Report: Kick Kennedy got here into Ben Affleck's life before Ana de Armas

Ben Affleck's rep has had little success dispelling reports that the actor is “spending time” with Kathleen “Kick” Kennedy, a member of the Kennedy family and the daughter of polarizing former presidential candidate Robert F. Kennedy Jr.

Even after the rep issued an announcement to People saying that Affleck, 52, and Kennedy, 36, are a pair and “I don't know if they even know each other,” stories proceed to flow into in regards to the “Argo” star and his alleged special connection to Kennedy. Multiple media outlets have reported that Affleck and Kennedy, an off-the-cuff actor, were hanging out at various trendy Hollywood spots during his divorce from Jennifer Lopez.

ARLINGTON, VA – JUNE 6: Kick Kennedy, daughter of Robert F. Kennedy Jr. and granddaughter of Robert F. Kennedy, attends a memorial ceremony commemorating the life and legacy of Robert F. Kennedy at Arlington National Cemetery in Arlington, Virginia on June 6, 2018. (Photo by Leigh Vogel/Getty Images for RFK Human Rights)
ARLINGTON, VA – JUNE 6: Kick Kennedy, daughter of Robert F. Kennedy Jr. and granddaughter of Robert F. Kennedy, attends a memorial service to commemorate and have a good time the life and legacy of Robert F. Kennedy at Arlington National Cemetery in Arlington, Virginia on June 6, 2018. (Photo by Leigh Vogel/Getty Images for RFK Human Rights)

On Tuesday, Page Six added a little bit more context on the alleged connection between Affleck and Kennedy, reporting that their “friendship” dates back several years, before he began dating “Blonde” actress Ana de Armas in March 2020.

“Their friendship has been going on for some time, even before Ana,” a Hollywood insider told Page Six. The Daily Mail reported Monday that Affleck, who grew up in Boston, was interested in Kennedy because, a source said, “the Kennedy family is like royalty when you live in Boston.” The source said “he really thought he had landed in the Kennedy family” when he began “hanging out with Kick.”

This image released by 20th Century Studios shows Ben Affleck (left) and Ana de Armas in a scene from
This image released by twentieth Century Studios shows Ben Affleck (left) and Ana de Armas in a scene from “Deep Water.” (Claire Folger/twentieth Century Studios via AP) Claire Folger/twentieth Century Studios via AP

The Daily Mail even reported that Affleck and Kennedy had “a brief affair” but that the connection didn’t last because “she was too young and not ready for anything serious.”

It is unknown if Affleck himself was ready for anything serious on the time. He finalized his divorce from his first wife, Jennifer Garner, in 2018. During that divorce, Affleck went to rehab for his intermittent alcohol addiction, but he also plunged right into a transient affair with 22-year-old Playboy Playmate model Shauna Sexton. A number of months later, in early 2019, he split for a second time from Saturday Night Live producer Lindsay Shookus after over a yr of dating.

It is just not known when Garner, Shookus and the Playboy Playmate crossed paths with Kennedy. But in early 2020, he began dating de Armas after meeting the Cuban-Spanish actor on the set of their sex thriller “Deep Water.” With the outbreak of the COVID-19 pandemic in March 2020, Affleck and de Armas decided to quarantine together.

“Kick wasn’t exactly thrilled” about Affleck’s quarantine companionship, a source told Page Six.

By January 2021, Affleck's relationship with de Armas was over, and he soon reunited with Lopez, with whom he had a three-year, highly publicized romance within the early 2000s. They became engaged but called off their wedding in 2003 and split in 2004 under pressure from intense media scrutiny.

TOPSHOT - US actress/singer Jennifer Lopez and US actor Ben Affleck arrive at the premiere of
TOPSHOT – US actress/singer Jennifer Lopez and US actor Ben Affleck arrive on the premiere of “The Mother” on the Westwood Regency Village Theater on May 10, 2023 in Los Angeles, California. (Photo by Michael Tran / AFP) (Photo by MICHAEL TRAN/AFP via Getty Images)

Affleck, Lopez and the world were thrilled once they rekindled their romance in 2021. Lopez reportedly believed within the “fairytale” concept that she had finally found love and that they were each older, wiser and able to commit so their love would last. They married in a lavish wedding in August 2022.

But Lopez was flawed about that fairytale. Affleck reportedly viewed their relationship as a “fever dream,” while his “extreme” mood swings drove a wedge between them and created a “toxicity” of their relationship that was “ever-present,” each Page Six and People reported. He spoke openly about how he didn't like that she at all times gave the impression to be within the highlight and needed to share her private life on social media.

Lopez filed for divorce last week, citing irreconcilable differences, and announced that she and Affleck officially separated in late April. While he moved out of their $68 million Beverly Hills mansion and she or he canceled her summer concert tour and enjoyed an prolonged vacation in Europe and the Hamptons, he reportedly began spending time with Kennedy in Los Angeles.

Page Six reported that Affleck and Kennedy have been spotted together on the Polo Lounge on the Beverly Hills Hotel in recent months. A source told the Daily Mail that she tried to make clear that they only met after Affleck and Lopez split.

But Kennedy isn't saying an excessive amount of, in keeping with the Daily Mail. The granddaughter of Robert F. Kennedy and great-niece of John F. Kennedy knows methods to keep secrets and has kept quiet about Affleck because she doesn't wish to be seen as a “mistress,” the Daily Mail source said. Plus, unlike the notoriously attention-seeking Lopez, she “likes to keep her private life private,” the source added.

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