Jail Jokester Pillows

Add a touch of humor to their space with a pillow that sports a witty joke or funny phrase. Perfect for the jail jokester with a comfy, cheeky style.

All Products Prints T-Shirts Mugs Pillows

"I cloned a guy in Reno. How 'bout yourself?"

"I cloned a guy in Reno. How 'bout yourself?" mockup

"I cloned a guy in Reno. How 'bout yourself?"

from $19.00

'Well, I hope you're a people person -- the prisons are very overcrowded.'

'Well, I hope you're a people person -- the prisons are very overcrowded.' mockup

'Well, I hope you're a people person -- the prisons are very overcrowded.'

from $19.00

'I said you're next, Hibblemeyer. . . Hibblemeyer!'

'I said you're next, Hibblemeyer. . . Hibblemeyer!' mockup

'I said you're next, Hibblemeyer. . . Hibblemeyer!'

from $19.00

'So one day I thought, I'll teach you brats to laugh at me!'

'So one day I thought, I'll teach you brats to laugh at me!' mockup

'So one day I thought, I'll teach you brats to laugh at me!'

from $19.00

"White Collar Prison"

from $19.00

Yoga Sequence to Avoid

from $19.00

Prisoner Crossing

from $19.00

Police Lineup Escape

from $19.00

'My biggest mistake was to make a 'death-bed confession'... then I made a full recovery!'

'My biggest mistake was to make a 'death-bed confession'... then I made a full recovery!' mockup

'My biggest mistake was to make a 'death-bed confession'... then I made a full recovery!'

from $19.00

'I mistakenly thought that 'mutual' meant the funds were equally mine to use.'

'I mistakenly thought that 'mutual' meant the funds were equally mine to use.' mockup

'I mistakenly thought that 'mutual' meant the funds were equally mine to use.'

from $19.00

'OVERCROWDED-I'll say it's OVERCROWDED!'

'OVERCROWDED-I'll say it's OVERCROWDED!' mockup

'OVERCROWDED-I'll say it's OVERCROWDED!'

from $19.00

'I'm being released on Blu-ray.'

from $19.00

'The hard time isn't so bad, but that community service is murder!'

'The hard time isn't so bad, but that community service is murder!' mockup

'The hard time isn't so bad, but that community service is murder!'

from $19.00

"I'm the first one in my family to do time."

"I'm the first one in my family to do time." mockup

"I'm the first one in my family to do time."

from $19.00

'I was okay with the library and rec room, but the wall climbing has got me nervous.'

'I was okay with the library and rec room, but the wall climbing has got me nervous.' mockup

'I was okay with the library and rec room, but the wall climbing has got me nervous.'

from $19.00

"You're allowed one facebook posting." mockup

"You're allowed one facebook posting."

from $19.00

'Well, you're not acting like you have every confidence in me.'

'Well, you're not acting like you have every confidence in me.' mockup

'Well, you're not acting like you have every confidence in me.'

from $19.00

"Miss Robins, get me a ladder and a hacksaw, if you will, please."

"Miss Robins, get me a ladder and a hacksaw, if you will, please." mockup

"Miss Robins, get me a ladder and a hacksaw, if you will, please."

from $19.00

'I'm here for jumping my bond... Bail bond.'

'I'm here for jumping my bond... Bail bond.' mockup

'I'm here for jumping my bond... Bail bond.'

from $19.00

"The reason I never get any visitors is because all my family and friends are in here!"

"The reason I never get any visitors is because all my family and friends are in here!" mockup

"The reason I never get any visitors is because all my family and friends are in here!"

from $19.00

'I tried to give a woman the Heimlich maneuver, and it turned out she was doing the Macarena.'

'I tried to give a woman the Heimlich maneuver, and it turned out she was doing the Macarena.' mockup

'I tried to give a woman the Heimlich maneuver, and it turned out she was doing the Macarena.'

from $19.00

"The brochure said escape to Tahiti, so here I am."

"The brochure said escape to Tahiti, so here I am." mockup

"The brochure said escape to Tahiti, so here I am."

from $19.00

Man in arrow suit - 'I'm in for white collar crime.'

Man in arrow suit - 'I'm in for white collar crime.' mockup

Man in arrow suit - 'I'm in for white collar crime.'

from $19.00

"I think I'm just going to sit this recession out."

"I think I'm just going to sit this recession out." mockup

"I think I'm just going to sit this recession out."

from $19.00

"They weren't very friendly when they proscuted me for obtaining loans under false names."

"They weren't very friendly when they proscuted me for obtaining loans under false names." mockup

"They weren't very friendly when they proscuted me for obtaining loans under false names."

from $19.00

Post Office fraud wing in a prison. mockup

Post Office fraud wing in a prison.

from $19.00

'The Not so Great Escape.'

from $19.00

"The bad news is Lady Sybil has died in childbirth. On the other hand, Bates is back home and Tom's sticking around to help run the estate."

"The bad news is Lady Sybil has died in childbirth. On the other hand, Bates is back home and Tom's sticking around to help run the estate." mockup

"The bad news is Lady Sybil has died in childbirth. On the other hand, Bates is back home and Tom's sticking around to help run the estate."

from $19.00

'I suppose you'd like your porridge shaken, not stirred?'

'I suppose you'd like your porridge shaken, not stirred?' mockup

'I suppose you'd like your porridge shaken, not stirred?'

from $19.00

"Look on the bright side. You no longer live with your parents."

"Look on the bright side. You no longer live with your parents." mockup

"Look on the bright side. You no longer live with your parents."

from $19.00

'Your mother reckons you look like your baby photos now without your dandruff, dear.'

'Your mother reckons you look like your baby photos now without your dandruff, dear.' mockup

'Your mother reckons you look like your baby photos now without your dandruff, dear.'

from $19.00

'She kept asking me to say what was on my mind so I did. She told her analyst and then the FBI.'

'She kept asking me to say what was on my mind so I did. She told her analyst and then the FBI.' mockup

'She kept asking me to say what was on my mind so I did. She told her analyst and then the FBI.'

from $19.00

Love in prison.

from $19.00

'They got me for 'hate-texting.'' mockup

'They got me for 'hate-texting.''

from $19.00

'MY doctor says I don't get out enough!'

'MY doctor says I don't get out enough!' mockup

'MY doctor says I don't get out enough!'

from $19.00

Jail Jokester Pillows Collection

Jail Jokester Mugs

Explore more witty mugs perfect for the jail jokester, including clever designs that make mornings a little brighter and a lot funnier.

Jail Jokester Prints

Browse funny and clever prints that celebrate humor and wit, perfect for decorating the space of your favorite jail jokester with style and fun.

Jail Jokester T-Shirts

Check out our range of humorous t-shirts for the jail jokester who’s proud of their witty personality and loves to showcase their humor on casual wear.