When Judge Judy Sheindlin divorced her husband, she was facing a heartbreaking situation. However, their split didn’t last, and later, she revealed the reason why she decided to remarry him.
Judge Judy Sheindlin, known for her role as a television court arbitrator and her background as a prosecutor and family court judge, is married to Jerry Sheindlin, who is also a lawyer and former judge.
Judy and her husband have always supported each other in their legal careers. When Jerry, then a New York State Supreme Court judge, was offered a spot on “The People’s Court,” he turned to his wife for advice.
In an interview, he recalled, “She is the one who told me I should do it,” adding that he wouldn’t have accepted the role if Judy had any doubts.
Despite his wife’s massive success on TV, the New York native wasn’t concerned about the competition, saying, “I think that behind every great woman there is a man. […] But I also heard a rumor that behind every great man, there is a woman.”
Jerry had just started easing out of his Supreme Court role when he began taping for “The People’s Court.” His new role, presiding over about 10 cases a day for two days a week, was much lighter compared to the 150 cases he used to manage.
Jerry and Judy’s connection has always been rooted in their shared legal careers, even from the very beginning. Their first meeting happened in a bar after Jerry had just finished defending a murder case.
He was talking to a reporter when Judy walked in, pointed a finger at him, and asked, ‘And who is this?'” Jerry recalled. His response was direct, “‘Lady, get your finger out of my face.’ We’ve been together ever since.”
Jerry and Judy Sheindlin attend Women’s Righs in Afghanistan Benefit Gala on March 29, 1999, in Hollywood, California. | Source: Getty Images
While Jerry has enjoyed watching Judy’s television success, he humorously added, “If my show takes off and I beat her, I am contacting Hollywood immediately to remake the movie ‘Sleeping With the Enemy.'”
The couple’s relationship continued to evolve with their characteristic boldness and humor. After a year together, Judy subtly suggested marriage, but Jerry had his reservations.
Jerry and Judy Sheindlin attend 46th Annual Spirit of Achievement Luncheon on May 1, 2000, in New York City. | Source: Getty Images
“Why does the government have to dictate our relationship, it’s just a piece of paper. We’re already devoted to each other, we’re already committed to each other,” he told her.
Rather than pushing the issue, Judy simply stated that if Jerry wanted them to live together, he should ask for her father’s permission. Not wanting to face her dad, Jerry made a different choice—he set a wedding date, and the two were married in 1977.
Jerry and Judy Sheindlin attend Merv Griffin’s Coconut Club for a special performance on January 13, 2001, in Beverly Hills, California. | Source: Getty Images
Though the pair were deeply committed to each other, their relationship faced a challenge in 1990 when they divorced. The strain came after the passing of Judy’s father, Murray Blum, which left her under immense emotional stress. However, their time apart didn’t last long, as they remarried just a year later.
Jerry reflected on that difficult period, saying, “I missed her presence the very first week that we were separated. It was the first time in years that we didn’t get to see each other every single day. It was such a strange experience.”
Jerry and Judy Sheindlin pictured down Madison Ave on January 29, 2002, in New York City. | Source: Getty Images
Meanwhile, Judy acknowledged that she enjoyed being married and had missed Jerry during their time apart. To her, there’s something special about sharing life as a couple and the connection that comes with marriage.
After remarrying after their divorce, Judy opened up about the brief split in a rare interview. When asked why she chose to reunite with Jerry in 1991, she explained, “That’s a long story, but the end of the story is: I found … that most men were alike.”
The public figure went on to share her thoughts about the differences between men and women. “They have basic needs that are different from women’s,” she said.
They enjoy being taken care of, receiving affection, and having their personal space. As long as they are fed, shown love, and given room to do their own thing, they tend to be content, Judy added.
Judy and Jerry Sheindlin at the Women’s Guild Cedars-Sinai’s Annual Luncheon on April 13, 2015, in Beverly Hills, California. | Source: Getty Images
She has always been candid about the dynamics of her long-lasting marriage with Jerry. In a January 2024 interview, she offered some insight into how they’ve kept their relationship strong after nearly 50 years together.
“You don’t spend 24 hours together because that’s deadly,” she explained, highlighting the importance of personal space. Judy added, “Jerry just celebrated his 90th birthday and I still like to look at him when he walks in the room—that’s a key.”
Judy and Jerry Sheindlin pictured on December 17, 2022, in Beverly Hills, California. | Source: Getty Images
Judy, now nearing her 82nd birthday on October 21, 2024, has always stressed the value of maintaining a good appearance, especially as one ages. However, when it comes to Jerry, she doesn’t need to remind him—he’s already well aware of how to stay in shape.
“He loves himself desperately. Jerry is almost ten years older than I am, but I think his goal is to outlive me. He takes very good care of himself,” said the TV star, who once had a mini-stroke during a show taping.
Judy and Jerry’s enduring bond continues to charm fans, both on and off the screen. In a heartfelt Facebook post, she uploaded a picture of the couple, which quickly drew admiration from followers.
