Every Kennedy Family Member Who Has Dated a Celebrity

Mar. 15, 2025

Photo: Alec Byrne/Paul Harris/Online USA/Getty

TheKennedyswere the first political family to be celebrities in their own right, so it’s no surprise that, through the years, they’ve paired off with some of Hollywood’s brightest stars.Over the years, various members of the Kennedy family have been romantically linked to A-listers dating back toJohn F. Kennedy’s rumored romance withMarilyn Monroe. This week, as rumors swirl (which some dispute) thatBen Affleck has been seeing Kick Kennedy, look back at all the Kennedys who have dated — or even married! — actors and singers.

TheKennedyswere the first political family to be celebrities in their own right, so it’s no surprise that, through the years, they’ve paired off with some of Hollywood’s brightest stars.

Over the years, various members of the Kennedy family have been romantically linked to A-listers dating back toJohn F. Kennedy’s rumored romance withMarilyn Monroe. This week, as rumors swirl (which some dispute) thatBen Affleck has been seeing Kick Kennedy, look back at all the Kennedys who have dated — or even married! — actors and singers.

01of 09John F. Kennedy Jr.John F. Kennedy Jr.Brownie Harris/Corbis via Getty ImagesBefore he andCarolyn Bessette-Kennedytied the knot in 1996, John F. Kennedy and Jacqueline Kennedy Onassis' only son,John F. Kennedy, Jr., was one of the most eligible bachelors in New York — and beyond! During this time,he dated various high profile womenincludingDaryl Hannah,and had a fling withMadonnain the late 1980s. (It’s a string of A-list romances that helped him earn the title ofPEOPLE’s Sexiest Man Alive in 1988.)John F. Kennedy Jr. and Daryl Hannah on vacation in 1993.Alec Byrne/Paul Harris/Online USA/GettyJFK Jr. and Bessette were married for nearly three years beforethe tragic plane crashthat killed the couple along with her sister, Lauren Bessette.

01of 09

John F. Kennedy Jr.

John F. Kennedy Jr.Brownie Harris/Corbis via Getty Images

Brownie Harris/Corbis via Getty Images

Before he andCarolyn Bessette-Kennedytied the knot in 1996, John F. Kennedy and Jacqueline Kennedy Onassis' only son,John F. Kennedy, Jr., was one of the most eligible bachelors in New York — and beyond! During this time,he dated various high profile womenincludingDaryl Hannah,and had a fling withMadonnain the late 1980s. (It’s a string of A-list romances that helped him earn the title ofPEOPLE’s Sexiest Man Alive in 1988.)

John F. Kennedy Jr. and Daryl Hannah on vacation in 1993.Alec Byrne/Paul Harris/Online USA/Getty

JFK Jr. and Bessette were married for nearly three years beforethe tragic plane crashthat killed the couple along with her sister, Lauren Bessette.

02of 09

Conor Kennedy

Conor Kennedy.Axelle/Bauer-Griffin/FilmMagic

Axelle/Bauer-Griffin/FilmMagic

Conor Kennedy, whose parents are Robert F. Kennedy Jr. and the late Mary Richardson Kennedy,dated Taylor Swift in 2012.

Conor Kennedy and Taylor Swift in Nashville in 2012.Splash News

Splash News

In August 2024, Conor announced in a jointInstagram postthat he and Giulia Bewere engaged.

“easiest yes of all time 🩵💍,” the singer and actress, whose real name is Giulia Bourguignon Marinho, wrote in the caption alongside photos and video from their special moment.

03of 09Maria ShriverMaria Shriver.River Callaway/Variety/GettyMaria Shriver, whose parents are Eunice Kennedy Shriver and Robert Sargent Shriver Jr., was married to actor, body builder and former Governor of CaliforniaArnold Schwarzeneggerfor 25 years after first meeting in 1977. They wed in 1986 in Hyannis, Massachusetts — celebrating at the Kennedy compound — with Shriver’s cousin,Caroline Kennedy, as her maid of honor.Maria Shriver and Arnold Schwarzenegger’s wedding in Hyannis, Mass.MediaPunch/ShutterstockAfter welcoming four children together,Shriver and Schwarzenegger split in 2011, officially settling their divorce 10 years later.

03of 09

Maria Shriver

Maria Shriver.River Callaway/Variety/Getty

River Callaway/Variety/Getty

Maria Shriver, whose parents are Eunice Kennedy Shriver and Robert Sargent Shriver Jr., was married to actor, body builder and former Governor of CaliforniaArnold Schwarzeneggerfor 25 years after first meeting in 1977. They wed in 1986 in Hyannis, Massachusetts — celebrating at the Kennedy compound — with Shriver’s cousin,Caroline Kennedy, as her maid of honor.

