Current offer expires in
-- H
-- M
-- S
Up to 35% Off Sitewide
Shop Now

Pen Portrait Hats

Filter

Safe Search on hides explicit content. Safe Search off shows all results, including explicit content.
Marilyn Monroe portrait Hat
Main Tag:  

Description: Add this fun design to your collection or give it as perfect gift.

Tags: beautiful woman, celebrity, drawing, dream, hand drawn

Marilyn Monroe portrait Hat

by create

$12 $19

for
-- days
--
:
--
:
--

Pen Pen Neon Genesis Evangelion Red Spider Lily Portrait Hat
Main Tag:  

Description: Pen Pen stands proudly among vivid red spider lilies. His distinctive red crest, bright eyes and metallic collar create a charming penguin portrait. Golden Art Nouveau florals give this Neon Genesis Evangelion mascot a regal setting.

Tags: animal portrait, anime, anime mascot, art nouveau, botanical

Pen Pen Neon Genesis Evangelion Red Spider Lily Portrait Hat

by UncleSam Apparel

$12 $19

for
-- days
--
:
--
:
--

Blue pen portrait Hat
Main Tag:  

Description: Up close blue pen portrait of a woman's face

Tags: blue, dark, mysterious, nature, portrait

Blue pen portrait Hat

by BIG BIZ ART

$12 $19

for
-- days
--
:
--
:
--

Moonglasses Hat
Main Tag:  

Description: The moon is bright tonight. Don't forget your moonglasses.

Tags: animals, black and white, camping, hiking, humor

Moonglasses Hat

by habbyart

$12 $19

for
-- days
--
:
--
:
--

Illustrated Portrait Drawing Pen Hat
Main Tag:  

Description: Pop Culture with clear subject detail, strong composition, and visually grounded theme elements.

Tags: anime, comic, crossover, drawing pen, eye

Illustrated Portrait Drawing Pen Hat

by Sportism

$12 $19

for
-- days
--
:
--
:
--

Dog Portrait Pen and Ink Hatched Illustration with Orange Sun and Red Stripes for Dog Lovers Hat
Main Tag:  

Description: A hatched pen and ink portrait shows a dog with large upright ears and a calm, serious face. Its fur is shaded in black, white, tan and grey, with touches of warm orange. Behind the head sits an orange circle and a set of thin red horizontal stripes, and fine black lines cross the page like a sketch frame. Made for dog lovers, illustration fans and anyone who likes detailed animal art.

Tags: art lover, dog lover, geometric, gift for dog mom, hatching
Matisse Line art Face #1 Hat
Main Tag:  

Description: Matisse Line art Face Design

Tags: matisse art, matisse decor, matisse drawing, abstract decor, minimal decor

Matisse Line art Face #1 Hat

by ShaMiLa

$12 $19

for
-- days
--
:
--
:
--

Vintage Engraved Bald Eagle Head Pen and Ink Wildlife Illustration Art Hat

Description: An intensely focused bald eagle is rendered in meticulous vintage pen-and-ink crosshatching. Majestic, skeptical, and crafted for lovers of detailed wildlife art and classic tattoo linework.

Tags: americana heritage art, bird of prey art, black and white eagle, eagle tattoo design, fine line wildlife art

Vintage Engraved Bald Eagle Head Pen and Ink Wildlife Illustration Art Hat

by Luminari Creations

$12 $19

for
-- days
--
:
--
:
--

Illustrated Portrait Ceremonial Attire Hat

Description: Dynamic Illustrated Portrait artwork featuring Ceremonial Attire and Mystical Background.

Tags: anime, ceremonial, ceremonial attire, jewelry, long hair

Illustrated Portrait Ceremonial Attire Hat

by Sportism

$12 $19

for
-- days
--
:
--
:
--

My Fellow Class Peers from Middlesex University: The Missing Portrait, Together at Last Hat

Description: A sequel to My Fellow Class Peers from Middlesex University, this digital collage finally includes my self-portrait alongside my 22 classmates. A celebration of friendship, memory, and belonging at Middlesex University.

