Judge Judy Married Her Husband Twice — Her Inspiring Love Story

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

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

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

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

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

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 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.

3 Years after Son’s Death, Lady Opens Door on Halloween & Sees Kids in Costumes She Sewed for Him – Story of the Day

A bereaved mother is startled when kids arrive on her doorstep trick-or-treating in her dead son’s Halloween costumes. She immediately checks his room and is in for a tear-jerking surprise.

“Please give it a thought, Mrs. Brown. You cannot always escape this time of the year. You have to overcome it, and this is the only way out. You need to celebrate Halloween or at least decorate your house,” the psychologist told Rosemary, 37.

Rosemary’s eyes brimmed with tears as she pressed her chin on her knuckles. She was nervous. “Will I be able to do it? Will it help me not think about what happened to my son on that Halloween?” she thought.

Rosemary shyly smiled and got up to leave the clinic. She headed to the market to buy décor. Though she did not feel like celebrating the holiday, she followed the doctor’s advice.

It had been three years since Rosemary and her son Dave carved fleshy pumpkins into glowering jack-o’-lanterns. It had been three hellish years since Rosemary lost Dave on the morning of Halloween, and his death still kept haunting her…

For illustration purposes only | Source: Pexels

For illustration purposes only | Source: Pexels

Lucas, Rosemary’s husband, was surprised when he came home on All Hallows Eve. He had been out of town on a business trip and was astonished when he saw his house fully decorated with the Halloween spirit.

“Rose, hey…hey…” he exclaimed as he entered the door, holding big boxes of stuff he’d shopped from the city. “I’m so happy you’re doing this. I’m sure our son would be happy to see you smiling after a very long time.”

Lucas kissed Rosemary before leaving to freshen up. Tears rolled down Rosemary’s face as she fixed the light into the jack-o’-lantern. It was Dave’s favorite part of the festival. He always placed bets with his friends about who had the funkiest jack-o’-lantern.

Rosemary’s house that day looked so beautiful and all set for a perfect Halloween. It caught everyone’s eye, especially one gang of kids on the street.

Those we love do not truly leave us. There are certain things death can never touch.

They couldn’t help but think Rosemary’s decorated house was a signal inviting them over for a trick-or-treat. They had never visited Rosemary’s house on Halloween before, so seeing her house ready for the holiday tempted them.

The kids marched to Rosemary’s house in costumes that would go on to make the bereaving mother burst into tears.

For illustration purposes only | Source: Pexels

For illustration purposes only | Source: Pexels

Just as Rosemary readied the table for dinner and was wiping the crockery, she heard a loud knock on the door. She answered the door and turned pale with shock seeing a group of happy little children chiming, “Trick or treat!”

Rosemary could not believe her eyes. She recognized the costumes the kids were wearing. She had exclusively sewn them for Dave three years ago for Halloween, but he never got to wear them. He died in an accident while crossing the road the morning of All Hallows Eve.

Rosemary was shaken. She clasped the door and gaped at the children from head to toe.

“That embroidery… those buttons and skeleton paintings on the shirt… Dave asked me to do a patchwork resembling cobwebs on his witch hat… And these pumpkin buttons… ‘D’ for Dave… I sewed them myself. What is going on? How did they get my son’s Halloween costumes from his room?” Rosemary thought.

“It cannot be.”

Rosemary quickly gave the kids some candies and ran to her son’s room. She pulled out a trunk from under the bed and opened it. Dave’s Halloween costumes were not there.

For illustration purposes only | Source: Pexels

For illustration purposes only | Source: Pexels

Rosemary was startled. She started sweating and sat on the floor, crying. “Who took them? Who gave my Dave’s clothes to those kids?”

She looked up and saw the state of her late son’s room. It looked different and empty. Almost all his items were missing, including his favorite shoe collection, posters, and even superhero toys. Rosemary peeped into his wardrobe and only found empty hangers.

Everything was intact when she checked Dave’s room a month ago. She never gave away a thing there because she wanted to preserve everything in memory of her dead son. So seeing Dave’s room in a near-empty state puzzled her. Rosemary could not understand what was going on and immediately called Lucas.

“Everything is missing. I see nothing here that belonged to our son. Darling, what’s going on? Who took Dave’s things from here?”

That’s when Rosemary sensed a weird hesitation on Lucas’ face. He could not look her in the eye and simply walked away.

“Lucas, what’s going on? Why aren’t you saying anything? Where are my son’s things? And why are those kids wearing his Halloween costumes?”

For illustration purposes only | Source: Pexels

For illustration purposes only | Source: Pexels

Rosemary followed Lucas to the kitchen where she found him staring at the plain wall.

“Darling, what’s going on? Why are you silent? I’m going crazy. Can someone please tell me what’s happening in this house?”

Lucas turned around, tears streaming down his face. He hugged Rosemary and made a confession.

“Sweetie, I know how much Dave means to us even now. But I could not see you destroyed like this,” he began.

“Once, I visited the shelter at the end of this street with my friend. The little boys there reminded me of our son. So I gave away all his stuff to them. Whenever I see those kids in our son’s shirt, pants, or even shoes, I see Dave, not some strange random kid.”

For illustration purposes only | Source: Pexels

For illustration purposes only | Source: Pexels

Rosemary burst into tears. “So, were those kids who came trick or treating to our house from the shelter?”

“Yes, they are! On my way home this evening, I saw them wearing the costumes you’d made for Dave. I was so happy and invited them to our home for some candies, hoping you would be happy to see them.”

Rosemary threw herself into Lucas’s arms and began to cry.

“Thank you so much, darling. You have no idea what you did today!”

“I did?” Lucas was puzzled, seeing a strange glow in his wife’s eyes.

“Yes! One of those little boys looked just like our son Dave. I think this is what destiny wanted us to do…to adopt him and bring him home as our son!”

Lucas and Rosemary were so delighted, they quickly began the paperwork to adopt Tom, the little boy who reminded Rosemary of the late Dave. They brought him home six months later.

Ever since Tom arrived, Rosemary was never sad again. She, Lucas, and Tom lived a life of dreams and happiness together. They also helped the other children in the shelter find loving homes.

A year later…again on Halloween…

“Mama, look…my jack-o’-lantern…you like it?” Tom asked Rosemary, showing a gorgeous jack-o’-lantern he’d made. Rosemary shed tears of joy as she realized Tom was none but a gift her late son Dave had sent from heaven.

“It’s beautiful, darling! It reminds me of someone dear to me!” she cried and hugged the boy as they got ready for the evening.

For illustration purposes only | Source: Pexels

For illustration purposes only | Source: Pexels

What can we learn from this story?

  • Those we love do not truly leave us. There are certain things death can never touch. After losing her son Dave, Rosemary was devastated. She had never celebrated Halloween for three years since the day marked her beloved son’s death. However, she would later learn that her son wasn’t truly gone when she meets a young boy who resembles Dave and becomes part of their family.
  • Embrace your grief and move on. No sorrow is permanent unless you choose to stick to it. It took Rosemary three years to embrace her grief and move on from her son’s loss. Although she was never entirely out of it, she sought solace in her adopted son Tom.

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