A Night of Passion: The Secret Affair of JFK Jr. and Mistress Sybil Hill
On February 7, 1998, a clandestine rendezvous took place between John F. Kennedy Jr. and his mistress, Sybil Hill. JFK Jr. called Hill to inform her that he was “sneaking out of the party early,” and she picked him up in an alley next to the club. What followed was a night of passion that would leave a lasting impact on both of their lives.
Hill vividly recalled the details of their intimate encounter, stating, “I lit a fire in the fireplace. We started out on the couch, then moved down to an Oriental rug on the floor, and ended up upstairs in the bedroom.” Despite the intensity of their connection, JFK Jr. confessed his guilt over his troubled marriage with Carolyn, revealing that they had been seeing a marriage counselor. He mentioned the possibility of a divorce, but also expressed a desire to save the relationship.
However, JFK Jr. left Hill with a lingering question, asking her, “What do you think you’ll be doing in two years?” This cryptic inquiry hinted at a potential future together, leaving Hill with a sense of hope for their relationship. She responded with unwavering devotion, declaring, “I’ve never stopped loving you, and I’ll love you forever.”
After their night of passion, Hill drove JFK Jr. back to his rental car outside the Caribou Club. As he departed, he gave her a peaceful sign, marking the end of their encounter. Little did they know that it would be the last time they would see each other.
Tragically, JFK Jr. and his wife, Carolyn Bessette, were killed in a plane crash a year later. Hill was left heartbroken by the news, reflecting on the possibility of a future with JFK Jr. She mused, “I’ll never know if John would have come back to me, but I treasure the thought that he would have.”
The affair between JFK Jr. and Sybil Hill remains a poignant chapter in the history of the Kennedy family, shrouded in secrecy and longing for what could have been.