Tags: classmates, collage, collage art, digital art, digital artwork
Irish Wolfhound watercolour pen drawing Hat
Main Tag:  

Description: A loose pen and watercolour sketch of a stunning Irish Wolfhound.

Tags: irish dog, pen drawing, sketch, watercolour portrait

Irish Wolfhound watercolour pen drawing Hat

by Deborah Robinson Art

$12 $19

for
-- days
--
:
--
:
--

Mummy, A ball point pen portrait Hat
Main Tag:  

Description: a ball point pen portrait of the classic mummy

Tags: monster, classic horror, horror, boris karloff, universal monsters

Mummy, A ball point pen portrait Hat

by Slothenstein

$12 $19

for
-- days
--
:
--
:
--

Leonard Cohen portrait Hat
Main Tag:  

Description: Black and white, pen and ink portrait of Leonard Cohen.

Tags: artist, bird on a wire, black and white, celebrity, leonard cohen

Leonard Cohen portrait Hat

by rachelsfinelines

$12 $19

for
-- days
--
:
--
:
--

Gothic Stitchwork Portrait in Blue and Black Ink Hat
Main Tag:  

Description: This striking artwork features a stitched figure with wide, intense eyes rendered in black and blue ink. The detailed crosshatching and expressive face create a haunting, gothic atmosphere perfect for fans of dark surrealism and macabre themes.

Tags: black and blue, dark portrait, eerie character, expressive eyes, gothic surrealism

Gothic Stitchwork Portrait in Blue and Black Ink Hat

by ARAP Neely Dirt

$12 $19

for
-- days
--
:
--
:
--

George Michael Inverted Portrait Hat
Main Tag:  

Description: Portrait of George Michael done in black ballpoint pen on white paper. This design is the original version where the black & white have *not* been swapped. Inverted version is also available in my shop.

Tags: 80s, 90s, ballpoint, choose life, inverted

George Michael Inverted Portrait Hat

by PEEL SLOW AND SEE

$12 $19

for
-- days
--
:
--
:
--

CREATIVE TWINS PEACE. GOOD KARMA 1 Hat
Main Tag:  

Description: Elegance and peace heads.

Tags: beauty, color, creative, face, female

CREATIVE TWINS PEACE. GOOD KARMA 1 Hat

by homeofsquarials

$12 $19

for
-- days
--
:
--
:
--

Punk poet Hat
Main Tag:  

Description: "Never let go of that fiery sadness called desire." she said.

Tags: face, faces, ink, lee, music

Punk poet Hat

by geep44

$12 $19

for
-- days
--
:
--
:
--

The Stare That Says Show Up: Weathered Elder in Red Stripe Face Paint Hat
Main Tag:  

Description: The Stare That Says Show Up: Weathered Elder in Red Stripe Face Paint Show up. Vote. This non-partisan patriotic portrait puts a weathered elder front and center, long dark hair framing a stern, unblinking stare, red-and-white stripes painted down his face and a stars and stripes sash across his chest. Loose pen-and-ink linework meets a speckled retro stamp VOTE headline for a gritty vintage poster look. The message is simple: every ballot counts, and the people who show up decide what comes next. Made for midterm voters, Election Day, early voting drives, first-time voters, poll workers, and anyone who treats civic duty as a responsibility to the country. Bring a friend. Original artwork by Puff Sumo.

Tags: civic duty, election day, flag sash, long hair portrait, native american elder
The Stare That Says Show Up: Weathered Elder in Red Stripe Face Paint (Dark Version) Hat
Main Tag:  

Description: The Stare That Says Show Up: Weathered Elder in Red Stripe Face Paint (Dark Version) Show up. Vote. This non-partisan patriotic portrait puts a weathered elder front and center, long dark hair framing a stern, unblinking stare, red-and-white stripes painted down his face and a stars and stripes sash across his chest. Loose pen-and-ink linework meets a speckled retro stamp VOTE headline for a gritty vintage poster look. The message is simple: every ballot counts, and the people who show up decide what comes next. Made for midterm voters, Election Day, early voting drives, first-time voters, poll workers, and anyone who treats civic duty as a responsibility to the country. Bring a friend. Original artwork by Puff Sumo.

