Prices increase in
-- H
-- M
-- S
Up to 40% Off Sitewide
Shop Now

Gallows Humor Hats

Filter

Safe Search on hides explicit content. Safe Search off shows all results, including explicit content.
Smile Tomorrow Will Be Worse Irony Dark Humor Hat
Main Tag:  

Description: This funny design features a deceptively cheerful rainbow with a bright smile, juxtaposed with the darkly humorous quote "Smile, Tomorrow Will Be Worse." Edgy dark humor at it's best.

Tags: dark humor, funny, gallows humor, happy, humor

Smile Tomorrow Will Be Worse Irony Dark Humor Hat

by Foxxy Merch

$12 $19

for
--
:
--
:
--

Dark Gallows Humor Skeleton Stool Hat

Description: Dark Gallows Humor Skeleton Stool

Tags: dark humor, gallows humor, gothic, hangmans joke, macabre

Dark Gallows Humor Skeleton Stool Hat

by Phoenix-Kings

$12 $19

for
--
:
--
:
--

Future Plans: Decompose Hat
Main Tag:  

Description: Future plans: decompose. A bony hand hangs over a cracked gravestone, with a skull and mushrooms below. Bleak gallows humor, scratched out in white with an awkward handwritten caption.

Tags: dark humor, decompose, future plans, gravestone, macabre

Future Plans: Decompose Hat

by Nik Odd

$12 $19

for
--
:
--
:
--

Hangman's Joke Skeleton Gallows Dark Humor Design Hat
Main Tag:  

Description: Hangman's Joke Skeleton Gallows Dark Humor Design

Tags: alternative art, bone art, dark design, dark humor, gallows

Hangman's Joke Skeleton Gallows Dark Humor Design Hat

by Kabordarieli

$12 $19

for
--
:
--
:
--

Grave Gallows Humor, Well... This is disappointing, Atheist Apparel Hat
Main Tag:  

Description: Skeptics Atheist Humor products. Well... This is disappointing, Grave Stone apparel. Halloween, afterlife, atheism, Funny, Gallows Humor Stuff. Funny print says 'Well... this is disappointing' on a graveyard headstone.

Tags: islam, hindu, christian, christianity, atheism
OceanGate Safety Inspector Hat
Main Tag:  

Description: Made by request. I would be crushed if if this got taken down.

Tags: gallows humor, hubris, humor, ocean, pressure

OceanGate Safety Inspector Hat

by BishopCras

$12 $19

for
--
:
--
:
--

What Doesn't Kill You Gives You A Set Of Unhealthy Coping Mechanisms And A Very Dark Sense Of Humor. Hat

Description: What Doesn't Kill You Gives You A Set Of Unhealthy Coping Mechanisms And A Very Dark Sense Of Humor.

Tags: dark humor statement gift, dark sense of humor statement, funny coping statement, funny gallows humor statement gift, funny resilience statement design
Hang In There Stick Figure Gallows Chalk Art Hat

Description: Hang In There Stick Figure Gallows Chalk Art

Tags: chalk art, dark humor, gallows, hang in there, humor

Hang In There Stick Figure Gallows Chalk Art Hat

by Folk Motif Studios

$12 $19

for
--
:
--
:
--

Hang In There Stick Figure Gallows Chalk Art Hat

Description: Hang In There Stick Figure Gallows Chalk Art

Tags: chalk art, dark humor, gallows, hang in there, humor

Hang In There Stick Figure Gallows Chalk Art Hat

by Doodle Beast Den

$12 $19

for
--
:
--
:
--

But Everything Was Not, In Fact, Fine Hat
Main Tag:  

Description: Any time I hear myself saying "everything's fine" I want to hear the narrator saying, "But everything was not, in fact, fine."

Tags: anxiety, bipolar disorder, borderline personality disorder, depression, everythings fine

But Everything Was Not, In Fact, Fine Hat

by Rifkele D. Leybikhe

$12 $19

for
--
:
--
:
--

What Doesn't Kill You Gives You A Set Of Unhealthy Coping Mechanisms And A Very Dark Sense Of Humor. Hat

Description: What Doesn't Kill You Gives You A Set Of Unhealthy Coping Mechanisms And A Very Dark Sense Of Humor.

Tags: dark humor statement, dark sense of humor, funny coping humor gift, funny gallows humor statement, funny resilience joke statement
Six Feet Wonders Hat
Main Tag:  

Description: Your dead kid deserves to be dressed in the finest!

Tags: cemetery, children, clothing, dead, death

Six Feet Wonders Hat

by Dark Humor Brewing

$12 $19

for
--
:
--
:
--

What Doesn't Kill You Gives You A Set Of Unhealthy Coping Mechanisms And A Very Dark Sense Of Humor. Hat

Description: What Doesn't Kill You Gives You A Set Of Unhealthy Coping Mechanisms And A Very Dark Sense Of Humor.

Tags: dark humor statement, dark sense of humor, funny gallows humor statement, funny resilience joke statement, funny resilient humor gift
OceanGate Safety Inspector (front & back) Hat
Main Tag:  

Description: Made by request. I would be crushed if if this got taken down.