Maria Shriver and Arnold Schwarzenegger’s wedding in Hyannis, Mass.MediaPunch/Shutterstock

After welcoming four children together,Shriver and Schwarzenegger split in 2011, officially settling their divorce 10 years later.

04of 09

Patrick Schwarzenegger

Patrick Schwarzenegger.Amy Sussman/Getty

Amy Sussman/Getty

Shriver and Schwarzenegger’s eldest son,Patrick, datedMiley Cyrusfrom November 2014 to April 2015.

After first being spotted together at a Halloween event in L.A., a few weeks later the two were seen kissing at a University of Southern California football game where Patrick was a student.

Miley Cyrus and Patrick Schwarzenegger.Kevin Mazur/WireImage

Whenthe news of their split came in April 2015, a source told PEOPLE, “They’re just in two different places in their lives. He’s in college and she’s focused on her music and career.”

05of 09Katherine SchwarzeneggerKatherine Schwarzenegger.Michael Kovac/GettyShriver and Arnold’s eldest daughter,Katherine Schwarzenegger, married actorChris Prattin June 2019 after announcing their engagement in January of that year. In August 2020, the couple welcomed their first child together, daughter Lyla, before expanding their brood in 2022 with daughter Eloise andin June 2024 shared they’re expecting a third child.Chris Pratt and Katherine Schwarzenegger’s wedding.John & Joseph Photography Inc.Pratt is also dad to son Jack who he shares with exAnna Faris.

05of 09

Katherine Schwarzenegger

Katherine Schwarzenegger.Michael Kovac/Getty

Michael Kovac/Getty

Shriver and Arnold’s eldest daughter,Katherine Schwarzenegger, married actorChris Prattin June 2019 after announcing their engagement in January of that year. In August 2020, the couple welcomed their first child together, daughter Lyla, before expanding their brood in 2022 with daughter Eloise andin June 2024 shared they’re expecting a third child.

Chris Pratt and Katherine Schwarzenegger’s wedding.John & Joseph Photography Inc.

Pratt is also dad to son Jack who he shares with exAnna Faris.

06of 09

Robert F. Kennedy Jr.

Roy Rochlin/Getty

Robert F. Kennedy Jr.wedCurb Your EnthusiasmactressCheryl Hinesin 2014.

Cheryl Hines and Robert F. Kennedy Jr. attend Keep It Clean Live Comedy To Benefit Waterkeeper Alliance in 2019.Joshua Blanchard/Getty

Joshua Blanchard/Getty

07of 09

John F. Kennedy

President John F. Kennedy.Bettmann/Getty

Bettmann/Getty

“She was enamored of him,“Tony Oppedisano, Frank Sinatra’s friend and author ofSinatra and Me: In The Wee Small Hourstold PEOPLE of the two, sharing that they were “obviously” intimate.

Marilyn Monroe sings “Happy Birthday” to President John F. Kennedy at Madison Square Garden.Bettmann

Thoughhe added, “She wasn’t about to break up [the president’s] marriage, so she wouldn’t let it go that far, even if she felt that deeply.”

There was also reportedly a fling with the president’s younger brother,Robert F. Kennedy, after things “phased out” with JFK.

08of 09Patricia Kennedy LawfordBettmann/GettyJohn F. Kennedy’s sister, the sixth child of Joseph and Rose Kennedy, was working in the entertainment industry in Los Angeles in the 1940s when John introduced her to the English actor Peter Lawford, according to her bio on the JFK Presidential Library and Museum website. They wed in 1954 and had four children before divorcing in 1965.

08of 09

Patricia Kennedy Lawford

John F. Kennedy’s sister, the sixth child of Joseph and Rose Kennedy, was working in the entertainment industry in Los Angeles in the 1940s when John introduced her to the English actor Peter Lawford, according to her bio on the JFK Presidential Library and Museum website. They wed in 1954 and had four children before divorcing in 1965.

09of 09Joseph P. KennedyBettmann/GettyThe patriarch of the Kennedy clan, Joseph P. Kennedy, Sr., was a powerful political figure and influence over his nine children with wife Rose. And that included setting a precedent for extramarital dalliances with Hollywood starlets.Kennedy was known to have had long-term affairs with Old Hollywood icons Marlene Dietrich and Gloria Swanson,about which both women spokein their later years.

09of 09

Joseph P. Kennedy

The patriarch of the Kennedy clan, Joseph P. Kennedy, Sr., was a powerful political figure and influence over his nine children with wife Rose. And that included setting a precedent for extramarital dalliances with Hollywood starlets.

Kennedy was known to have had long-term affairs with Old Hollywood icons Marlene Dietrich and Gloria Swanson,about which both women spokein their later years.

source: people.com