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Jail Sweatshirts & Hoodies
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The Judge Ruled I Was at Talloween 2026 Premium Oversized Sweatshirt
Karate Octopus
$56.84
Talloween 2026: Paroled Premium Oversized Hoodie
Karate Octopus
$63.25
Talloween 2026: Come for the Party, Stay for the Sentencing Pullover Sweatshirt
Karate Octopus
$38.45
Got Too Silly Prison Goose Premium Oversized Hoodie
ClarissaDoodles
$63.25
Talloween 2026: Spend the Night in the Leon County Jail Dressed As a Sexy Cat Premium Oversized Sweatshirt
Karate Octopus
$56.84
Talloween Taxi Co. Premium Oversized Hoodie
Karate Octopus
$63.25
Got Too Silly - Silly Goose Meme Premium Oversized Sweatshirt
Ibrahimott
$56.84
It's a Beautiful Day to Impeach Trump Premium Oversized Sweatshirt
Misstickers
$56.84
Dozy Don can't talk without passing out Premium Oversized Hoodie
reallypathetic
$63.25
Lock Him Up Chance Card Go To Jail Premium Oversized Hoodie
ZahiraFi-reston
$63.25
Trump In Jail 2024 (Trump The Criminal) Premium Oversized Hoodie
Bayle-ighHu
$69.00
Suburban Prisoners History Thriller Cinema Movie Clan Premium Oversized Hoodie
Cine8
$63.25
wolf special black and white Premium Oversized Sweatshirt
CosmicHollow
$62.53
Sadist - Something to Pierce album 2025 Premium Oversized Hoodie
CosmicHollow
$69.58
Lock Him Up - Jail Trump Premium Oversized Sweatshirt
Anja Gillette
$56.84
Jail To The Thief Send Trump To Jail Lock Him Up Premium Oversized Hoodie
Anja Gillette
$63.25
Rikers Island Premium Oversized Sweatshirt
UNK-Fatigues
$62.01
Black Raven Bird Prison Thriller Cinema Movie Poster Premium Oversized Sweatshirt
Cine8
$56.84
Funny Prisgeon Prisoner Pigeon Pun Bird Joke Premium Oversized Sweatshirt
Hilal-Studio
$56.84
Talk Your Way Into Jail Premium Oversized Sweatshirt
Atlantapig
$62.00
Kurapika Scarlet Eyes Chains Hunter X Hunter Premium Oversized Hoodie
QubekShop
$69.00
Grumpy Got Too Silly Raccoon Behind Bars Premium Oversized Sweatshirt
Lozarux
$64.59
The Shawshank Redemption (Comic book version) Premium Oversized Sweatshirt
tigrootiger
$62.00
Got Too Silly – Funny Goose in Jail Meme Design Premium Oversized Hoodie
ArtBySaih
$63.25
On Day Release Premium Oversized Sweatshirt
CSupernova
$57.87
Play the guitar, play it again, my Johnny (B Edition) Premium Oversized Sweatshirt
PrivateVices
$68.72
Vienna vs. Emma Small Premium Oversized Hoodie
PrivateVices
$76.48
Play the guitar, play it again, my Johnny (Version 2026) Premium Oversized Hoodie
PrivateVices
$76.48
This One Goes To Jail Funny Dice Jail Nat 1 Owl Wizard Judge Fantasy Tabletop RPG Premium Oversized Sweatshirt
Yellowriversss
$56.84
Rikers Island Premium Oversized Sweatshirt
UNK-Fatigues
$62.01
Kurapika Hunter x Hunter Scarlet Eyes Premium Oversized Hoodie
SirLivy
$69.00
Skeleton Jail Cage Premium Oversized Sweatshirt
Blems
$56.84
Got Too Silly Goose Going To Jail Meme Premium Oversized Hoodie
Sartoris Art
$69.00
Jails Institutions Death Recovery Gift 12 Steps Sobriety AA T-Shirt Premium Oversized Hoodie
Cafe18
$63.25
Poster Freedom - The Shawshank Redemption Andy Dufresne Painting Premium Oversized Hoodie
Nicole-gibson
$63.25
Straight Out Of Prison, Funny Inamte, Out Of Jail Quotes Premium Oversized Sweatshirt
Colorfulman
$56.84
GYPSY ROSE BLANCHARD FUNNY TEE Premium Oversized Hoodie
cartoonistguy
$62.10
GYPSY ROSE BLANCHARD FUNNY TEE Premium Oversized Sweatshirt
cartoonistguy
$55.80
GYPSY ROSE BLANCHARD FUNNY TEE Premium Oversized Sweatshirt
cartoonistguy
$55.80
GYPSY ROSE BLANCHARD FUNNY TEE Premium Oversized Sweatshirt
cartoonistguy
$55.80
GYPSY ROSE BLANCHARD FUNNY TEE Premium Oversized Sweatshirt
cartoonistguy
$55.80
GYPSY ROSE BLANCHARD FUNNY TEE Premium Oversized Hoodie
