Judge Judy’s Twice-Told Love Story Will Leave You in Awe

When Judge Judy Sheindlin divorced her husband, she was going through a very tough time. But their separation didn’t last long, and later she shared why she chose to marry him again.

Judge Judy Sheindlin is famous for being a TV judge and has a background as a prosecutor and family court judge. She is married to Jerry Sheindlin, who is also a lawyer and a former judge.

Judy and her husband have always supported each other in their legal jobs. When Jerry, who was a judge in New York, got an offer to join “The People’s Court,” he asked Judy for advice.

In an interview, Jerry said, “She is the one who told me I should do it.” He added that he wouldn’t have accepted the role if Judy had doubts about it.

Even with Judy’s big success on TV, Jerry wasn’t worried about competition. He said, “I think that behind every great woman, there is a man. […] But I also heard that behind every great man, there is a woman.”

Jerry started leaving his job as a Supreme Court judge when he began filming for “The People’s Court.” This new job, where he handled about 10 cases a day for two days a week, was much easier than the 150 cases he used to manage.

Judy and Jerry’s relationship has always been tied to their shared legal careers. They first met in a bar after Jerry had just defended a murder case.

While talking to a reporter, Judy walked in, pointed at him, and asked, “And who is this?” Jerry replied, “Lady, get your finger out of my face.” Since then, they have been together.

While Jerry enjoyed watching Judy’s success on TV, he joked, “If my show takes off and I beat her, I am contacting Hollywood to remake ‘Sleeping With the Enemy.’”

Their relationship grew with their boldness and humor. After a year together, Judy hinted at marriage, but Jerry had some doubts.

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He said, “Why does the government have to dictate our relationship? It’s just a piece of paper. We’re already committed to each other.” Instead of pushing him, Judy suggested that if Jerry wanted them to live together, he should ask her dad for permission. Not wanting to face her father, Jerry chose to set a wedding date, and they married in 1977.

Though they were very committed to each other, their relationship hit a rough patch in 1990 when they divorced. The strain came after Judy’s father passed away, which put her under a lot of emotional stress. However, they remarried just a year later.

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Jerry shared his feelings about that tough time, saying, “I missed her presence the very first week we were separated. It was strange not seeing her every day.”

Meanwhile, Judy admitted she enjoyed being married and missed Jerry when they were apart. She believed there was something special about sharing life as a couple.

After they got back together, Judy talked about their brief split in an interview. When asked why she decided to reunite with Jerry in 1991, she said, “That’s a long story, but the end is: I found that most men were alike.”

Judy shared her views on the differences between men and women. She said men have different basic needs. They like being cared for, receiving affection, and having their personal space. If they are fed, shown love, and given room to do their own thing, they are usually happy.

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She has always been open about the dynamics of her long marriage with Jerry. In a January 2024 interview, she talked about how they have kept their relationship strong for nearly 50 years.

“You don’t spend 24 hours together because that’s deadly,” she explained, stressing the importance of personal space. Judy added, “Jerry just celebrated his 90th birthday, and I still like looking at him when he walks in the room—that’s a key.”

Judy, who will turn 82 on October 21, 2024, has always talked about how important it is to look good as you age. However, when it comes to Jerry, she doesn’t need to remind him—he already knows how to stay healthy.

“He loves himself dearly. 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 while filming a show.

Judy and Jerry’s lasting bond continues to win over fans, both on and off the screen. In a heartfelt Facebook post, she shared a picture of them together, which received a lot of love from followers.

One person commented, “You and your husband look so good together. Love your smiles,” while another said, “You look amazing. Love your common sense judgments.”

Judy Sheindlin and Jerry Sheindlin’s long-lasting relationship shows the power of love, respect, and shared laughter. After nearly five decades together, their bond remains strong, proving that true companionship can last through all of life’s challenges.

A Woman Bad-Mouthed Her Future DIL, Only to Realize the Next Day She Was Talking About Me — Story of the Day

I thought I was helping a sharp-tongued customer pick a gift for her son’s girlfriend. But our clash became deeply personal when she came to dinner as my BF’s mother.

The morning light painted the shop windows in soft, golden hues, catching on the frost that had crept up overnight. Inside, the air was warm and rich with the scent of cinnamon and pine. The shelves sparkled with handcrafted treasures—delicate ornaments, carved wooden toys, and intricately decorated candles.

Every day, I sold gifts or helped people choose the perfect present to light up a loved one’s face. People often wandered by, peering through the glass, and their smiles gave me a small rush of pride.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

The familiar chime of the doorbell broke my thoughts. I turned, expecting another friendly face.

The woman’s heels clicked sharply against the wooden floor as she entered, her every movement deliberate, as if choreographed. Her jewelry glittered in a way that felt more commanding than beautiful.

