John F. Kennedy Jr. and wife Carolyn Bessette-Kennedy had a high-profile romance right up until their tragic deaths.
When the couple began dating in 1994, the world was fascinated by their relationship. Considered to be one of the vital eligible bachelors on the time, Kennedy Jr. decided to cool down with Bessette-Kennedy. As he was expected to follow within the footsteps of his father, President John F. Kennedy, many thought Besette-Kennedy would change into the following Jackie Kennedy.
Many members of the Kennedys’ inner circle knew Bessette-Kennedy was “The One” for Kennedy Jr. immediately. The Real Housewives of Recent York City alum Carole Radziwill, who was previously married to Kennedy Jr.’s late cousin, Anthony, recalled in a 2016 A&E special that Kennedy Jr. and Bessette-Kennedy shared a special connection.
“I met a few of John’s previous girlfriends, but I knew the minute he introduced us to Carolyn that she was it,” Radziwill said. “He was really besotted together with her … There was this easy chemistry.”
Kennedy Jr. and Bessette-Kennedy tied the knot in 1996. Rumors that they were having their ups and downs dogged the twosome, and so they were photographed arguing in public once in a while.
Tragedy struck in 1999. Kennedy Jr. and Bessette-Kennedy were killed in a plane crash near Martha’s Vineyard. Years after their death, reports surfaced that Kennedy Jr. and Bessette-Kennedy were working on their issues in therapy and hopeful to start out a family of their very own.
“Toward the tip of their lives, that they had managed to achieve this type of rapprochement,” The Day John Died creator Christopher Andersen exclusively told Us Weekly in July 2024. “Whatever friction was there was being handled.”
Kennedy Jr. and Bessette-Kennedy’s romance was revisited in FX’s 2026 limited series Love Story. Keep scrolling to relive their relationship timeline:
1992
Kennedy Jr. met Bessette-Kennedy while she was working in sales on the Calvin Klein store in Manhattan.
1994
The couple didn’t start dating officially until two years after their initial meeting.
1995
Kennedy Jr. proposed to Bessette-Kennedy on the Fourth of July after one 12 months of dating.
1996
The couple walked down the aisle in an intimate ceremony at a small church on Cumberland Island in Georgia.
1998
Bessette-Kennedy and Kennedy Jr. attended their pals Betsy Reisinger and Kenan Siegel‘s Miami wedding in March 1998. Within the 2024 book Once Upon a Time: The Charming Lifetime of Carolyn Bessette-Kennedy by Elizabeth Belle, Reisinger recalled the duo looking infatuated with each other at her nuptials.
“Carolyn and John were deeply in love and in love with life,” she reflected. “That’s how I remember them.”
1999
Kennedy Jr. and Bessette-Kennedy tragically lost their lives on July 16, 1999. Kennedy Jr. was piloting a plane that crashed off the coast of Martha’s Vineyard. Kennedy was 38 while his wife was 33. Within the crash, Bessette-Kennedy’s sister Lauren also perished.