Few public figures captured America’s fascination quite like John F. Kennedy Jr. Back in the day, JFK Jr. was widely considered one of the most eligible bachelors in the world. Before his tragic death in a 1999 plane crash alongside his wife, Carolyn Bessette-Kennedy, the son of President John F. Kennedy and Jacqueline Kennedy Onassis had all eyes on him wherever he went.
Handsome, charismatic and endlessly photographed, he was even named People magazine’s “Sexiest Man Alive” in 1988 — a title that only fueled public intrigue surrounding his love life. As he built his own career as a lawyer, journalist and founder of George magazine, his romances with actresses, socialites and high-profile figures regularly made headlines.
From early relationships to the woman he ultimately married, take a look back at the women who stole JFK Jr.’s heart.
The politician’s son, who passed away at age 38-years-old, dated Julie Baker for two years after meeting in 1989. The model disclosed to Liz McNeil and RoseMarie Terenzio – who wrote JFK Jr: An Intimate Oral Biography – that she was asked by the charmer to go on a date to a poet reading but declined the offer because she found it too “boring.”
She revealed on The Last Days of JKF Jr., “I just loved that he was kind of silly, quirky, forgetful, fun, and adventurous.” The two ended up going out elsewhere but eventually ended up as friends.
During the year of 1988 John Fitzgerald Kennedy Jr. was in a five year relatiolnship with actress Christina Haag. Though they were living their busy lives together and seemed to have a strong relationship, that all came to an end when he had a short-lived affair with pop star Madonna.
As per Christopher Anderson who noted in The Good Son: JFK Jr. and the Mother He Loved, the two would love to spend time with one another, but his mother Jackie was not a fan of their relationship which resulted in their breakup.