Tags: civic duty, election day, flag sash, long hair portrait, native american elder
Barack Obama Reflection Portrait Hat
Main Tag:  

Description: Hope looks sharp in cross-hatched ink. His aviator sunglasses reflect the Oval Office, the Resolute Desk, and the American flag behind it.

Tags: 44th president, american flag, aviator sunglasses, black and white portrait, cross hatch portrait

Barack Obama Reflection Portrait Hat

by Bad Decisions

$12 $19

for
-- days
--
:
--
:
--

Still Here: Ink-Sketch Elder Portrait Honoring Indigenous Peoples Day Hat
Main Tag:  

Description: Still Here: Ink-Sketch Elder Portrait Honoring Indigenous Peoples Day Still Here. Puff Sumo honors Indigenous Peoples Day with a raw pen-and-ink portrait of a weathered Native elder in striped face paint, a flag draped across his shoulder. Every sketched line, from the furrowed brow to the flowing hair, carries the weight of memory and endurance. Bold slab-serif lettering delivers the message: the first inhabitants of this land are still here. A non-partisan, patriotic tribute that invites respect and conversation. Made for Native American Heritage Month, Indigenous Peoples Day, teachers, history lovers, and anyone who believes the first peoples deserve honor all year long. Original artwork by Puff Sumo.

Tags: face paint stripes, flag draped portrait, here first, indigenous peoples day statement, native elder portrait
Maggot Brain Pen Drawing Hat
Main Tag:  

Description: An original artwork, ballpoint pen recreation of the cover for Funkadelic's album "Maggot Brain" featuring Barbara Cheeseborough, a screaming black woman's head emerging from the earth, originally photographed by Joel Brodsky.

Tags: 60s, 70s, album art, album cover, ballpoint

Maggot Brain Pen Drawing Hat

by PEEL SLOW AND SEE

$12 $19

for
-- days
--
:
--
:
--

Woman and Cat — Ink Portrait Hat
Main Tag:  

Description: A tender double profile of a woman and her cat, rendered in fine ink linework with rain-streaked hatching. A quiet study in companionship and stillness.

Tags: black and white, cat lover gift, ink drawing, line art illustration, pen and ink art

Woman and Cat — Ink Portrait Hat

by Inkeditem

$12 $19

for
-- days
--
:
--
:
--

Vintage Glamour — 1950s Ink Portrait Hat

Description: A classic 1950s-style beauty captured in expressive red ink linework, with soft curled hair and a timeless gaze. A nostalgic study in old Hollywood glamour.

Tags: 1950s portrait, ink drawing, old hollywood art, pen and ink illustra, pin up style art

Vintage Glamour — 1950s Ink Portrait Hat

by Inkeditem

$12 $19

for
-- days
--
:
--
:
--

Batgirl Reflection Portrait Hat
Main Tag:  

Description: Gotham's got a new shadow. Batgirl's cat-eye sunglasses reflect Batman and Robin in the Batcave, with the Batmobile glowing in the other lens.

Tags: 1966 tv series, 60s tv, batcave, batman, batmobile

Batgirl Reflection Portrait Hat

by Bad Decisions

$12 $19

for
-- days
--
:
--
:
--

Still Here: Ink-Sketch Elder Portrait Honoring Indigenous Peoples Day (Dark Version) Hat
Main Tag:  

Description: Still Here: Ink-Sketch Elder Portrait Honoring Indigenous Peoples Day (Dark Version) Still Here. Puff Sumo honors Indigenous Peoples Day with a raw pen-and-ink portrait of a weathered Native elder in striped face paint, a flag draped across his shoulder. Every sketched line, from the furrowed brow to the flowing hair, carries the weight of memory and endurance. Bold slab-serif lettering delivers the message: the first inhabitants of this land are still here. A non-partisan, patriotic tribute that invites respect and conversation. Made for Native American Heritage Month, Indigenous Peoples Day, teachers, history lovers, and anyone who believes the first peoples deserve honor all year long. Original artwork by Puff Sumo.

