JFK Jr's Pre-Carolyn Romances: Archive Photos Reveal His Past Loves
John F. Kennedy Jr. was once hailed as the world's most eligible bachelor, a status that ended when Carolyn Bessette captured his heart in a wedding dress now considered iconic. However, before that fateful union, Kennedy enjoyed relationships with a series of women, some famous and others less so, all noted for their beauty. As the FX series Love Story concludes with an episode depicting John and Carolyn's tragic deaths in 1999, the Daily Mail has uncovered stunning archive photos that detail JFK Jr's life prior to Carolyn. These images provide a tantalizing insight into 1990s New York and may evoke thoughts of what might have been for the women who did not marry him. Many might breathe a sigh of relief, knowing they escaped the fatal plane crash that claimed the lives of 'the world's sexiest man' and his wife Bessette.
Lisa Shields
Lisa Shields first met the Kennedy scion while she was a student at the Columbia School of Journalism in the late 1980s. The two were frequently photographed together by paparazzi in the summer of 1991. Although their romance was brief, they maintained an enduring friendship. Shields, an assistant producer and writer for the Arts and Entertainment cable network, is seen with him in New York City on August 19, 1991. Even dressed casually, with JFK Jr's knee wrapped, the couple appeared glamorous and engrossed in conversation, seemingly oblivious to the paparazzi during their short-lived relationship.
Daryl Hannah
Kennedy dated actress Daryl Hannah from 1988 to 1994. The pair were long-term friends, with their families vacationing together in the Leeward Islands during their early twenties. They reconnected at the wedding of JFK Jr's aunt Lee Radziwill and dated for nearly six years, until Kennedy met Carolyn Bessette at a party. Hannah, known for her role in Blade Runner, is now an environmental activist, married since 2018. Photographs show them frolicking in Central Park on March 13, 1993, near Jackie O's Fifth Avenue home, and play-fighting on the grass in September 1994, shortly before their breakup. Other images capture them strolling through New York City, holding hands while playing frisbee in Central Park on November 9, 1993, amid rumors of an impending wedding in the Hamptons that never materialized.
Sally Munro
Sally Munro entered Kennedy's orbit while both were students at Brown University. They dated from 1979 to 1985, with Munro noted as one of the few classmates not overawed by JFK Jr's star power. The couple stayed together after graduation and remained amicable post-breakup. They vacationed together in India during 1983 and were often spotted in New York City, looking loved-up and beaming. In one photograph from October 16, 1983, Munro gazes lovingly at JFK Jr as they walk in step down a sidewalk on the Upper East Side. Another shows JFK Jr placing a protective hand on her shoulder while strolling down 86th Street. Munro also appeared with JFK Jr's family on June 17, 1983, wearing a cozy oversized white jumper next to his cousin Willie Smith.
Christina Haag
Manhattan-born actress Christina Haag dated the Kennedy scion from 1985 until 1990. They were childhood friends and both attended Brown University. Photographs show them arriving at his mother's Fifth Avenue apartment in Manhattan after his graduation on January 11, 1989, and looking slick in leather jackets while wrapped up against the January chill after seeing Pack of Lies at the Royale Theater in New York City.
Mystery Women
The archive photos also include images of JFK Jr with unidentified women. In one, he effortlessly carries a bike on his shoulder while strolling down the street with a mystery woman. Another, from June 16, 1984, shows him in Manhattan with another unidentified woman, visible only from behind as they chat while he stops on his bike on the sidewalk.