cartoonistguy
$62.10
GYPSY ROSE BLANCHARD FUNNY TEE Premium Oversized Sweatshirt
cartoonistguy
$55.80
GYPSY ROSE BLANCHARD FUNNY TEE Premium Oversized Sweatshirt
cartoonistguy
$55.80
Shawshank Redemption Premium Oversized Sweatshirt
LoveSomethingDifferent
$59.42
Bull terrier arrested Premium Oversized Sweatshirt
SUPERFIREFLY
$67.17
Man In Sunglasses Smoking Behind Bars Premium Oversized Hoodie
West Barn ⭐⭐⭐⭐⭐
$69.00
Funny Got Too Silly Goose Jail Meme Premium Oversized Hoodie
SON SON
$63.25
Meet Me in the Storage Closet (TM) Premium Oversized Hoodie
ekamps
$69.00
Storage Closet - Old English Premium Oversized Hoodie
ekamps
$69.00
What If We Kissed at MCI Premium Oversized Hoodie
ekamps
$69.00
Funny Goose Jailbird Prison Got Too Silly Goose Meme Premium Oversized Hoodie
SON SON
$63.25
Funny Goose Jailbird Prison Got Too Silly Goose Meme Premium Oversized Sweatshirt
SON SON
$56.84
My Bag of Holding Is a Crime Scene — TTRPG Humor Design Premium Oversized Sweatshirt
Wanderquill Studio
$59.42
Sometimes I Have to Tell Myself It's Not Worth Jail Time - Funny Sarcastic Premium Oversized Sweatshirt
marthavelony
$62.00
Too Many Kerfuffles Frog in Jail Zipped Hoodie
Szpaku desart
$43.00
GOTH GIRL GRUNGE WALL ART, JAIL HOUSE GOTH Premium Oversized Sweatshirt
Barbara Jean Photo Art And Design
$67.17
JUICEORDIE700 Premium Oversized Hoodie
Daviscoatings
$63.25
Juice Aint Free Premium Oversized Sweatshirt
Daviscoatings
$56.84
Juice Aint Free Premium Oversized Sweatshirt
Daviscoatings
$56.84
JUICEORDIE700 Premium Oversized Sweatshirt
Daviscoatings
$56.84
Dice Jail Appeals Court Linocut TTRPG Humor Art Premium Oversized Hoodie
Wanderquill Studio
$66.13
Framed Art – Funny “It Was Framed” Jail Pun Illustration | Perfect Gift For You And Friends Premium Oversized Sweatshirt
Francobudy
$74.92
Rebel Convict Raccoon - Mugshot County Jail Chibi Premium Oversized Hoodie
CaliLuminos
$63.25
Got Too Silly Goose in Jail Blue Line Art Premium Oversized Hoodie
SainaAlina
$74.75
Juice Aint Free Premium Oversized Hoodie
Daviscoatings
$63.25
JUICEORDIE700 Premium Oversized Sweatshirt
Daviscoatings
$56.84
I Like You Funny Monkey Arrested Meme Premium Oversized Sweatshirt
MonkiFlipp
$62.00
Prison Warden Squad Guard Tower Fence Graphic Premium Oversized Hoodie
klasenbee
$69.00
Prison Warden Nothing Scares Me Humor Graphic Premium Oversized Sweatshirt
kazeckmynea
$62.00
Prison Warden Guard Tower Fence Design Premium Oversized Hoodie
klasenbee
$69.00
Plant Jail Hand Stamped Nursery Typography Premium Oversized Hoodie
Ainbowz-Artwork
$63.25
Photoshopped My Boyfriend is a Plumbing Student Premium Oversized Hoodie
ekamps
$69.00
My Boyfriend is a Plumbing Student Premium Oversized Hoodie
ekamps
$69.00
Barbed Wire Escape ⭐⭐⭐⭐⭐ Premium Oversized Sweatshirt
MoNagi
$56.84
Masked Figures In Shiny Red Jackets Pullover Sweatshirt
ShanieWinthei
$41.94
Lock Him Up! 47 Edition Premium Oversized Hoodie
Madmattman
$63.25
The Shawshank Redemption (1994) minimalist movie poster | hope from steel Premium Oversized Hoodie
Three stacked penguins
$63.25
Crown Royal Symbol Prison Property Premium Oversized Sweatshirt
TonyMckelvy259
$62.00
Yellow Jail with Yellow Typography Premium Oversized Sweatshirt
wildliferealism
$56.84
Yellow Jail with Yellow Typography Premium Oversized Hoodie
AbsurdVibes
$63.25
MANDELA Premium Oversized Sweatshirt
THE GOOD FIND
$93.01
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Jail
Jail hoodies and sweatshirts are expertly printed on ethically sourced, sweatshop-free apparel and available in a huge range of styles, colors and sizes. If you like your hoodies baggy, go two sizes up.
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