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Gentlemans Caps
1000+ items
Hats
Filters (2)
1000+ items
Most Relevant
Peterson Baseball Cap
Beyond Death
$16.96
$21.20
(20% off)
Davidoff Cigars Baseball Cap
Catherine Lavigne
$20.15
$25.19
(20% off)
Vintage Gretsch Legendary Guitar pick - plectrum Country Gentleman 5422 Dad Hat
Kludoman
$21.32
$25.08
(15% off)
Whispers of the Tissot aForest Baseball Cap
Jonas Nielsen
$23.12
$28.90
(20% off)
The Simpsons No Homers Club Sign Baseball Cap
thebcarts
$20.15
$25.19
(20% off)
JUL Dad Hat
Watchyyy
$23.19
$27.29
(15% off)
Obsidian Vesper No Cigar - Premium Enamel Rebel Art_02 Baseball Cap
Shift-Bloom
$18.47
$23.09
(20% off)
BSA Emblem A50 Engine Baseball Cap
LegendVintages
$22.33
$27.92
(20% off)
Gentleman Penguin in Bow Tie and Glasses Dad Hat
Color & Form
$19.62
$23.09
(15% off)
gentleman dog special agent Baseball Cap
MacLis
$20.15
$25.19
(20% off)
gentleman dog in all its glory Baseball Cap
MacLis
$20.15
$25.19
(20% off)
Gentlemans Ride Dad Hat
JonathaPeres
$21.41
$25.19
(15% off)
Forest Waterfall Tissot Retreat Dad Hat
Jonas Nielsen
$24.57
$28.90
(15% off)
Victorian Rabbit Reading a Letter Baseball Cap
ArcaneVisionArt
$18.47
$23.09
(20% off)
Gentleman's Tea - Pride Edition Baseball Cap
dspyljpt16
$20.15
$25.19
(20% off)
Murder Of My Sweet A Gentleman's Sticker Dad Hat
allysonhat
$21.41
$25.19
(15% off)
Gentleman's Club - no more, no less! Dad Hat
nateloewen
$19.62
$23.09
(15% off)
Murder Of My Sweet A Gentleman's Sticker Baseball Cap
allysonhat
$20.15
$25.19
(20% off)
Terrifyingly Stylish Dad Hat
CuriosityWhirl
$21.41
$25.19
(15% off)
Visions Dad Hat
nwerlandson
$19.62
$23.09
(15% off)
Gentleman Farmer Dad Hat
BadDogStudio
$21.41
$25.19
(15% off)
A Game of Snooker Dad Hat
angel1
$21.41
$25.19
(15% off)
keep it classy Baseball Cap
bartolomeo2
$20.15
$25.19
(20% off)
magic to do Dad Hat
bartolomeo2
$21.41
$25.19
(15% off)
A lizard wearing a suit and a gentleman's hat Dad Hat
DOG DESIGN
$21.41
$25.19
(15% off)
Gentleman Cat Baseball Cap
Hanakuriko
$20.15
$25.19
(20% off)
cat's meow Dad Hat
Hanakuriko
$21.41
$25.19
(15% off)
Country Gentleman Guitar Baseball Cap
dcashguitar
$20.15
$25.19
(20% off)
The 2023 Distinguished Gentleman's Ride - UK Dad Hat
GEAR--X
$30.33
$35.68
(15% off)
The 2023 Distinguished Gentleman's Ride - UK Baseball Cap
GEAR--X
$28.54
$35.68
(20% off)
Beardman Baseball Cap
rashijus
$20.15
$25.19
(20% off)
A corgi dog wearing a suit and a gentleman's hat Baseball Cap
DOG DESIGN
$20.15
$25.19
(20% off)
Outdoor Gentleman's Club - Dark Dad Hat
AJandME
$21.41
$25.19
(15% off)
The 2023 Distinguished Gentleman's Ride - UK Dad Hat
GEAR--X
$30.33
$35.68
(15% off)
Outdoor Gentleman's Club - White Baseball Cap
AJandME
$20.15
$25.19
(20% off)
Men Motorcycle - The Distinguished Gentleman's Ride - We Don't Call The Cops We Call Family Dad Hat
HerBertTeee
$21.41
$25.19
(15% off)
Funny Vintage Rabbit Smoking Cigar - Classy Bunny Art Baseball Cap
Rott515
$20.15
$25.19
(20% off)
A cute corgi dog wearing a suit and a gentleman's hat Dad Hat
DOG DESIGN
$21.41
$25.19
(15% off)
Golfing All Over The World golf ball globe tee global play Baseball Cap
SolidEarthArt
$20.15
$25.19
(20% off)
Great for real gentlemans. Dad Hat
graphicboyz112
$21.41
$25.19
(15% off)
Studs Dad Hat
TheFocusPuller
$19.62
$23.09
(15% off)
Vintage Gentleman's Barbershop Store Sign Baseball Cap
Vintage Hustle
$20.15
$25.19
(20% off)
Gentlemen's Lion Club 2 Baseball Cap
Mono.fi Studios
$23.00
$28.76
(20% off)
The Gentleman's Dream, The Knight's Dream or Dillusion with the World by Antonio de Pereda Dad Hat
cheesegod696969
$21.41
$25.19
(15% off)
Style Never Dies - Victorian Gentleman Zombie Dandy Macabre Art Print Baseball Cap
FreiherrPK
$20.15
$25.19
(20% off)
Gentlemen's Lion Club Dad Hat
Mono.fi Studios
$24.44
$28.76
(15% off)
Porkys Baseball Cap
KHustle
$25.19
$31.49
(20% off)
BEST SELLING - BULTACO Dad Hat