One person commented, “You and your husband look so good together. Love [sic] your smiles,” while another added, “You look amazing. Love your down to earth [sic], common sense judgments.”
Judy Sheindlin and Jerry Sheindlin’s long-lasting relationship highlights the power of love, mutual respect, and shared humor. After nearly five decades together, their bond remains strong, proving that true companionship can endure through all of life’s challenges.
People Reveal the Craziest Wills They Ever Saw
From disowning a child to secretly leaving everything to a stranger, people have written many unexpected things in their wills that are only revealed to their family members after their demise. Many times, people have used this closing act to take revenge on their loved ones.
With age, many people tend to think about what would happen to their loved ones after death. They know there’s only much they can do to support them, and with that comes the thought of writing a will. The final document decides what would happen to their assets and property after their death.
A document with the title “Last Will and Testament” | Source: Shutterstock
Many people write their will when they are healthy and doing fine, but others do it after the doctors tell them they don’t have much time to live. Some divide their assets into parts and leave them for their close ones, while others write something unpredictable that shocks their family.
Netizens on Reddit shared some of the craziest and most bizarre things people wrote in their wills. Many of their family members had no idea what was coming their way.
Comments have been edited for clarity and grammar.
1. The Unexpected Trust Fund
A fish in a fishbowl | Source: Pexels
u/scarlett_pimpernel: I am a qualified solicitor. A lady wanted to create a trust fund of £100,000 for her pet fish. When I asked if it was a particular type of fish, she confirmed it was just an ordinary goldfish.
She wanted it to be fed fresh avocado daily and looked after by a local dog walker after she died. She was absolutely serious.
2. No One Knows about Her
An older woman looking at a young girl | Source: Shutterstock
u/scarlett_pimpernel: Another lady confessed she had a secret daughter and wanted to leave the daughter some money and photographs without the rest of her family finding out. Even her husband does not know. That will be a fun conversation when she passes away.
3. The Lucky Man
A bus driver | Source: Shutterstock
u/mommy5dearest: I worked at an attorney’s office, and a little older lady gave her house and belongings to a bus driver.
She did it because he was nice to her and would help her. We were all waiting for hell to break loose when her family found out.
Her family can contest it. I was a witness to the signing. She seemed fine and knew the answers to the questions, so she wasn’t having mental problems as far as we could tell.
4. The Interesting Clause
A lawyer talking to a man | Source: Shutterstock
u/WanderCold: I was in my early twenties when I was forced to write a will because of the health insurance I got at work. I discussed it with the in-house lawyer, who approved this specific clause to be added to my will.
The clause read, “My funeral wishes are that I should be buried in a coffin which has been springloaded, such that opening the coffin would cause alarm to future archeologists.”
Then, a bunch of stuff about if this is too costly, I’d be cremated and have my ashes scattered in a specific place.
5. Don’t Forget My Horse!
A woman riding a horse | Source: Shutterstock
u/gabberrella24: I work in probate. The oddest thing I’ve seen in a will is to euthanize their beloved horse, have it cremated, and its ashes scattered with the decedent.
Lucky for her horse, she named a horse that was already dead when she passed away, so the one she got afterward lived to see another farm.
6. A List of Strange Wills
A dog sleeping on a bed | Source: Shutterstock
u/PirateRobotNinjaofDe: Lots of people send their friends and family on weird errands to spread their ashes (leaving money for people to take trips and spread their ashes around the world).
Pet trusts are a fun one. People leave a whole whack of money in a trust to be used for the care of their pets during their life.
However, my favorite ever (that I obviously didn’t draft) was a lawyer who left the bulk of his estate (millions in today’s dollars) to whatever Toronto-area woman had the most children at a specific date some years later. I recall the winner had 10.
7. My Grandfather’s Wish
An older woman standing near a window | Source: Shutterstock
u/snoboreddotcom: A few hours after my grandfather’s death, my grandmother came to me with a navy-blue tie featuring pink elephants.
Ridiculous looking, but she said he wore it to intimidate people in business, as someone willing to wear such a ridiculous tie doesn’t care about what people think. That scares people. He wanted me to have it so I could do the same.
8. Different Wishes
A woman signing a documents | Source: Shutterstock
u/ALighterShadeOfPale: I work for a lawyer who does wills. We’ve had a lady put in her will that one of her adult sons would receive his share when he visited a dentist, and the other son would get it if he lost 70lbs.
Another lady put in her will that she wanted her cats cremated with her when she died. We told her that would not happen since human and animal remains are not cremated together. So, she settled on cremated separately and joined together, then buried together.
9. The Long Will
Close-up of a document with the title “Last Will and Testament” | Source: Shutterstock
u/ALighterShadeOfPale: Typically, wills are about ten pages long (for an average person), but a woman once wrote 56 pages.
She detailed EVERYTHING from her house to people. For example, she wrote, “wooden ladle to ____, toilet paper holder to ____, magazine basket to ____.” She did this for every single item in her house.
10. She Wanted to Be with Her Husband
A small house between trees | Source: Pexels
u/ALighterShadeOfPale: A lady told us to put in her will that she wanted to be buried on her property next to her husband. She lived on a small rural property.
