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.

I Agreed to a Group Dinner with Two Freeloaders — but They Didn’t Expect What I Did Next

Cecelia had reached her breaking point with two freeloading members of her tight-knit group. Initially refusing a dinner invite, a brilliant plan struck her mind. She agreed to join while her friends were unaware of the lesson she was about to teach them. What happened next left everyone speechless.

Hey, everyone! I’m Cecelia, and I’ve got a story for you that’s been a long time coming.

I’ve always been an overachiever. In school, I was that girl who wouldn’t settle for anything less than an A.

A girl sitting in her classroom | Source: Pexels

A girl sitting in her classroom | Source: Pexels

Now, at 27, I’m killing it as an accounts manager at a big firm in the city. My job pays well, and I’m proud of how far I’ve come.

But this story isn’t about my career; it’s about my friends.

We’re a group of eight who’ve been tight since college. We’ve been through thick and thin together, and I love them all… well, almost all of them. There are two people in our group who I just can’t seem to respect anymore: Samantha and Arnold.

Why? I’ll explain that later.

A group of friends singing songs | Source: Pexels

A group of friends singing songs | Source: Pexels

First, let me tell you about how I’ve always been there for my friends. Take Betty, for example. A few months ago, she called me in tears.

“Cecelia, I hate to ask, but I’m in a bind,” Betty sobbed over the phone. “My car broke down, and I need $200 for repairs. I won’t get paid until next week, and I can’t miss work. Could you…”

I cut her off before she could finish. “Of course, Betty. I’ll transfer the money right now. Pay me back when you can, okay?”

A woman talking on her phone | Source: Pexels

A woman talking on her phone | Source: Pexels

Betty was so grateful and true to her word. She paid me back as soon as she got her paycheck.

It’s moments like these that make our friendship so strong.

A few weeks later, Harry needed help moving. He called me on a Saturday morning, and he sounded stressed.

“Hey, Cecelia. My moving truck is here, but my friends who were supposed to help bailed on me. Any chance you’re free today?”

A man talking on the phone | Source: Pexels

A man talking on the phone | Source: Pexels

I laughed. “Harry, you know I can’t lift anything heavier than my laptop. But I’ll be there in 20 minutes with coffee and donuts for everyone. And I’ll help organize and unpack. Okay?”

“You’re a lifesaver, Cece. Thanks!”

That’s just how our group works. We’re there for each other, no questions asked.

But then there’s Samantha and Arnold. I’ve never been in a situation where they needed my help, but our experiences at group dinners have been… well, horrible is putting it mildly.

Women having lunch together | Source: Unsplash

Women having lunch together | Source: Unsplash

No one in the group talks about it openly, but we’ve all noticed what these two are up to.

Picture this: we’re out for lunch, and everyone’s scanning the menu, looking for something tasty but reasonably priced. Then there’s Samantha and Arnold, zeroing in on the most expensive items.

After ordering, they’ll turn to whoever’s closest and start their sob story.

“Oh, work’s been so slow lately,” Samantha will sigh. “I don’t know how I’m going to make rent this month.”

A woman talking to her friend in a restaurant | Source: Midjourney

A woman talking to her friend in a restaurant | Source: Midjourney

Arnold’s favorite line is, “Man, my student loans are killing me. I barely have enough for groceries.”

And then, when the bill comes, they’ll conveniently forget their wallets or claim they can only chip in a few bucks. The rest of us end up covering their extravagant meals.

They’ve pulled this stunt with everyone in the group, and I’ve had enough. I decided I wasn’t going to go out for dinner or lunch with Samantha and Arnold ever again.

I refuse to be used like this.

A close-up shot of a woman's face | Source: Midjourney

A close-up shot of a woman’s face | Source: Midjourney

So, last weekend, Jason called to invite me to a casual dinner with the group.

“Hey Cecelia, we’re thinking of grabbing dinner at that new place downtown on Friday. You in?” he asked cheerfully.

I bit my lip. “Who’s coming?”

“It’s just me, you, Betty, Harry, Samantha, and Arnold. Liz and Ben aren’t in town.”

I groaned inside. “Jason, I don’t think I can make it if Samantha and Arnold are going to be there.”

There was a pause on the other end of the line.

A man talking on the phone | Source: Pexels

A man talking on the phone | Source: Pexels

“Come on, Cece. Don’t be like that. It’s just dinner.”

“It’s never just dinner with those two,” I retorted. “I’m tired of paying for their five-star meals while I eat a side salad.”

“Just get over yourself and come for once,” he snapped. “Stop being such a baby about it. We’re all tired of your complaints.”

I was about to decline again when an idea struck me. A slightly wicked, definitely petty, but oh-so-satisfying idea.

A woman talking to a friend on the phone | Source: Midjourney

A woman talking to a friend on the phone | Source: Midjourney

“You know what? I’ll be there,” I said, trying to keep the mischief out of my voice.

“Really?” Jason sounded surprised but pleased. “Great! I’ll see you Friday at 7.”

As I hung up, I couldn’t help but smile. This was going to be interesting.

Friday night rolled around, and I arrived at the restaurant right on time. Everyone was already there, chatting and laughing.

