John F. Kennedy Jr. was famously linked to several high‑profile women over the years, especially in the 1980s and 1990s, before marrying Carolyn Bessette.

Who did JFK Jr. date?

Below are some of the best‑documented women John F. Kennedy Jr. is widely reported to have dated, especially leading up to his marriage:

  • Jenny Christian (late 1970s, Andover school romance).
  • Sally Munro (long college relationship while at Brown University).
  • Christina Haag (serious relationship in the mid‑ to late‑1980s, later described in her memoir Come to the Edge).
  • Madonna (widely reported short‑lived fling while he was with Christina Haag).
  • Julie Baker (model he reportedly dated around 1989–early 1990s).
  • Sarah Jessica Parker (they went on several dates in the early 1990s).
  • Daryl Hannah (high‑profile, long romance in the early–mid 1990s; they vacationed and appeared together often).
  • Carolyn Bessette (met in the early 1990s and began dating after his split with Daryl Hannah; she became his wife in 1996).

Many outlets and forum timelines also mention additional brief or casual relationships, but these are less documented and often described as rumors or short encounters.

Key relationships (mini sections)

Early loves and college years

  • His early relationships with Jenny Christian and Sally Munro are often described as formative, lasting through his school and college years and giving him rare periods of relative normalcy despite his fame.
  • Friends quoted in biographies say these early girlfriends were “first love” and “long-term, serious” partners rather than brief celebrity flings.

1980s: Christina Haag and a pop‑star fling

  • Christina Haag is frequently described as one of JFK Jr.’s most serious girlfriends; they met young, acted together, and dated for several years, with friends expecting they might marry.
  • During this period, several biographers and reports claim he had a short‑lived fling with Madonna, though it remained brief and somewhat controversial, including stories that his mother Jackie reportedly disapproved.

Early 1990s: Models and actresses

  • In the late 1980s and early 1990s, he was linked to model Julie Baker, with reports of a relationship lasting around two years and later encounters even after they broke up.
  • Around 1991, he went on dates with Sarah Jessica Parker, something she has later acknowledged in interviews as a brief but memorable connection.

Daryl Hannah and the path to Carolyn

  • His relationship with actress Daryl Hannah in the early–mid 1990s was very public, involving shared vacations and years of on‑and‑off romance.
  • While still linked to Daryl Hannah, accounts say he began secretly seeing Carolyn Bessette in 1993 before fully transitioning to a committed relationship with Carolyn after his split from Daryl.

Marriage to Carolyn Bessette

  • JFK Jr. and Carolyn Bessette became a couple by the mid‑1990s; he proposed in 1995 and they married in an intimate ceremony on Cumberland Island in 1996.
  • Their relationship, often portrayed as a glamorous 1990s New York love story, lasted until their tragic deaths in a plane crash in 1999.

Brief HTML table of notable partners

[3] [3] [7][3] [3] [5][7][3] [8][1][3] [1][9][3] [9][3]
Person Approx. period How they’re described
Jenny Christian Late 1970s School romance at Andover, often called his first serious love.
Sally Munro 1979–1985 Long Brown University relationship, seen as steady and serious.
Christina Haag Mid‑1980s–1990 Serious multi‑year relationship, later chronicled in her memoir.
Madonna Late 1980s Short‑lived fling while he was with Haag, heavily reported in biographies.
Julie Baker Circa 1989–early 1990s Model he dated for about two years; later reports of continued encounters.
Sarah Jessica Parker Early 1990s Actress he went on several dates with; confirmed in later interviews.
Daryl Hannah Early–mid 1990s High‑profile Hollywood relationship, widely covered in the press.
Carolyn Bessette (wife) Mid‑1990s–1999 PR executive who became his wife in 1996 and remained with him until their deaths.

Today’s discussion & “who did jfkjr date” as a trending topic

  • The question “who did jfkjr date” keeps resurfacing in online forums, fueled by nostalgia for 1990s New York, interest in the Kennedy legacy, and renewed coverage around books and documentaries on JFK Jr. and Carolyn.
  • Many modern discussions also emphasize privacy and media sensationalism, reminding readers to distinguish between well‑documented relationships and unverified gossip while still being curious about his very public romantic life.

TL;DR: JFK Jr. dated several women, including Jenny Christian, Sally Munro, Christina Haag, Madonna, Julie Baker, Sarah Jessica Parker, and Daryl Hannah, before ultimately marrying Carolyn Bessette, with whom he remained until his death.

Information gathered from public forums or data available on the internet and portrayed here.