Retro Gentleman Hats
Description: A monochrome circular emblem featuring a silhouette of a man wearing a top hat, suit jacket, and tie. The emblem has a white outer ring and concentric inner rings against a black background. The man's face is obscured by shadow, with bold white outlines defining his attire and hat.
Description: A circular emblem style graphic with a retro aesthetic. It features a split-color portrait of a man wearing a top hat, glasses, and a bowtie. The text 'GENTLEMAN & SCHOLAR' arches around the top and bottom of the emblem. Starburst shapes and smaller stars surround the central figure against a speckled yellow background.
Description: A black and white sketch of a gentleman wearing a wide-brimmed hat with a large feather. He has a prominent mustache and beard, a ruffled collar, and a pearl necklace. The style is reminiscent of old engravings.
Gentleman with Feathered Hat and Pearls Retro Sketch Hat
by didit artwork pangestu
$12 $19
Description: A cartoon depiction of a distinguished gentleman in a purple coat, top hat with goggles and feather, walking with a cane. He is accompanied by a happy, running dog. A prominent shadow of the gentleman with a cane is cast behind him, all set against a yellow spotlight on a cobblestone path.
Description: Meet the Funky Gentleman! 😎🎀 A bold and colorful portrait of a stylish gentleman featuring a groovy patterned beard, retro sunglasses, oversized textured hair, and a statement bow tie. This eye-catching design combines retro fashion, funky pop art, geometric patterns, colorful illustration, and vintage-inspired style for a look that's impossible to ignore. Perfect for beard lovers, funky fashion fans, retro enthusiasts, barbers, stylish gentlemen, sunglasses lovers, and anyone who enjoys unique colorful artwork. Stay groovy. Stay dapper. Stand out. 😎
Description: Stand out in the crowd and spark up a hilarious conversation with this unique retro graphic. This vintage-style layout highlights a classic black dapper headpiece centered over a solid green background, featuring the playful invitation "Ask Me About My Top Hat." Perfect for gentlemen, history buffs, costume lovers, performers, and comedy fans. It makes a fantastic present for birthdays, themed parties, holidays, or any casual day out.
Ask Me About My Top Hat Funny Vintage Gentleman Humor Hat
by PhotoSphere
$12 $19
Description: A sepia-toned graphic representation of a man with a prominent mustache wearing a fedora and a suit. He is holding a mug to his lips, seemingly drinking. The style is reminiscent of early 20th-century illustrations with bold outlines and shading.
Gentleman with Mustache Drinking Coffee Vintage Style Hat
by rosemariana
$12 $19
Description: Fun high-contrast pop culture portrait celebrating the ultimate 70s hawaiian shirt and thick mustache gentleman style icon.
Vintage Retro Mustache Gentleman Pop Culture Portrait Hat
by robertstudios
$12 $19
Description: Hand-drawn inks capture retro charm as a confident dapper man poses in a 1950s tailored suit on a dark background. Golden brushwork and vibrant red lettering scream vintage advertising style. These products are premium quality pieces from Dashery powered by Teepublic. Find this artistic illustration printed on soft fleece Hoodies, Hats, and vibrant Stickers with high definition print. Saturated inks and classic grain look spectacular on cozy Pillows, Posters, and durable Phone Cases, delivering a comedic pulp vibe.
REVISTANGO #641 - I need 500 men retro dapper gentleman posing in tailor suit with bold vintage advertising lettering, Funny Comic Book Hat
by REVISTANGO.com 🌐
$12 $19
Description: A stylish vintage-inspired fox portrait featuring a dapper gentleman look with glasses, formal clothing, and a classic artistic vibe. Perfect for fox lovers, animal art fans, woodland aesthetic enthusiasts, and anyone who enjoys quirky, sophisticated designs. This eye-catching graphic is great for everyday wear, gifting, and adding a touch of whimsical character to any outfit.
Vintage Gentleman Fox Portrait Animal Graphic Shirt Hat
by RacksArt
$12 $19
Description: Retro Futurism design by EDDA Froehlich / EDDArt. It will be for free spirits, steampunks, visionaries, time traveller, Victorian era, romantic, retro-futurism, mechanics, nostalgia, Jules Verne and science fiction adventure fans. A perfect gift in appreciation, as an expression of thanks, surprise just for fun or for birthday and other special days. Have fun and enjoy this love steampunk tee. Give it or wear it at festvals, conventions, work, school, uni, museum visit, in leisure time with your gothic friends and family! It's an eye-catcher and it will attract attention in a joyful way
Description: A distinguished Victorian swimmer wearing a classic striped bathing costume, top hat, and neatly styled moustache. Inspired by antique seaside fashion, early men’s swimwear, and humorous vintage illustrations, this retro design is perfect for swimmers, history enthusiasts, moustache fans, beach lovers, and anyone who appreciates eccentric old-fashioned style.
Victorian Gentleman Swimmer in Striped Bathing Suit Hat
by Pinups Galore Co
$12 $19
Description: A classy skull gentleman character featuring El Padrino energy, holding whiskey and cigars with a strong sense of respect and confidence. The vintage style, elegant suit details, and bold attitude create a timeless masculine vibe inspired by classic luxury and authority. Perfect for fans of skull characters, gentleman aesthetics, whiskey culture, cigar lifestyle, and old school respect values.
El Padrino Skull Gentleman Whiskey Cigars And Respect Hat
by ArtMichalShop
$12 $19
Description: A dramatic vintage portrait illustration featuring a distinguished bearded gentleman wearing a classic top hat and dark clothing, rendered with bold blue, red, cream, and black distressed textures. The graphic treatment creates a timeless retro character-study aesthetic inspired by vintage poster and screen-print artwork.
Description: Mother Father Gentleman! This aesthetic design features the iconic PSY dance silhouette with marquee-style light lettering. Ideal for fans of legendary Korean pop anthems and viral dance crazes.
PSY Gentleman Neon Light Retro Pop Graphic Design Hat
by Chung Artwork
$12 $19