Tags: black humor, gallows humor, hubris, ocean, sarcasm

OceanGate Safety Inspector (front & back) Hat

by BishopCras

$12 $19

for
--
:
--
:
--

The End Is Neigh Funny Apocalypse Horse Pun - Hat
Main Tag:  

Description: Bring some clever apocalyptic wit to your wardrobe with this minimalist "The end is neigh" text design. Playfully replacing the classic doomsday warning with a hilariously subtle horse pun, this typewriter-style graphic is perfect for equestrians, joke lovers, and anyone who appreciates dry, sarcastic dark humor. It makes a fantastic, smart gift for friends, family, or horse lovers with a great sense of irony. Available on soft t-shirts, cozy hoodies, phone cases, and stickers to spread a little doomsday chuckling wherever you go.

Tags: apocalypse humor, clever wordplay pun, dad jokes, doom and gloom art, doomsday meme

The End Is Neigh Funny Apocalypse Horse Pun - Hat

by HumanPhase

$12 $19

for
--
:
--
:
--

Ghost Detective Interrogating Pumpkin Halloween Humor Hat
Main Tag:  

Description: This ghost detective is on the case in a hilarious Halloween interrogation scene. When an angry spirit demands to know 'who carved you' from a terrified, sweating pumpkin, even the grim reaper stands by to intimidate the witness. Perfect for fans of true crime parodies, dark comedy, and spooky cartoon humor, this comical piece captures the ultimate spooky season laugh.

Tags: dark comedy comic, detective, funny halloween cartoon, gallows humor, ghost

Ghost Detective Interrogating Pumpkin Halloween Humor Hat

by Xfiber Production

$12 $19

for
--
:
--
:
--

The Earth Is Doomed Existential Dread Dark Humor Typography Hat
Main Tag:  

Description: Embrace the cosmic irony with this bold, deadpan text design. Crafted for fans of dark humor, existential philosophy, and cynical commentary who like to smile at the absolute chaos of the modern world.

Tags: alternative streetwear, apocalyptic vibe, chaotic energy, climate irony, cynical quote
just enough childhood trauma to make me funny Hat

Description: just enough childhood trauma to make me funny

Tags: baggage claim, broken funny, coping skill, dark comedy, dry wit

just enough childhood trauma to make me funny Hat

by Impasto Ocean Gallery

$12 $19

for
--
:
--
:
--

Flight Was Never An Option Penguin Smoking Knife Meme Hat
Main Tag:  

Description: This flightless bird means business. Featuring a tough penguin smoking a cigarette and holding a knife, this funny design declares 'Flight Was Never An Option.' Perfect for fans of dark humor, edgy memes, and sarcastic animal jokes.

Tags: dark humor, edgy animal, flight was never an option, funny animal lover, funny penguin
I Can See It's Gonna Be Rope, Duct And Tape Shovel Kinda Day Dark Humor Sarcasm Funny Gift Hat
Main Tag:  

Description: This design features the sarcastic dark humor quote I Can See It's Gonna Be Rope, Duct And Tape Shovel Kinda Day. Perfect for true crime fans, mystery lovers, and anyone with a witty sense of humor experiencing a bad day.

Tags: bad day quote, crime podcast, dark joke, funny phrase, funny quote
Sidesplitting Brick Figure Flipping Off Minifigure Toy Guy Meme Hat
Main Tag:  

Description: Funny minifigure brick guy drawing sticking the middle finger out, Ideal for lovers of toy building block memes.

Tags: amusing, building blocks, drawing illustration, flip someone off, flipping the bird
Well That Went Well Dark Humor Sarcasm Irony Skeleton Hat
Main Tag:  

Description: This design features the ironic saying Well... That Went Well. perfect for dark humor enthusiasts who appreciate sarcasm and cynical jokes.

Tags: bad day, cynical humor, dry humor, funny skeleton, gag gift

Well That Went Well Dark Humor Sarcasm Irony Skeleton Hat

by GOLDEN PEAK

$12 $19

for
--
:
--
:
--

What Doesn't Kill You Gives You A Set Of Unhealthy Coping Mechanisms And A Very Dark Sense Of Humor. Hat

Description: What Doesn't Kill You Gives You A Set Of Unhealthy Coping Mechanisms And A Very Dark Sense Of Humor.

Tags: dark humor statement gift, dark sense of humor statement, funny coping statement, funny gallows humor statement gift, funny resilient statement
i put the "fun" in funeral Hat

Description: i put the "fun" in funeral

Tags: ash dust, bone dry, cross bone, crypt keep, dark side

i put the "fun" in funeral Hat

by ilvms_print

$12 $19

for
--
:
--
:
--

Well Shit Funny Skeleton Dark Humor Relatable Quote Hat
Main Tag:  

Description: Well Shit Funny Skeleton Dark Humor Relatable Quote. This Comical Skeleton Design Captures A Relatable Moment For People Who Love Edgy Humor And Sarcastic Sayings. Perfect For Anyone Who Finds Humor In Everyday Frustrations.

