Prisoner Of Fun Pillows

Prisoner Crossing

"White Collar Prison"

'My school has a very strict detention policy.'

"Shake yer booty!"

Bishop playing pool, "I like his unholier than thou attitude."

Window Cleaner asks for help.

"Actually, Father, it's teddy who has to confess....he was nervous about coming in here alone."

'He didn't wash his hands.'

Trump in a prison cell.

The clown you should've stopped following hours ago

"I can't continue to be your lawyer if you won't show up at the hearings."

'Thanks, Peter Potterpoop!'

"You missed our anniversary again."

'I'm here for trying to keep my nose clean. I got caught stealing a packet of tissues.'

'You can't live like there's no tomorrow, and then live tomorrow.'

STRIP Hambone: Prisoner visited by a computer

'That's nothing -- I'm serving THREE sentences concurrently!'

I thought about buying a parachute, but I realized it's experiences that are important, not things.

Do you believe in free love?

Maximum Insecurity Prison

Before you're released, would you mind filling out this feedback survey, so we may better serve you next time?

Break-ins by the Masochist Society

"The judge gave me five years to resolve my conflicting feelings regarding financial success, particularly as it relates to taking other people's money."

"My fifteen minutes of fame came at a very inopportune moment."

"Well, anyhow, it sure is handy having my broker right here in my cell!"

"Oh, just sheltering in place, how about you?"

'When you flippantly asked them to honour your August holiday arrangements they flippantly honoured August 2022.'

"Moon in your sign highlights change. Make clean break. Try to get out more."

"If it cheers you up, everyone's in lockdown."

"I buried three husbands. . .problem was, two of them were only napping."

'That's old Smitty -- he got life plus 99 years.'

Prisoner wins a world cruise holiday.

"Did you always want to be a cow?"

'You can always tell when Granny has had a good day playing bingo.'

I blame it on the system. On my last stretch I did a computer course, and now I'm in for computer fraud.