Tags: face paint stripes, flag draped portrait, here first, indigenous peoples day statement, native elder portrait
Frida Kahlo Illustration Hat
Main Tag:  

Description: Illustration of the artist Frida Kahlo made with bic ballpoint pen by Belén Diz Juncal

Tags: frida kahlo blanket, ballpoint pen drawing, frida kahlo cover, frida kahlo portrait, feminism

Frida Kahlo Illustration Hat

by Belendizjuncal

$12 $19

for
-- days
--
:
--
:
--

Bibi Hat
Main Tag:  

Description: Bibi portrait using an ink pen by Chicago Artist Billy Jackson. Pen on paper #noeraser

Tags: netanyahu, israel, benjamin, portrait, portraits

Bibi Hat

by Billy Jackson Galleries

$12 $19

for
-- days
--
:
--
:
--

Man with Microphone and Pen Baseball "JUST A BIT OUTSIDE" Hat
Main Tag:  

Description: A stylized portrait depicts a man with white hair and a red shirt under a checkered blazer, holding a microphone and a pen. Behind him, a large baseball forms the background. The phrase "JUST A BIT OUTSIDE" is prominently displayed in white block letters at the bottom of the composition. The style is illustrative.

Tags: announcer, baseball, baseball stitching, checkered blazer, commentator

Man with Microphone and Pen Baseball "JUST A BIT OUTSIDE" Hat

by Virtual Brush Illustration

$12 $19

for
-- days
--
:
--
:
--

Elegant Feather Quill Portrait Hat

Description: Elegant Feather Quill Portrait

Tags: artistic, d, elegant, feather illustration, inkwell

Elegant Feather Quill Portrait Hat

by Zaksterart

$12 $19

for
-- days
--
:
--
:
--

Oscar Wilde Borrowed Wit Return Never Banner Hat
Main Tag:  

Description: Borrow a smile from Oscar Wilde with the mischievous banner “Borrowed Wit. Return Never.” A moonlit navy portrait, fountain pen, books, lily and stars suit clever readers with a taste for wordplay.

Tags: books, borrowed wit, carnation, fountain pen, gold

Oscar Wilde Borrowed Wit Return Never Banner Hat

by Fenay Designs

$12 $19

for
-- days
--
:
--
:
--

Phillis Wheatley portrait and quote:  WHILE an intrinsic ardor prompts to write, The muses promise to assist my pen; Hat
Main Tag:  

Description: Phillis Wheatley portrait and quote: While an intrinsic ardor prompts to write, The muses promise to assist my pen;

Tags: african american, ardor, black history, black history month, black women
The Thinker Hat
Main Tag:  

Description: hand drawn. black and white, pen and ink drawing of 1960's business man in suit jacket sitting on edge of chair with hands clasped

Tags: thinking, 1960s culture, watch, business suit, 1950s

The Thinker Hat

by Mike's Designs

$12 $19

for
-- days
--
:
--
:
--

Stoic Don — Ink Caricature Hat
Main Tag:  

Description: A weathered, stoic face captured in bold ink crosshatching, full of gravity and quiet intensity. A character study in shadow and expression. Main Tag:

Tags: character study, expressive carica, gangster art, ink drawing, mafia style art

Stoic Don — Ink Caricature Hat

by Inkeditem

$12 $19

for
-- days
--
:
--
:
--

Businessman Taking Selfie with Phone Hat
Main Tag:  

Description: A cartoon-style illustration of a smiling businessman wearing glasses and a dark blue suit. He holds a black smartphone horizontally to take a selfie while writing in a notebook with a pen.

Tags: businessman, glasses, man, modern, notebook

Businessman Taking Selfie with Phone Hat

by Ruanara Studio

$12 $19

for
-- days
--
:
--
:
--

Toto Terrier Hat
Main Tag:  

Description: Pen drawing of a very stylish little hipster cairn terrier

Tags: dogs, cairn terrier, pen drawing, black and white, animal

Toto Terrier Hat

by ronnkools

$12 $19

for
-- days
--
:
--
:
--

Similar Designs

Cart Preview (0)

Adult Apparel

Kids Apparel

Home Goods