Tags: bad day humor, dark joke, edgy humor, frustration humor, funny quote
Come Hang Out in Salem Massachusetts Poster Hat
Main Tag:  

Description: Salem Massachusetts, witch trials, dark humor, macabre art, Halloween decor, true crime, Gallows Hill, spooky aesthetic, witches, Puritan history, gothic poster, creepy travel, spooky season, witchy vibes

Tags: creepy travel, dark humor, gallows hill, gothic, halloween decor

Come Hang Out in Salem Massachusetts Poster Hat

by Bad Decisions

$12 $19

for
--
:
--
:
--

Inglourious Basterds I Want My Scalps Hat
Main Tag:  

Description: Bold, irreverent slogan that leans into dark comedy and gallows humor. Has a gritty, militaristic tone without referencing any specific film or character.

Tags: antihero quote, black comedy, edgy humor, frontier revenge, gallows humor

Inglourious Basterds I Want My Scalps Hat

by KawaiiAnnabell

$12 $19

for
--
:
--
:
--

Gothic Goose Bat Wings Tarot Occultist Hat
Main Tag:  

Description: This gothic goose captures the dark essence of tarot divination. Featuring a menacing creature with powerful bat wings perched upon skulls, bones, and mystical keys, this striking woodcut engraving showcases an ominous blood-red moon. Perfect for occult enthusiasts, dark fantasy fans, and anyone drawn to grim folklore and macabre aesthetics.

Tags: bone, creepy animal, dark fantasy, demon, gallows humor

Gothic Goose Bat Wings Tarot Occultist Hat

by Xfiber Production

$12 $19

for
--
:
--
:
--

Grim Reaper Customs Officer Skeleton Suitcase Hat
Main Tag:  

Description: A humorous illustration featuring the Grim Reaper being questioned by a customs officer about a skeleton packed in a suitcase.

Tags: airport security, border control, comic art, customs officer, death

Grim Reaper Customs Officer Skeleton Suitcase Hat

by Mistugoshi

$12 $19

for
--
:
--
:
--

this is the darkest timeline Hat

Description: this is the darkest timeline

Tags: 2020s, alternate reality, bold, chaos, dark timeline

this is the darkest timeline Hat

by Impasto Ocean Gallery

$12 $19

for
--
:
--
:
--

Hang In There It Gets Worse Sarcastic Humor Pessimist Quote Hat
Main Tag:  

Description: This Sarcastic Humor Design Features The Witty Quote Hang In There It Gets Worse. Ideal For Dark Humor Enthusiasts And Pessimistic Individuals.

Tags: anti motivation, black humor, cynical humor, dark joke, funny quote

Hang In There It Gets Worse Sarcastic Humor Pessimist Quote Hat

by Funny Animal Kings

$12 $19

for
--
:
--
:
--

Hang In There It Gets Worse Dark Humor Sarcastic Life Quote Hat
Main Tag:  

Description: Hang In There It Gets Worse. This funny quote appeals to lovers of dark humor, sarcastic sayings, and cynical life messages. Great for anyone seeking ironic motivation or a humorous perspective on challenges.

Tags: cynical humor, dark humor fan, funny gift idea, funny inspiration, funny saying

Hang In There It Gets Worse Dark Humor Sarcastic Life Quote Hat

by Funny Animal Kings

$12 $19

for
--
:
--
:
--

Gothic Botanical Skull - All Plants Are Edible Ironic Art Hat

Description: Add a touch of dark humor and vintage gothic aesthetic to your style with this ironic "All Plants Are Edible" design. Featuring a beautifully detailed botanical illustration, a classic skull, a vintage poison bottle, and deadly plants like foxglove, this macabre artwork is perfect for fans of dark academia, cottagegoth, and sarcastic humor. A unique gift for plant lovers, herbalists, and anyone who appreciates witty, dark-humor jokes!

Tags: anti foraging, botanical illustration, cottagecore aesthetic, dark academia aesthetic, funny dark humor
trauma made me hot Hat
Main Tag:  

Description: trauma made me hot

Tags: bold statement, curly type, flowing letters, gallows humor, groovy font

trauma made me hot Hat

by Hanida Fahd

$12 $19

for
--
:
--
:
--

Having a bad day? Hat
Main Tag:  

Description: A stark black-and-white linocut-style illustration of a solitary male figure pierced and struck by an absurd assortment of swords, arrows, hooks and other weapons. The deadpan composition turns extreme misfortune into dark visual humour

Tags: bad day, black humour, dark humour, funny, gallows humour

Having a bad day? Hat

by My Favorite Things — Graphic Works

$12 $19

for
--
:
--
:
--

I Don't Get What's So Hard About Cancer? I'm Already On Stage Four! Stage 4 Cancer Survivor Dark Humor Hat
Main Tag:  

Description: This design is for cancer survivors and cancer patients who face their journey with dark humor. Ideal for stage 4 cancer warriors. Features the defiant message 'I Don't Get What's So Hard About Cancer? I'm Already On Stage Four!'

Tags: cancer fighter, cancer journey, cancer patient, cancer support, cancer survivor

Similar Designs

Cart Preview (0)

Adult Apparel

Kids Apparel

Home Goods