Riddle: What is the difference between a jeweler and a jailer?
Answer: A jeweler sells watches, a jailer watches cells.
Riddle: How are prisoners like astronauts?
Answer: Both are interested in outer space
Riddle: Why do prisoners like to eat a lot of sweets?
Answer: Because they would like to break out
Riddle: Why did the prisoner take a shower before he broke out of jail?
Answer: He wanted to make a clean getaway
Riddle: How is a person in jail like a sinking ship?
Answer: Both want to be bailed out.
Riddle: Why are people in jail the slowest talkers ever?
Answer: They can spend 25 years on a single sentence.
Riddle: How is an escaping prisoner like an airplane pilot?
Answer: Both want safe flights.
Riddle: Why did the sheriff arrest the chicken?
Answer: It used fowl language.
Riddle: Why was the picture sent to jail?
Answer: Because it was framed.
Riddle: What kind of bars won't keep a prisoner in jail?
Answer: Chocolate bars.