Ben Affleck’s Secret Romance History: Was He Dating Kick Kennedy All Along While Romancing Ana de Armas and JLo? Does Ben Keep a Backup ‘Girl List’?

Kick Kennedy and Ben Affleck started hanging out even before the Oscar winner began dating “Blonde” star Ana de Armas in March 2020, sources tell Page Six.

Affleck and Kennedy have been spotted together at the Polo Lounge at the Beverly Hills Hotel over the past few months, as Page Six revealed.

However, it appears they have been pals for longer than initially thought.

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

After things got rocky with wife Jennifer Lopez earlier this year, Affleck got back in touch with Kick, we’re told, and they struck up their friendship again.

Despite multiple sources confirming to People magazine that Affleck, 52, and Kennedy, 36, the daughter of Robert F. Kennedy Jr. have been “spending time together,” a spokesperson for Affleck denied they were dating, telling the outlet Tuesday, “There’s no truth to any of it. I don’t know if they even know each other.”

A Hollywood source who has worked with Affleck, told us, “Affleck would love nothing more than to be part of the Kennedy clan. It’s a dream for any Boston guy … I think he would rather have that than a billion-dollar, red-carpet glam life with J. Lo.”

Affleck’s spokesperson told Page Six: “This is not true. They are not hanging out.” Page Six has reached out to Kennedy.

Affleck fell for De Armas, 36, on the set of their movie “Deep Water,” in New Orleans.

Although she moved in with him during pandemic lockdown, by January 2021 it was over.

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

Another source said they were at different point in their lives and Affleck wanted to “work on himself.”

But by April of that year, Affleck was spotted once again with his former fiancée from 19 years prior, Lopez — who had just announced her own break-up from onetime fiancé Alex Rodriguez.

Affleck and Lopez wed in a late-night ceremony in Las Vegas in July 2022, followed by a lavish, star-studded bash at Affleck’s estate in Atlanta.

Lopez, 55, filed for divorce from Affleck last week, on the anniversary of their second wedding ceremony, citing irreconcilable differences.

De Armas, who has been dating Tinder executive Paul Boukadakis for the past few years, later told Elle the fixation and being followed by paparazzi during her relationship with Affleck was “horrible.”

Kick Kennedy and Ben Affleck have been the subject of much speculation over their friendship, but sources close to the pair reveal that they have been friends long before Affleck started dating Ana de Armas. Their bond goes back even before Affleck’s romance with de Armas in 2020, as they have been spotted together at exclusive spots like the Polo Lounge at the Beverly Hills Hotel. Despite rumors circulating about the nature of their relationship, a spokesperson for Affleck has denied any romantic involvement, stating that they are simply friends. However, insiders claim that Affleck has always had a fascination with the Kennedy family and would love to be a part of their esteemed clan. Affleck’s relationship with de Armas may have come to an end, but his connection with Kennedy seems to have stood the test of time. After facing setbacks in his personal life, Affleck reached out to Kennedy, and they rekindled their friendship. Their bond has reportedly grown stronger over the past few months, leading to speculation about the nature of their relationship. While Affleck has had his fair share of high-profile romances, including a rekindling with ex-fiancée Jennifer Lopez, his friendship with Kennedy remains a constant in his life. As they navigate the complexities of fame and relationships in the spotlight, their bond seems to offer them both a sense of stability and comfort. As the rumors continue to swirl and the paparazzi follows their every move, Kick Kennedy and Ben Affleck’s friendship remains a source of curiosity and intrigue in the celebrity world. Follow us for more updates on their evolving relationship and other exclusive insights into the lives of your favorite stars.

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Source: USA Today

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