LegendVintages
$23.73
$27.92
(15% off)
The perfect gentleman Dad Hat
Wonderfull-76
$21.41
$25.19
(15% off)
Millionaire's Club Lifetime Membership Baseball Cap
Alema Art
$22.33
$27.92
(20% off)
Ariel Motorcycles Logo 2 Dad Hat
LegendVintages
$23.73
$27.92
(15% off)
Funny Sarcastic Cigar Mascot Just Explaining Why I'm Right Baseball Cap
haitrieuic96
$20.15
$25.19
(20% off)
Teatime Bubbly Baseball Cap
Richard Neergaard
$20.15
$25.19
(20% off)
Gentlemans Blues Typography Folk Rock Dad Hat
MosiqueUnique
$28.54
$33.58
(15% off)
best seller - Italian motorcycle Dad Hat
LegendVintages
$23.73
$27.92
(15% off)
Fantic Caballero 500 Scrambler illustration Baseball Cap
LegendVintages
$22.33
$27.92
(20% off)
DKW Motorcycles Dad Hat
LegendVintages
$23.73
$27.92
(15% off)
JILLY'S STRIP CLUB TORONTO VINTAGE BROADVIEW AVENUE Baseball Cap
TREVORSNEWEST
$20.15
$25.19
(20% off)
650 Parallel Dad Hat
LegendVintages
$23.73
$27.92
(15% off)
278 McQueen ISDT 1964 Dad Hat
LegendVintages
$23.73
$27.92
(15% off)
BSA Motorcycles Logo Dad Hat
LegendVintages
$23.73
$27.92
(15% off)
B M W R80GS Dad Hat
LegendVintages
$23.73
$27.92
(15% off)
Classic Handsome – Bold Minimalist Linocut Portrait Baseball Cap
gayishdesign
$19.48
$24.35
(20% off)
british Motorcycle Emblem - Velocette Maiden Dad Hat
LegendVintages
$23.73
$27.92
(15% off)
Hustler Flag Baseball Cap
tyjaikovic
$22.33
$27.92
(20% off)
Ride everyday. Dad Hat
RAJSHIVA
$21.41
$25.19
(15% off)
Own the Moment - Bold Cigar Statement in a Collage of Color and Confidence Baseball Cap
OlfactoART Studio
$20.15
$25.19
(20% off)
Victorian Gentleman Cat | Vintage Cat Portrait Baseball Cap
Department of Curiosity
$20.15
$25.19
(20% off)
Pride & Prejudice - Elizabeth Bennet - Quote Baseball Cap
Laura Leighton
$20.15
$25.19
(20% off)
Retro Swagger in Smoke - Stylish Man with Round Sunglasses and Cigar Against Vibrant Vintage Collage Baseball Cap
OlfactoART Studio
$20.15
$25.19
(20% off)
Command the Canvas - Cigar Style Meets Urban Collage in Vivid Abstraction Baseball Cap
OlfactoART Studio
$20.15
$25.19
(20% off)
Ride or Die Baseball Cap
BlackDiamond96
$20.15
$25.19
(20% off)
Croquet? Okay! Funny and Happy Croquet Golf Baseball Cap
tronictees
$20.15
$25.19
(20% off)
Medieval knight with a bouquet of spider lilies and daisies Dad Hat
TommyDraws-5-
$21.41
$25.19
(15% off)
Brook Trout Head Painting Baseball Cap
Stephen Emms
$20.15
$25.19
(20% off)
Luxury Gold Script Logo T-Shirt – Elegant Minimalist Design Baseball Cap
Zibis09
$20.15
$25.19
(20% off)
ann(e) Dad Hat
Syniiart
$21.41
$25.19
(15% off)
Carol Channing Baseball Cap
IndecentDesigns
$20.99
$26.24
(20% off)
Cyber city street scene, Gentlemans club Baseball Cap
Metaverse8
$26.03
$32.53
(20% off)
brown gentleman colored argyle brown blue and black Dad Hat
Michael Stewart
$21.41
$25.19
(15% off)
Command the Moment- Intense Man Smoking Cigar Amid Swirling Bold Colors Dad Hat
OlfactoART Studio
$21.41
$25.19
(15% off)
The Gentleman's Club Baseball Cap
LinaPark-Art
$21.83
$27.29
(20% off)
Contemplation in Smoke - Expressive Abstract Portrait of a Cigar Smoker in Swirling Red, Blue, and Yellow Digital AI Art Baseball Cap
OlfactoART Studio
$20.15
$25.19
(20% off)
Distinguished gentleman's ride | Vintage Style Baseball Cap
Tee-Craftify
$20.15
$25.19
(20% off)
Black Sheep Gentlemen’s Club / Vintage Monocle Sheep Baseball Cap
sXe-art
$20.15
$25.19
(20% off)
The Chosen Undead in Lordran - Dark Souls Dad Hat
StyleArtStudio
$19.62
$23.09
(15% off)
Vintage Gretsch Legendary electric Guitar pick - George Harrison plectrum Country Gentleman 6122 1962 Chet Atkins Baseball Cap
Kludoman
$20.06
$25.08
(20% off)
JUL Dad Hat
Watchyyy
$21.41
$25.19
(15% off)
Vintage Gretsch Legendary Guitars and Drums Orange Baseball Cap
Kludoman
$20.06
$25.08
(20% off)
Gentlemens Club Funny Sloth Tennis Player Baseball Cap
TrueArtsStore
$20.15
$25.19
(20% off)
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