“Good morning,” I offered with my usual warmth.

She barely nodded, her lips forming a polite but strained smile. “I’m looking for a gift. For my son’s girlfriend. We’re meeting tomorrow.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“Of course,” I replied, gesturing to a nearby shelf. “We have some lovely…”

“Not those.” She waved a manicured hand dismissively before I could finish. “Too rustic.”

I blinked but kept my tone steady. “How about this?” I reached for a hand-painted jewelry box. “It’s handmade, and the details…”

“Too expensive,” she said sharply, cutting me off again. “For someone who hasn’t yet proven herself worthy? I don’t think so.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

The comment stung more than it should have, but I masked it with a small nod.

“Perhaps a scarf then?” I suggested, holding up a soft woolen one. “It’s practical and elegant…”

“Not her style,” she said, her voice tinged with impatience. Her eyes flicked over me briefly as if she were assessing more than just the shop. “Is this all you have? I thought these little places were supposed to be unique.”

“Every item here is chosen with care,” I said evenly. “I’m sure we can find something.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

She sighed, glancing at her watch.

“I’ll come back later, maybe,” she muttered, though the dismissal in her tone made it clear she wouldn’t.

Without another word, she left, the door shutting behind her with a definitive jingle.

The joy that had filled the shop earlier seemed to dim. I had dealt with difficult customers before. But something about that woman left a sour taste in my mouth.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

***

The next evening, I smoothed the front of my dress, checking my reflection one last time. That night was supposed to be a quiet dinner with my boyfriend Ethan, a chance to unwind after a long week.

As we arrived at the candlelit bistro, Ethan leaned in and whispered, “Oh, by the way, my Mom, Margaret, is joining us. She’s excited to meet you.”

My panic prickled at the edges. “What?”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“She’s already here,” Ethan said, gesturing toward the corner. “I didn’t tell you earlier because I didn’t want you to overthink it. Relax, she’s going to love you. Trust me.”

I managed a tight smile, but my nerves coiled tighter with every step. When we reached the table, my heart sank completely.

Margaret. It was her! The woman from the shop. Her sharp gaze met mine, and I saw a flicker of recognition before she quickly masked it with a polite smile.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“Mom, this is Grace,” Ethan said warmly. “Grace, my mom, Margaret.”

“Hello,” I said, extending my hand. Her grip was firm but brief, her polished nails catching the low light.

“Grace,” she repeated, her tone neutral, “Ethan’s mentioned you. It’s nice to put a face to the name.”

As we sat down, Margaret immediately took charge of the conversation, her voice smooth and authoritative.

“Ethan, did I tell you about the holiday charity gala coming up?” Margaret began, her eyes sparkling with the kind of enthusiasm that came naturally when she spoke about herself.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“That’s incredible, Mom,” Ethan said, glancing at me with a smile. “She’s always got so much going on. Isn’t that impressive, Grace? Mom’s pretty amazing at juggling it all.”

“It sounds like a lot of work,” I said politely, though Margaret’s focus was already elsewhere.

“Oh, it is. The guest list alone has been a nightmare. Such a headache, but what can you do? These events practically run on connections.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

Ethan didn’t miss a beat, turning the conversation back toward me. “You know, Grace has been really busy too. She’s incredible at helping people find the perfect gifts.”

Margaret’s lips curled into a faintly amused smile. “Well, that’s certainly a skill. Perhaps something to chat about another time.”

Ethan squeezed my hand briefly under the table, offering silent reassurance, but I couldn’t shake the feeling of being out of place. When Ethan left to pay the bill, Margaret turned to me, her polite mask slipping.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“I’m going to be honest,” she began. “You seem nice, but I don’t see you fitting into Ethan’s life long-term. He needs someone who can complement his ambitions. Do you understand what I’m saying?”

I swallowed hard, willing myself not to react. There was no point in arguing.

Instead, I met her gaze and nodded politely. Ethan returned moments later, oblivious to the tension, and I plastered on a smile, wishing desperately for the night to end.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

***

A few days later, I was surprised to find an envelope slipped under my apartment door. Inside was an invitation to Margaret’s charity fair, accompanied by a neatly written note:

Grace, it would be helpful if you could come by a day early to assist with preparations. Margaret.

I stared at it for a long moment, unsure what to make of the gesture. Was this an olive branch, or just another test? Ethan, of course, saw it as a positive sign.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“It’s a great opportunity for her to see how amazing you are,” he said, his eyes filled with encouragement. “Just be yourself. She’ll come around.”

I wasn’t so convinced, but I agreed to go. If nothing else, I thought, it was a chance to support Ethan.

