Who

A social fixture and the ex-girlfriend of Jerry Seinfeld, Gruss runs Shoshanna, a line of bathing suits and summer dresses.

Backstory

New York City native Shoshanna first landed in the tabloids in the early 1990s when it was revealed she was involved with Jerry Seinfeld. The problem: She was 17 at the time and a student at Nightingale; the comedian was 39. In 1994, Lonstein transferred from George Washington University to UCLA to be closer to Seinfeld, who was living in California and still taping his eponymous show. When the relationship fizzled three years later, she returned to New York. With financing from her father, Zach Lonstein (the founder of the tech outsourcing company Infocrossing), Shoshanna launched a clothing line targeted to well-endowed women (like herself) in 1998. She followed up with a collection of swimwear in 2001 and her lines are now sold at stores like Bloomingdale's, Nordstrom, Saks, Scoop, and Kitson.

In person

Shoshanna has been a social fixture in Manhattan and the Hamptons for more than a decade. A ubiquitous presence at society events, she's on the honorary board of Love Heals, along with Dylan Lauren and Donny Deutsch, among others.

Personal

Lonstein may not have landed the superstar comedian, but she lucked out all the same, marrying into one of the wealthiest families in town. (As for Jerry, he seems to know what he likes—his current wife, Jessica Sklar Seinfeld, bears a striking resemblance to Shoshanna.) In 2003, Lonstein tied the knot with Josh Gruss, the son of Martin Gruss, a financier and philanthropist who is estimated to be worth $500 million. (Josh works for his father's firm.) In 2005, Shoshanna and Josh had their first child, Siena. The same year they paid $10.3 million for a townhouse on East 61st Street. They also have a weekend home in Southampton.