I slid into the booth next to Betty, across from Samantha and Arnold.

Friends talking in a restaurant | Source: Midjourney

Friends talking in a restaurant | Source: Midjourney

“Cecelia!” Samantha cooed. “So glad you could make it. Isn’t this place fabulous?”

I forced a smile. “It’s lovely.”

The waiter came to take our orders. Most of the group ordered reasonably priced meals, around $25 each. Then it was Samantha and Arnold’s turn.

“I’ll have the Wagyu steak, medium-rare,” Samantha purred. “And a glass of the 2015 Cabernet, please.”

Arnold nodded approvingly. “Make that two, and add the lobster tail to mine.”

I could see Jason’s eyes widen slightly. Their orders were easily $150 each.

A man sitting in a restaurant | Source: Midjourney

A man sitting in a restaurant | Source: Midjourney

When it was my turn, everyone was looking at me. Here’s the catch: I just pointed to a $3 iced tea on the menu and sent the waiter away.

Jason looked at me, confused. “Aren’t you hungry, Cecelia?”

I shrugged. “Lost my appetite, I guess.”

Betty and Harry exchanged glances, then quickly changed their orders to just drinks as well.

We chatted about work and life while waiting for the food. Soon, the waiter arrived with the meals.

A serving of steak with vegetables | Source: Pexels

A serving of steak with vegetables | Source: Pexels

Samantha and Arnold’s plates looked like something out of a food magazine. Perfectly seared steaks, glistening lobster tails, and colorful vegetable garnishes.

“Oh my,” Samantha said, eyeing her plate. “This steak looks a bit overdone. And is this asparagus? I’m not a fan.”

Arnold nodded in agreement. “The lobster seems a bit small. I hope it’s worth the price.”

I caught Betty rolling her eyes and had to stifle a laugh.

Meanwhile, Jason said, “Well, my burger is great! How’s your drink, Cecelia?”

A man sitting beside his friend in a restaurant | Source: Midjourney

A man sitting beside his friend in a restaurant | Source: Midjourney

I grinned. “Delicious. Best $3 I’ve ever spent.”

As the meal wound down, the waiter brought over the check. Arnold grabbed it and announced, “Okay, let’s split this six ways, shall we?”

That was my cue. I stood up and smiled sweetly at the waiter.

“Actually, we’ll be splitting this three ways. Jason, Samantha, and Arnold had meals. The rest of us just had drinks, which we’ve already paid for at the bar.”

Everyone was stunned.

Silence.

A woman in a restaurant | Source: Midjourney

A woman in a restaurant | Source: Midjourney

Then, I saw Arnold squint his eyes in confusion and widen them as he understood what would happen next. His face flushed red in anger.

“But… but we always split the bill,” he sputtered.

I shook my head. “Not tonight. It wouldn’t be fair for us to pay for meals we didn’t eat, would it?”

Samantha tried to argue. “Cecelia, don’t be ridiculous. We’re all friends here.”

“Exactly,” I replied. “And friends don’t take advantage of each other.”

A woman talking to her friend | Source: Midjourney

A woman talking to her friend | Source: Midjourney

In the end, they couldn’t argue with my logic.

Jason, who had only ordered a $35 meal, ended up with a $115 bill. I’ll never forget the look on his face when he saw that receipt.

I slid a $5 bill toward the center of the table for the tip, said my goodbyes, and walked out feeling lighter than I had in months.

The next morning, my phone was buzzing with messages. Samantha and Arnold were livid, calling me mean and blaming me for their high bill.

A woman using her phone | Source: Midjourney

A woman using her phone | Source: Midjourney

I couldn’t help but laugh. Their steaks alone cost more than what they ended up paying!

Meanwhile, Jason’s messages were a mix of frustration and begrudging respect.

“You could have just not come instead of pulling that stunt,” he wrote. “But I get why you did it. Maybe it’s time we had a group talk about dinner etiquette.”

I felt a twinge of guilt about Jason’s bill, but I knew this had been a long time coming.

A restaurant bill | Source: Midjourney

A restaurant bill | Source: Midjourney

Sometimes, you have to stand up for yourself, even if it means rocking the boat a little.

As for Samantha and Arnold? I’m hoping they learned their lesson, but only time will tell.

One thing’s for sure, I won’t be joining any group dinners with them anytime soon. Unless, of course, separate checks are agreed upon in advance!

Do you think I did the right thing?

A woman standing in a house | Source: Midjourney

A woman standing in a house | Source: Midjourney

If you enjoyed reading this story, here’s another one you might like: Excitement for their weekend getaway turned into frustration as Sarah’s friends dodged paying their share of the $2,000 cabin rental. Little did they know, she had a plan to make sure they didn’t get away with it.

This work is inspired by real events and people, but it has been fictionalized for creative purposes. Names, characters, and details have been changed to protect privacy and enhance the narrative. Any resemblance to actual persons, living or dead, or actual events is purely coincidental and not intended by the author.

The author and publisher make no claims to the accuracy of events or the portrayal of characters and are not liable for any misinterpretation. This story is provided “as is,” and any opinions expressed are those of the characters and do not reflect the views of the author or publisher.

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