Serving Jail Time Pillows

Bring comfort and a bit of levity into their space with cozy pillows that blend humor and support—great for those serving jail time who deserve a little extra care.

All Products Prints T-Shirts Mugs Pillows

Chef bringing inmate a cake.

from $19.00

"Where do you see yourself in 20 to 25 years?"

"Where do you see yourself in 20 to 25 years?" mockup

"Where do you see yourself in 20 to 25 years?"

from $19.00

"The lettuce I paid with was fresher than the lettuce I bought."

"The lettuce I paid with was fresher than the lettuce I bought." mockup

"The lettuce I paid with was fresher than the lettuce I bought."

from $19.00

Shakespeare in the clink

from $19.00

Madoff and devil.

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'It's my mother. She wants to talk to you.'

'It's my mother. She wants to talk to you.' mockup

'It's my mother. She wants to talk to you.'

from $19.00

Prison Romance.

from $19.00

Prisoner Crossing

from $19.00

Police Lineup Escape

from $19.00

Exhibition for Prisoners

from $19.00

'She's promised to wait for me but I only hope her memory isn't what it was!'

'She's promised to wait for me but I only hope her memory isn't what it was!' mockup

'She's promised to wait for me but I only hope her memory isn't what it was!'

from $19.00

"ll I was doing was following my dream...turns out that contravened the restraining order."

"ll I was doing was following my dream...turns out that contravened the restraining order." mockup

"ll I was doing was following my dream...turns out that contravened the restraining order."

from $19.00

'The food's not too bad here. It tastes just like yours and just like yours, it also comes out of a can.'

'The food's not too bad here. It tastes just like yours and just like yours, it also comes out of a can.' mockup

'The food's not too bad here. It tastes just like yours and just like yours, it also comes out of a can.'

from $19.00

''Willie the Wizard' gets out next week -- get ready to change all the locks.'

''Willie the Wizard' gets out next week -- get ready to change all the locks.' mockup

''Willie the Wizard' gets out next week -- get ready to change all the locks.'

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

'Ms. Andrews, have there been any important office memos, voice-mails, texts, tweets or IMs during my incarceration?'

'Ms. Andrews, have there been any important office memos, voice-mails, texts, tweets or IMs during my incarceration?' mockup

'Ms. Andrews, have there been any important office memos, voice-mails, texts, tweets or IMs during my incarceration?'

from $19.00

'This is my third conviction and I'm still not the black sheep of the family.'

'This is my third conviction and I'm still not the black sheep of the family.' mockup

'This is my third conviction and I'm still not the black sheep of the family.'

from $19.00

Man to lady: 'Prisons are overcrowded, so we're seeing more sentences of timeout instead.'

Man to lady: 'Prisons are overcrowded, so we're seeing more sentences of timeout instead.' mockup

Man to lady: 'Prisons are overcrowded, so we're seeing more sentences of timeout instead.'

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

'The worst case of insider trading I've ever seen.'

'The worst case of insider trading I've ever seen.' mockup

'The worst case of insider trading I've ever seen.'

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

'See, I told you it was a good idea to talk to the plants.'

'See, I told you it was a good idea to talk to the plants.' mockup

'See, I told you it was a good idea to talk to the plants.'

from $19.00

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

from $19.00

"How'd you know I was in for cyber crime?"

"How'd you know I was in for cyber crime?" mockup

"How'd you know I was in for cyber crime?"

from $19.00

"Maximum security prison"

from $19.00

"They found culturally insensitive products in my kitchen."

"They found culturally insensitive products in my kitchen." mockup

"They found culturally insensitive products in my kitchen."

from $19.00

'Try to think of it as early parole.' mockup

'Try to think of it as early parole.'

from $19.00

'I can't believe it! -- My own personal computer turned state's evidence!'

'I can't believe it! -- My own personal computer turned state's evidence!' mockup

'I can't believe it! -- My own personal computer turned state's evidence!'

from $19.00

'You're the one who called for a locksmith?'

'You're the one who called for a locksmith?' mockup

'You're the one who called for a locksmith?'

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

'Sweetheart, your calls are slowing my early release.'

'Sweetheart, your calls are slowing my early release.' mockup

'Sweetheart, your calls are slowing my early release.'

from $19.00

"We're so close that we're finishing each other's sentences."

"We're so close that we're finishing each other's sentences." mockup

"We're so close that we're finishing each other's sentences."

from $19.00

'I was a computer executive -- but I performed an illegal operation and was shut down.'

'I was a computer executive -- but I performed an illegal operation and was shut down.' mockup

'I was a computer executive -- but I performed an illegal operation and was shut down.'

from $19.00

Serving Jail Time Pillows Collection

Serving Jail Time Mugs

Explore our collection of mugs that bring humor and support to those serving jail time—perfect for starting conversations or raising spirits.

Serving Jail Time Prints

Check out our motivational prints, designed to inspire and lift spirits during tough times like serving jail time—beautifully crafted for encouragement.

Serving Jail Time T-Shirts

Discover t-shirts that blend wit with support, ideal for anyone going through a tough time like serving jail time, and looking for something uniquely uplifting.