Scans of the story contain three photos of the couple.In one, Seinfeld and Lonstein—who looks very much like a high school student—appear swarmed by photographers, with Seinfeld wearing a face of quiet but distinct terror.Within weeks after their first date, friends and neighbors grew accustomed to the sight of the Seinfeld limousine idling outside the Upper East Side luxury apartment building where Lonstein lives with her 15-year-old brother, David, and her parents, Zachary, a wealthy computer-store owner, and Betty, a home-maker.
And, just a hair shy of 40, he met a woman who would capture his heart: a high school student he picked up one day in Central Park.
Shoshanna Lonstein was a senior at the prestigious Nightingale-Bamford School on the Upper West Side when, on a spring afternoon, she was approached by one of the most well-known comedians in the country.
It appears unclear if Lonstein knew exactly who she was talking to at the time, but after a short conversation, she gave her phone number to the comedian, sparking a relationship that would begin around her high school graduation and end right after her college one.
The story of Jerry and Shoshanna is probably best told in a article titled “The Game of Love,” published in March of 1994, which is positioned from the perspective of the world having taught itself to accept their romance.
“When Jerry Seinfeld fell for 17-year-old Shoshanna Lonstein, cynics snickered,” the subheadline reads. Schneider recounts an interview Seinfeld did with Howard Stern, in which Stern, as he would, jokes about Seinfeld being the sort of boogeyman in a windowless van that parents warn little children about.
Howard Stern homed in on the May-August aspect of the relationship when the radio host interviewed his old friend last spring.
“So,” Stern said, feigning moral indignation, “you sit in Central Park and have a candy bar on a string and pull it when the girls come?
”Amazingly, Seinfeld, master of his comedy domain, was flustered.
“She’s not 17, definitely not,” he initially insisted.
Then, returning to the Stern show a month later for another attempt at spin control, he still seemed a bit defensive. “This is the only girl I ever went out with who was that young. We just went to a restaurant, and that was it.” It’s sort of hard to tell what Seinfeld meant here when he says he “wasn’t dating” Lonstein.
Perhaps he was attempting to draw a line between their relationship when Lonstein was 17—not “dating”—and when she turned 18—“dating.” Regardless, their romance bloomed, and the two became tasty tabloid fodder.