collar shirt 6

violet color combo 2 — Purple isn’t worn often, but here’s how to pull it off.

big guy style 17

Look 4 Hamilton Field Khaki

drawstring trousers 2

Ash & Erie 5 Pocket Twill Pants Outfit

basic cotton tshirt 1

Minimal Layered Up Flannel | GENTLEMAN WITHIN

Look 4: Leather Jacket FleurDeLis And Arrow Tie Bar | GENTLEMAN WITHIN

workwear field jacket waxed canvas

Summer Fit 2

2 Year Blogiversary Shoot 4

40s style inspiration 8

rocking the outerknown apollo sweater with leather jacket

How To Wear A Puffer Vest Look 1

lambskin leather jacket with check flannel shirt outfit — Cheers to sizes ready-made for shorter gents.

The Casually Tailored | GENTLEMAN WITHIN

Turnt Up Flatlay | GENTLEMAN WITHIN

alan david custom jacket style inspiration

athlete style hidetoshi nakata soccer — Hidetoshi Nakata, Retired Footballer

Smart Casual Timex Weekender Outfit

dribbling with the stan smiths 1

Ash & Erie Faded Gingham Summer Shirt Outfit

muscular guy style 9

Crewneck t-shirt and denim outfits | GENTLEMAN WITHIN — 5 Types of T-Shirts & How to Wear Them with Style

give online dating a try

Hamilton Khaki Field Watch Olive Dial

brown outfits 1

arnold outside ny penn station

My Travel Outfit

Khoi Portrait

red color combo 2 — Bright red is always standout.

athlete style roger federer tennis — Roger Federer, Tennis Legend

outfit 1 the vintage athleisure

30s style inspiration 6

grey color combo 2

casual tailoring tshirt tucked in trousers

Brown Pikolinos Boots | GENTLEMAN WITHIN

Woodies Keepin It Cas 2 | GENTLEMAN WITHIN

2 Year Blogiversary Shoot 2

Nike Internationalist Light Layered Outfit

big guy style 5

drawstring trousers 1

Denim On Denim Look | GENTLEMAN WITHIN

military green pistachio color combo 1 — Green on green on green.

big guy style 20

Valentine's Day Look 1: Rolled & Red 1 | GENTLEMAN WITHIN

Day 4 Casual Fall Outfit

athlete style jj reddick suede jacket — J.J. Redick, Duke Legend & LA Laker Head Coach

earth tone outfits 4

Heather Blue Ink Detail Shot

Back To School Denim on Denim | GENTLEMAN WITHIN

30s style inspiration 9

Driggs White T-Shirt Fit

Summer Refined Prep

20s style inspiration 7

modern elegant fashionable mens style

Jay Butler Goes Golfing | GENTLEMAN WITHIN

violet color combo 1 — Violet and charcoal grey pair so effortlessly.

Nike Internationalist Dressed Up Dressed Down Outfits

JCrew Factory Walker Vest Fit 1

Summer Fit 5

Look 2: The Next Level | GENTLEMAN WITHIN

business office style blue suit

spring summer tailoring 1

big guy style 6

20s style inspiration 15

20s style inspiration 11

Everlane ReNew Fleece Sweatshirt Fit