He held on tighter with each passing season, and then in June, after one of their many late-night drives home from the Metropolitan Opera House in Manhattan, she decided to buck tradition.
“I asked him to marry me,” she said with a chuckle. “I was tired of chasing after him.”
He obliged her on Aug. 5 at Middletown City Hall, where they exchanged vows before Mayor Joseph DeStefano and 50 family members and close friends. (Fred Fox, the bride’s older brother, who lives in Los Angeles, could not attend but sent along best wishes to his little sister.)
When their guitarist began strumming “Somewhere Over the Rainbow,” Ms. Mokotoff, clutching a small bouquet of white roses, emerged from a side room and began walking slowly toward her future husband, his eyes welling with tears.
Everyone in the old courtroom was smiling, especially Father Time.
“This is like an early birthday gift,” Ms. Mokotoff said before joining hands with Mr. Mann.
She was looking ahead to Aug. 20, a day when the newlyweds will most likely have to work together to blow out the candles on Ms. Mokotoff’s birthday cake — all 99 of them.
“So I’m 99, 98, it’s just a number,” Ms. Mokotoff said. “But today, I’m still 98, right? So let’s not rush things.”
Mr. Mann, who is 94 and received a bachelor’s degree in history last year from Mount St. Mary College in Newburgh, N.Y., agreed that when it comes to being old as opposed to feeling old, the numbers don’t always add up the same.
“Age doesn’t mean a damn thing to me or to Gert,” he said. “We don’t see it as a barrier. We still do what we want to do in life.”
Long before they were introduced in the gym, the lives of Ms. Mokotoff, a former mayor of Middletown, and Mr. Mann, a retired businessman, had fully taken shape.
Both are widowed from previous marriages, and they have seven children, 12 grandchildren and seven great-grandchildren between them.
“People always ask what it is that keeps us young,” Mr. Mann said. “Of course, one part of it is medical science, but the bigger part is that we live worry-free lives; we do not let anything we cannot control bother us in the least.”
Ms. Mokotoff, who was born in Brooklyn in 1918 to Anna Fox and Abraham Fox, a tailor, graduated from Brooklyn College and received a master’s degree in biology from Columbia.
As a 23-year-old in 1941, she married Reuben Mokotoff, a cardiologist from Manhattan, where they lived until 1952. She then persuaded him to relocate his practice to Middletown, where Ms. Mokotoff would become a wildly popular and well-regarded figure.
For more than three decades, she was a biology professor, teaching medical technology and microbiology, at Orange County Community College, in Middletown, where she is now a trustee. She also started the first training program for electron microscopy technicians, all while raising four children.
Instead of simply retiring in her late 60s, Ms. Mokotoff decided to give politics a try and was twice elected an alderwoman in Middletown, winning her second election by a single vote.
She went on to become City Council president, and in 1989, at age 71, she became Middletown’s first female mayor, serving back-to-back two-year terms. (She later ran unsuccessfully for New York state senator.)
As mayor, she was credited with spearheading the creation of a modern library in town, and for refurbishing and revitalizing the old Paramount Theater, which was built in the 1930s.
She had been married for 61 years at the time of her husband’s death in 2002.
“My mother has always been a very bold woman,” said the bride’s oldest child and maid of honor, Susan Mokotoff Reverby, 71, herself retired after a 34-year career in women’s and gender studies at Wellesley.
“She always had an interest in helping other people,” Ms. Reverby said. “Despite being a Democrat in a largely Republican town, she was still elected mayor, which gives you a pretty good idea as to how people around here felt about her.”
Mr. Mann was born in Manchester, N.H., on May 24, 1923. The son of Mae Mann and Hyman Mann, an insurance executive, he joined the war effort in 1943 as a 19-year-old, eventually serving as a second engineer aboard cargo ships, tankers and troop ships during World War II.
“It was a scary time,” he said. “There were other ships sinking all around us. I was one of the lucky ones who was able to come home.”
