y plan to treat my grandkids to a luxurious family vacation took an unexpected turn when one of my granddaughters demanded the grandest accommodation. I decided to take the unconventional route to teach her a memorable lesson.
So, my husband, John, and I, we’ve been pretty lucky in life, and we wanted to do something special for our family. Our granddaughter, Robin, got married recently, and we thought, “Why not celebrate with a big family vacation?”
A happy older couple looking out at the ocean | Source: Shutterstock
We picked Bora Bora because, honestly, who doesn’t dream of going there? It’s like one of those places you see on postcards and think, “People actually go there?” Yes, they do, and we decided we were going to be those people.
A resort in Bora Bora | Source: Shutterstock
We got a great deal on this trip. We found this beautiful place that had room for all of us – three bungalows for the grandkids and their families, and one big villa for John and me.
Villas by the beach in Bora Bora | Source: Shutterstock
The bungalows were nice, each one a thousand square feet with a king bed or two queens, a bathroom, and some outdoor space.
A tropical bungalow on the beach | Source: Shutterstock
But the villa, oh boy, it was something else. Four thousand square feet all to ourselves, with a bedroom, a bathroom that had a sauna, a living room, and the best part, an outdoor area with a bathtub, a pool, and a slide straight into the ocean. It was paradise.
A sundeck with a pool overlooking the beach | Source: Shutterstock
Now, we hadn’t even been there for a full day when the trouble started. We were all having dinner together, enjoying the breeze and the sound of the waves, when my other granddaughter, Jenny, said something about wanting to use our slide.
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
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.
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