Jail Jokes

  • Why was the belt thrown in jail? He held up a pair of pants.


  • This is the best lawyer story of the year, decade, and probably the century. A Charlotte, NC, lawyer purchased a box of very rare and expensive cigars,: then insured them against fire among other things. Within a month having smoked his entire stockpile of these great cigars and without yet having made even his first premium payment on the policy, the lawyer filed a claim against the insurance company. In his claim, the lawyer stated the cigars were lost “in a series of small fires.” The insurance company refused to pay, citing the obvious reason: that the man had consumed the cigars in the normal fashion. The lawyer sued .. and won! In delivering the ruling, the judge agreed with the insurance company that the claim was frivolous. The Judge stated, nevertheless, that the lawyer held a policy from the company in which it had warranted that the cigars were insurable and also guaranteed that it would insure them against fire, without defining what is considered to be unacceptable fire, and was obligated to pay the claim. Rather than endure lengthy and costly appeal process, the insurance company accepted the ruling and paid $15,000 to the lawyer for his loss of the rare cigars lost in the “fires.” NOW FOR THE BEST PART… After the lawyer cashed the check, the insurance company had him arrested on 24 counts of ARSON!!!! With his own insurance claim and testimony from the previous case being used against him, the lawyer was convicted of intentionally burning his insured property and was sentenced to 24 months in jail and a $24,000 fine. This is a true story and was the 1st place winner in the recent Criminal Lawyers Award Contest.

  • A 57-year-old woman was arrested for shoplifting. When she went before the judge he asked her, “What did you steal?” She replied: a can of peaches. The judge asked her why she had stolen them and she replied that she was hungry. The judge then asked her how many peaches were in the can. She replied 6. The judge then said, “I will give you 6 days in jail.” Before the judge could actually pronounce the punishment the woman’s husband spoke up and asked the judge if he could say something. He said,” What is it? ” The husband said, “She also stole a can of peas.”

  • Who said men don’t remember anniversaries? A woman awakes during the night to find that her husband was not in their bed. She puts on her robe and goes downstairs to look for him. She finds him sitting at the kitchen table with a hot cup of coffee in front of him. He appears to be in deep thought, just staring at the wall. She watches as he wiped a tear from his eye and takes a sip of his coffee. “What’s the matter, dear?” she whispers as she steps into the room, “Why are you down here at this time of night?” The husband looks up from is coffee, “Do you remember 20 years ago when we were dating, and you were only 16?” he asks solemnly. The wife is touched to tears thinking that her husband is so caring and sensitive. “Yes I do,” she replies. The husband paused. The words were not coming easily. “Do you remember when your father caught us in the back seat of my car making love?” Yes, I remember,” said the wife, lowering herself into a chair beside him. The husband continued. “Do you remember when he shoved the shotgun in my face and said, ‘Either you marry my daughter, or I will send you to jail for 20 years?” “I remember that too” she replied softly. He wiped another tear from his cheek and said…”I would have gotten out today.”

  • Dear Abby, I am a crack dealer in Beaumont, Texas who has recently been diagnosed as a carrier of HIV virus. My parents live in Fort Worth and one of my sisters, who lives in Pflugerville, is married to a transvestite. My father and mother have recently been arrested for growing and selling marijuana. They are financially dependent on my other two sisters, who are prostitutes in Dallas. I have two brothers, one is currently serving a non-parole life sentence at Huntsville for the murder of a teenage boy in 1994. My other brother is currently in jail awaiting charges of sexual misconduct with his three children. I have recently become engaged to marry a former prostitute who lives in Longview. She is a part time “working girl”. All things considered, my problem is this: I love my fiance’ and look forward to bringing her into the family. I certainly want to be totally open and honest with her. Should I tell her about my cousin who supports John Kerry for President? Signed, Worried About My Reputation

  • A prisoner in jail receives a letter from his wife: “Dear Husband, I have decided to plant some lettuce in the back garden. When is the best time to plant them?” The prisoner, knowing that the prison guards read all mail, replied in a letter: “Dear Wife, whatever you do, do not touch the back garden. That is where I hid all the money.” A week or so later, he received another letter from his wife: “Dear Husband, You wouldn’t believe what happened, some men came with shovels to the house, and dug up all the back garden.” The prisoner wrote another letter back: “Dear wife, now is the best time to plant the lettuce.”

  • A couple goes out to dinner to celebrate their 50th wedding anniversary. On the way home, she notices a tear in his eye and asks if he’s getting sentimental because they’re celebrating 50 wonderful years together. He replies, No, I was thinking about the time before we got married. Your father threatened me with a shotgun and said he’d have me thrown in jail for 50 years if I didn’t marry you. Tomorrow I would’ve been a free man!

  • A young couple got married, and in their family, it was tradition that the best man dance with the bride for the first song. Well, this happened…but then they danced for the second song too. And the third. By the time the fourth song came on, the groom ran up and kicked the bride between the legs. A riot broke out, and all the invited guests were hauled off to jail. In court the next week the judge asked the best man what happened. “Your honor, we were just dancing, and the groom ran up and kicked the bride between the legs.” “That must have hurt,” said the judge. “No kidding,” said the best man. “I broke three of my fingers.”

  • Chuck Norris has the greatest Poker-Face of all time. He won the 1983 World Series of Poker, despite holding only a Joker, a Get out of Jail Free Monopoloy card, a 2 of clubs, 7 of spades and a green #4 card from the game UNO.