Already married by the time he was honorably discharged in 1947, he opened a business in Manhattan, Temporary Office Services Inc., that provided short-term secretarial and clerical help to other businesses.
In 1960, Mr. Mann, who said he “could never stand living in the city,” purchased his country home in Cuddebackville, in the foothills of the Catskill Mountains, which he calls “a little piece of heaven.”
Mr. Mann’s first marriage, which lasted 20 years before ending in divorce, produced his only biological child, Mark Mann, now 71, who served as best man.
His second marriage, to Maybelle Kart, an art historian and artist from Great Neck, N.Y., who had two daughters, lasted 45 years until her death in 2007.
Last year, Mr. Mann became the oldest person to graduate from Mount St. Mary College. The college also awarded him an honorary doctorate this past May. At 93, he drove 80 miles round trip twice a week for nearly two and a half years to accrue the 30 credits needed to obtain a degree he had started working on in his 70s, while he owned another home in Tequesta, Fla. He racked up 60 credits at nearby Palm Beach State College, and 30 more at Florida Atlantic University, before finishing up at Mount St. Mary.
“We studied many historical events like World War II and the Vietnam and Korean Wars, but this was stuff I had actually lived through,” Mr. Mann said. “No wonder I aced most of my exams.”
Keith Schuler, who has been Mr. Mann’s neighbor for the past 20 years, called him “an inspiration, and an incredible human being.”
“This man is 94 years old, and I see him outside chopping down trees, dragging logs out of the woods with his old Ford tractor, stacking firewood and cutting the grass,” Mr. Schuler said. “Then I see him and Gert running around like two high school sweethearts, holding hands and kissing, and driving to New York City on weekends. If I didn’t see it with my own eyes, I wouldn’t believe it.”
Mr. Schuler was on hand at City Hall for the ceremony, which he called “a once-in-a-lifetime event,” along with other guests who ranged in age from Ms. Mokotoff’s 7-month-old great-grandson, Jack Handman, to the bride herself. (Ms. Mokotoff would have been the second-oldest person at her wedding if her older brother, Fred, 103, had been able to attend.)
During the ceremony, the groom entertained his guests with several stories about his new bride, including her first-ever sleepover at his home.
“We had spent the whole day together, and at night, I set up the bedroom for her, and I was going to be in the next room,” Mr. Mann said. “She gets into the bed, and I say good night and start walking out, and she says, ‘Where are you going?’”
After exchanging vows and wedding rings, the couple were showered with applause, well wishes and hugs, as several of the guests began to cry.
“Their enthusiasm is contagious and their certainty of a destiny together is inspiring,” said Mayor DeStefano, who is Ms. Mokotoff’s political protégé. “We ask that the vision they have for one another always reflects the attraction that first brought them together,” he said before pronouncing them husband and wife.
After the ceremony, Mr. Mann managed to slip out a back door and, moments later, reappeared in front of City Hall, behind the wheel of his red Toyota Corolla. As the guests began spilling onto the sidewalk, he stepped on the gas pedal and zipped past them down the street, noisily dragging soda cans tied to the back bumper below a sign that read “Just Married.” He took it for a spin around the block before returning to pick up his new wife.
“This is fabulous,” said Charles Mokotoff, the bride’s son, an internationally known classical guitarist who lent his musical talents to the ceremony.
Shortly thereafter, the couple and their guests resurfaced at John’s Harvest Inn, a nearby restaurant where the reception was held.
Just before dinner, the bride raised the roof, and the groom’s eyebrows, when she sat in a chair and hiked up her wedding dress just above her knee to reveal that she was wearing a garter.
“Very nice,” Mr. Mann said, his cheeks turning as red as his Corolla. “I must admit I like it.”
The groom was then asked how his life might change now that he’s a married man, again.
“Nothing is going to change,” said Mr. Mann, taking his wife’s hand as he spoke. “We’ve already done so much together, and let’s face it, we both know that neither of us are likely to find anyone else,” he said with a grin. “So from here on out, it’s just the two of us, together, for the remaining days of our lives.”