***

When I arrived the next day, the venue was buzzing with activity, though “chaotic” might have been a better word. People in sleek coats and bright scarves darted around, shouting instructions or carrying decorations.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

Margaret stood in the center, directing it all like a conductor of an unruly orchestra. “Grace, you’re here. There’s plenty to do.”

She gestured toward a table where two women sat sipping champagne, surrounded by half-unpacked boxes of decorations. They didn’t notice the glitter they were spilling onto the white tablecloths.

“Start with the tables, will you? My friends, Linda and Carol, will help you.” Margaret said, barely glancing at me. “The spills are a disaster, and that glitter is everywhere. It needs to look perfect for tomorrow.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

As I grabbed a cloth to clean up the mess, Linda glanced at me with a smirk.

“Oh, bless you for doing this. Margaret’s got such a keen eye. Everything has to be just so,” she said, giggling as she clinked glasses with Carol.

I swallowed my pride and focused on the work. No matter how deliberate that felt, I reminded myself I was there for Ethan and the cause.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

The evening dragged on, and Margaret’s usual poise began to crack. Her phone rang, and she answered it briskly. But suddenly, she lowered the phone, her face pale and tense.

“What’s wrong?” Linda asked, noticing Margaret’s unusual stillness.

Margaret sank onto a nearby sofa, pressing her fingers to her temples.

“The Christmas souvenirs… They’ve been delayed. There’s nothing to sell tomorrow.”

Panic rippled through the room. For the first time, I saw Margaret’s armor falter.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

I hesitated, then stepped forward. “I can help.”

“Help? How? You can’t just fix this, Grace.” Her words were biting, but I could hear the fear beneath them.

“I’ll figure something out,” I replied, keeping my voice steady.

Her doubt stung, but I didn’t let it deter me. Something had to be done, and I knew I could do it.

***

That night, the shop door creaked softly as I pushed it open. I stood still for a moment, taking it all in—the shelves lined with ornaments that glittered faintly in the dim light, the delicate figurines arranged just so, and the jars of sweets stacked in neat rows.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

I rolled up my sleeves and began to work, carefully packing the ornaments and arranging them in sturdy boxes. The figurines followed—tiny angels, snowmen, and reindeer, each wrapped in tissue paper to protect their fragile beauty. The sweets in bright wrappers went last.

Hours passed, but I didn’t feel the time. When I finished, the shop looked bare, but my heart felt full. Ethan arrived just as I sealed the last box.

“Grace, are you sure about this?” he asked, gesturing to the stack of boxes. “This is a lot to give.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“It’s what needs to be done,” I said simply, brushing my hair back from my face.

“How can you take all of this without the owner’s permission?”

“Ethan, I am the owner. I’ve been the shopkeeper, the accountant, the cleaner—everything. This shop is mine. I’ve kept it to myself because it’s my sanctuary corner of magic. I didn’t want to share it until I was ready.”

“You’ve been running this place all on your own? That’s incredible, Grace.”

Together, we loaded the car and drove to the venue. By morning, the shop’s treasures adorned the tables, their sparkle transforming the chaotic space into something truly magical.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

***

The following morning, guests wandered through, admiring the ornaments and figurines, their smiles proof that the effort had been worth it.

Margaret approached me just as the last of the guests were leaving, her expression thoughtful and her tone uncharacteristically soft.

“Grace,” she began. “I owe you an apology.”

“There’s no need…”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“No, let me finish,” she said firmly. “I misjudged you from the start. When Ethan first mentioned you, I assumed… well, I assumed wrong. What you did tonight, saving the charity fair like that, was extraordinary. And you didn’t even hesitate.”

Her eyes glistened, though she quickly looked away as if to hide it. “I insist on paying for every single souvenir you brought. It’s the least I can do.”

“Thank you, Margaret.”

“I’d like you to spend Christmas with us. Here. As a family.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

I hesitated, unsure if she meant it, but the sincerity in her expression was undeniable.

“I’d love that,” I said finally.

That evening, as we all gathered around the table, Margaret was no longer the stern, unyielding woman I had met in the shop or at dinner.

Ethan caught my eye across the table. That night, he shared how much it meant to him to see his mother open up, to see her finally embracing the people he cared about. It was a Christmas I would never forget.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

Tell us what you think about this story, and share it with your friends. It might inspire them and brighten their day.

If you enjoyed this story, read this one: I thought I had found the perfect Christmas romance—a man who seemed to bring magic into my life. But as the snow fell and the holidays approached, I uncovered a truth that turned my world upside down and left me questioning everything I believed about love and trust. Read the full story here.

This piece is inspired by stories from the everyday lives of our readers and written by a professional writer. Any resemblance to actual names or locations is purely coincidental. All images are for illustration purposes only. Share your story with us; maybe it will change someone’s life.

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