  • A small town prosecuting attorney called his first witness to the stand in a trial — a grandmotherly, elderly woman. He approached her and asked, “Mrs. Jones, do you know me?” She responded, “Why, yes, I do know you, Mr. Burns. I’ve known you since you were a young boy, and frankly, you’ve been a big disappointment to me. You lie, cheat on your wife, you manipulate people, and talk about them behind their backs. You think you’re a rising big shot when you haven’t the brains to realize you never will amount to anything more than a two-bit paper pusher. Yes, I know you.” The lawyer was stunned. Not knowing what else to do, he pointed across the room and asked, “Mrs. Jones, do you know the defense attorney?” She again replied, “Why, yes I do. I’ve known Mr. Trevino since he was a youngster, too. I used to baby-sit him for his parents. And he, too, has been a real disappointment to me. He’s lazy, bigoted, and he has a drinking problem. The man can’t build a normal relationship with anyone and his law practice is one of the shoddiest in the entire state. Yes, I know him.” At this point, the judge rapped the courtroom to silence, and called both counselors to the bench. In a very quiet voice, he said with menace, “If either of you asks her if she knows me, you’ll be jailed for contempt!”

  • An 80 year old woman was arrested for shop lifting. When she went before the judge he asked her, ‘What did you steal?’ She replied: a can of peaches. The judge asked her why she had stolen them and she replied that she was hungry. The judge then asked her how many peaches were in the can. She replied 6. The judge then said, ‘I will give you 6 days in jail.’ Before the judge could actually pronounce the punishment the woman’s husband spoke up and asked the judge if he could say something. He said, ‘ What is it? ‘ The husband said ‘She also stole a can of peas.’

  • A police officer in a small town stopped a motorist who was speeding down Main Street. “But officer!” the man began, “I don’t have time for this right now!” “Just be quiet,” snapped the officer. “I’m going to let you cool your heels in jail until the chief gets back.” “But officer,” replied the motorist. “I just wanted to say…” “And I said to keep quiet! You’re going to jail!”, barked the officer. A few hours later, the officer looked in on his prisoner and said, “Lucky for you that the chief is at his daughter’s wedding. He’ll be in a good mood when he gets back.” “Don’t count on it,” answered the fellow in the cell. “I’m the bridegroom.”

  • Two prostitutes were riding around town with a sign on top of their car which said, “TWO PROSTITUTES…….$50.00.” A policeman, seeing the sign, stopped them and told them they’d either have to remove the sign or go to jail. Just at that time, another car passed with a sign saying, “JESUS SAVES.” They asked the cop why he let the other car go and he said, “Well, that’s a little different, it pertains to religion.” So the two ladies took their sign down and took off. The following day found the same cop in the area when he noticed the two ladies driving around with a large sign on their car again. Figuring he had an easy bust, he began to catch up with them when he noticed the new sign which read… “TWO ANGELS SEEKING PETER…$50.00.”

  • Two guys were picked up by the cops for smoking dope and appeared in court before the judge. The judge said, “You seem like nice young men, and I’d like to give you a second chance rather than jail time. I want you to go out this weekend and try to show others the evils of drug use and pursuade them to give up drugs forever. I’ll see you back in court Monday.” Monday, the two guys were in court, and the judge said to the first one, “How did you do over the weekend?” “Well, your honor, I persuaded 17 people to give up drugs forever.” “17 people? That’s wonderful. What did you tell them?” “I used a diagram, your honor. I drew two circles like this: O o and told them this (the big circle) is your brain before drugs and this (small circle) is your brain after drugs.” “That’s admirable,” said the judge. “And you, how did you do?” (to the 2nd guy) “Well, your honor, I persuaded 156 people to give up drugs forever.” “156 people! That’s amazing! How did you manage to do that!” “Well, I used the same two circles. I pointed to the small circle and told them, ‘This is your assh*le before prison….”

  • Q: What’s the difference between a jeweler and a jailer? A: One sells watches and the other watches cells.

  • Q: Why was the belt thrown in jail? A: He held up a pair of pants.

  • Boris Becker was sentenced to 2 and a half years in jail. When told, he asked the judge, “How many months is that? The judge replied, “Thirty love!”

  • Why did the picture go to jail? because it was framed.

  • I’ve only been in jail for 5 minutes and I’ve already been raped. … My uncle doesn’t fuck around when he plays Monopoly.

  • “A man in New Zealand was sentenced to four months in jail for posting a naked picture of his ex-girlfriend on Facebook. Jail is sort of like Facebook. You waste time; you write on your wall, you get poked by someone you hardly know…”

  • A cop stopped me and asked “Do you know why I followed you ” so I said “because my tweets are funny” & we laughed & high-fived & I’m in Jail…

  • Rich people have rehab. Poor people have jail.

  • My son has gone to jail. He has refused food, drink, and now he’s not speaking to anyone…I knew we shouldn’t have played Monopoly on his birthday!

  • A friend is someone who will bail you out of jail. A best friend is the one sitting next to you saying ‘boy was that fun.

  • What flavour is the toothpaste in jail?Imprisonmint.

  • My wife hit me with a baguette yesterday…I told her she was going to jail for assault with a breadly weapon.

  • What do you call a clown in jail?A silicon.

  • My son didn’t cope well with going to jail.He refused to eat or drink anything. He swore at everyone and covered his room with his own shit.After that we never played Monopoly again.

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