Kick Kennedy 'was less than thrilled' when Ben Affleck started dating Ana de Armas in 2020, claims source

According to insiders, Ben Affleck and Kick Kennedy's friendship began in 2020—much earlier than his union with Ana de Armas
PUBLISHED AUG 28, 2024
Kick Kennedy and Ben Affleck were initially linked in 2020, but the actor eventually began dating Ana de Armas (Getty Images, BG004/Bauer-Griffin/GC Images)
Kick Kennedy and Ben Affleck were initially linked in 2020, but the actor eventually began dating Ana de Armas (Getty Images, BG004/Bauer-Griffin/GC Images)

LOS ANGELES, CALIFORNIA: Despite claims from insiders that Ben Affleck and Kick Kennedy are not romantically linked after his split with Jennifer Lopez, a new source stated that the Hollywood actor and Robert F Kennedy Jr's daughter first met in 2020.

However, their alleged romance did not develop because the Oscar-winning actor eventually fell in love with his 'Deep Water' co-star Ana de Armas, leading him to lose contact with Kick Kennedy.

Kick Kennedy, daugther of Robert F. Kennedy Jr. and grandaughter of Robert F. Kennedy attends a Remembrance and Celebration of the Life & Enduring Legacy of Robert F. Kennedy event at Arlington National Cemetery on June 6, 2018 in Arlington, Virginia. (Photo by Leigh Vogel/Getty Images for RFK Human Rights)
Kick Kennedy and Ben Affleck initially met in 2020 (Leigh Vogel/Getty Images for RFK Human Rights)

Kick Kennedy wasn't 'thrilled' with Ben Affleck dating Ana de Armas in March 2020, claims source

The spokeswoman for Ben Affleck has been struggling to refute rumors that the actor is "spending time" with Kathleen "Kick" Kennedy, a member of the Kennedy family.

Stories about Ben, 52, and Kick, 36, and their alleged unusual connection have persisted even after the spokesman told People that the two are not dating and that they "don’t know if they even know each other."

However, sources revealed to Page Six that Kick and Ben had been friends even before the Oscar winner started dating 'Blonde' star Ana de Armas, 36, in March 2020.

"Their friendship has been going on for a while, even before Ana. When Ben started seeing Ana in 2020 and chose to quarantine with her during Covid, Kick was less than thrilled," spilled one Hollywood insider.

"Affleck would love nothing more than to be part of the Kennedy clan," a Hollywood source close to Ben revealed, before adding, "It’s a dream for any Boston guy … I think he would rather have that than a billion-dollar, red-carpet glam life with JLo."

LOS ANGELES, CA - JULY 01: Ben Affleck and Ana de Armas are seen on July 01, 2020 in Los Angeles, California. (Photo by BG004/Bauer-Griffin/GC Images)
Ben Affleck and Ana de Armas began dating in March 2020 (BG004/Bauer-Griffin/GC Images)

Ben was drawn to Kick because, according to the source, "when you live in Boston, the Kennedy family is royalty." The insider claimed that Ben "legit thought he had landed in the Kennedy family" when he began "hanging out with Kick," per Daily Mail.

The two reportedly "had a brief fling," but it ended because "she was too young and not ready for anything serious."

Ben and Kick have been in the headlines since the 'On the Floor' hitmaker filed for divorce from the 'Goodwill Hunting' star on August 20.

However, an agent for Ben claimed to Newsweek that "these reports are not true" and that the two were "not spending time together. Not more than friends."

Ben Affleck and Ana de Armas' relationship was reportedly 'complicated'

Ben Affleck and the 'Knives Out' actress began dating in March 2020 while filming for their 2020 movie 'Deep Water' in New Orleans.

Ana moved in with Ben during the pandemic lockdown, but their romance ended in January 2021.

A source claimed at the time, "Ben is no longer dating Ana. She broke it off. Their relationship was complicated. Ana doesn’t want to be in Los Angeles and Ben obviously has to since his kids live in Los Angeles."

According to a different report, they were in different stages of life, and Ben wanted to "work on himself."

However, in April of that year, Ben was photographed with Jennifer, who had just declared her split from Alex Rodriguez.

LOS ANGELES, CA - APRIL 12: Ben Affleck and Ana de Armas are seen on April 12, 2020 in Los Angeles, California. (Photo by BG004/Bauer-Griffin/GC Images)
Ben Affleck and Ana de Armas dated until January 2021 (BG004/Bauer-Griffin/GC Images)

After a few years of dating Tinder executive Paul Boukadakis, Ana told Elle that her relationship with Ben was "horrible" due to the attention and stalking she had from paparazzi.

She remarked, "That’s one of the reasons why I left LA. Going through it confirmed my thoughts about, ‘This is not the place for me to be.'"

In July 2022, Ben and Jennifer tied the knot in a star-studded wedding held late at night in Las Vegas, followed by a grand celebration at Ben's home in Atlanta, Georgia.

Unfortunately, Jennifer filed for divorce from Ben on August 20, on the eve of their second wedding anniversary, citing irreconcilable differences.

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