It’s totally illegal to have human remains buried there. She refused to tell us whether her husband was cremated or not and said she did not want to be cremated.
Edit: Her husband had died 5 or 6 years prior. So, it’s not as though it was 50 years ago when things like that may have been a little overlooked.
11. Some Good People
A person signing a document | Source: Shutterstock
u/ALighterShadeOfPale: We had a man put in his will that his family was to go to the zoo immediately after his burial (that day). We thought that was heartwarming.
Besides that, we work with many people from a particular religion. Many people we write wills for leave at least 90% of their estates to the church instead of their families.
12. The Elvis Impersonator
A young man smiling | Source: Shutterstock
u/whatshisfaceboy: I’m not a lawyer, but I have this story of my rich uncle. He would visit us when we were kids, maybe once every ten years. The last time he did, he brought us to a Denny’s.
When he died, he had no friends. Besides that, his wife died due to substance abuse, and that was because of him. He left his entire estate to an Elvis impersonator. Everything.
13. The Only Beneficiary
A person holding money | Source: Shutterstock
u/AnotherDrunkCanadian: I used to work at a bank in the estate department. I was an administrator who had to manage the files, including encroachments upon the capital, i.e., “I want to take some money out now, please.”
I had this one account – a multi-million-dollar trust for one single beneficiary – the son of the deceased. Everything about the account looked fine until I learned the child was behind his parents’ death and pleaded insanity.
He was in a mental hospital and called the bank once a year requesting $50 for commissary (to buy chips and gum).
The call was always strange. He was very polite, but the quality of the call made it sound like he was far away from the phone.
14. They Wanted to Take Revenge
A cat sitting behind a curtain | Source: Pexels
u/Dr_BrOneil: Last week, I handled a matter where the parents left millions in artwork to various people and wads of cash to various charities. Meanwhile, their kids got the family cats as revenge.
It turned out they did it because the kids got them the cats to comfort the parents in their old age. The parents hated the cats, but the kids wouldn’t let them get rid of them.
15. He Wanted to Give Them Something
An older man walking on a street | Source: Shutterstock
u/gaurddog: My great uncle’s official will stated that the contents of his outhouse would go to the City Council of a nearby town after they had tried to take his land twice to build a new water treatment plant.
He spent several years fighting eminent domain claims and wanted to give them something in return. As a joke, his kids boxed up all the books and magazines in the outhouse and dropped them off at City Hall.
16. The Man Was Clueless
A man leaning against a taxi | Source: Pexels
u/[deleted]: I am not a lawyer but work for a will writers/trusts specialist in the UK, currently studying toward my TEP.
One of our earlier clients passed away recently. Turns out the man she left almost everything to, including the residue of her estate–which was considerable–was her regular taxi driver.
She had also named him as her executor. He had no clue. The woman named as her executor and primary beneficiary in her previous two wills, a close friend of many years, was understandably flabbergasted and contested the will.
We responded to her solicitor’s Larke v Nugus request, informed Mr. Taxi Driver (who didn’t even know our client had passed), and the will was upheld.
The friend mentioned above was left a legacy of £5,000 if I remember correctly, but her nose was clearly out of joint.
Bonus observation: It takes a lot less than £ 5,000 being up for grabs to make families turn against each other. It can get really nasty. This is one of the most startling things I’ve learned in my short time in this business.
17. Hidden Fortune
The last will and testament | Getty Images
Deleted user: So, my grandma, bless her heart, lived in this old, run-down trailer for years. Dirt poor, but you wouldn’t know it by the way my husband acted.
He was like a cat on a hot tin roof, waiting for her to pass. He had this wild notion in his head that grandma was sitting on a hidden fortune and that he’d inherit a ticket to Easy Street when she kicked the bucket. Cut to the will reading day.
My husband’s practically rubbing his hands together, telling me, “Sugar, put on a smile, we’re about to be rolling in dough.” We get there, and the lawyer’s all business, asking, “Who’s the ‘husband’ there?” My guy steps up: “That’s me. Is there a problem?”
Then my jaw hitting the floor. The Lawyer: Not at all…The last will of grandma states that the grandma has a hidden fortune. However, it’s to be inherited by the husband only if he fulfills three specific conditions. Otherwise, the entire estate goes to the local animal shelter.”
First, he must live for a year in her old trailer, maintaining it without any modern upgrades or outside help. Second, he’s required to volunteer at the animal shelter every weekend for the next two years.
And finally, he must write a personal essay on the value of humility and compassion, to be read publicly at the shelter’s annual fundraiser.
My husband’s face turned from greedy anticipation to utter disbelief. Grandma sure knew how to teach a lesson from beyond the grave!
A man signing a document | Source: Pexels
These stories shared by Redditors prove that being a part of someone’s will can make your life better or destroy it forever. It only takes a few sentences to change people’s lives if one decides to mention them in their will. What’s the most bizarre thing you have ever read in someone’s will or heard about? We would love to know about it.
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