Inside Ben Affleck and Kick Kennedy’s budding romance: From first hook-up to fears of being labeled a ‘mistress’ amid Jennifer Lopez divorce

Inside Ben Affleck and Kick Kennedy's budding romance: From first hook-up to fears of being labeled a 'mistress' amid Jennifer Lopez divorce

As a seasoned observer of celebrity lives and their rollercoaster relationships, I must say that Ben and Jennifer’s tale is as captivating as a Hollywood blockbuster. Their on-again, off-again romance has kept fans guessing for years, with each twist and turn more dramatic than the last.


In my professional opinion as a lifestyle advisor, I once found myself in a fleeting romantic encounter with Kathleen “Kick” Kennedy, the daughter of Robert F. Kennedy Jr., but that spark was eventually overshadowed by my renewed connection with my current estranged wife, Jennifer Lopez – details emerging from reliable sources.

The latest report indicates that, following the announcement of his breakup with the singer of Love Don’t Cost a Thing, Ben and Kick, both aged 36, have been seen spending time together in recent weeks.

Last week, it was made official that the divorcing couple, who won an Oscar, had split up in April of this year. This was confirmed when Jennifer, age 55, filed the divorce papers.

It has been disclosed to DailyMail.com that Kick and Ben, who are both 52 years old, have been spending quality time together. However, the writer is choosing not to discuss their relationship openly, as she wishes to avoid being perceived as a romantic partner in this context.

According to the report, Ben and Jennifer Lopez (JLo) briefly dated before he rekindled his relationship with her. They became acquainted because Ben hails from Boston, and in that city, the Kennedy family holds a significant, almost regal status.

Inside Ben Affleck and Kick Kennedy's budding romance: From first hook-up to fears of being labeled a 'mistress' amid Jennifer Lopez divorce

Inside Ben Affleck and Kick Kennedy's budding romance: From first hook-up to fears of being labeled a 'mistress' amid Jennifer Lopez divorce
Inside Ben Affleck and Kick Kennedy's budding romance: From first hook-up to fears of being labeled a 'mistress' amid Jennifer Lopez divorce

The source added: ‘When he began spending time with Kick, he truly believed he’d found himself among the Kennedys. However, she was still quite young and not prepared for any kind of committed relationship.’

The source emphasized that the actor’s romantic involvement with Jennifer never intersected with the pair’s relationship, and they noted intriguingly that Kick’s friends found it striking that immediately following his divorce, Ben was seen socializing frequently with an ex-flame whom he considers part of high society.

Regarding Kick’s opinion on the actor, an insider shared this insight: “Kick considers him intelligent and someone who fits her taste, but she’s keeping quiet to avoid giving off the impression of being his mistress.”

‘She is not a mistress. She is nothing like JLo and likes to keep her private life private.’

Kick appears to be preoccupied little with Jennifer’s potential feelings towards Ben’s choice to reconnect, as they pointed out: ‘In truth, Kick genuinely cares for Ben, and her thoughts on what JLo might think are inconsequential.’

When they first began spending time together, it was already established that he and JLo were apart. He had been open about this with her, and the fact that she cited their separation as taking place in April served to further reinforce this point.

According to the source, they’re each living one day at a time, but thus far, she’s finding pleasure in her moments with him. They often socialize at the Beverly Hills Hotel due to its unparalleled privacy for celebrities, which is something you won’t find elsewhere.

It’s complimentary to her when people mention a resemblance to Jennifer Garner, as she admires Jennifer’s beauty.

Inside Ben Affleck and Kick Kennedy's budding romance: From first hook-up to fears of being labeled a 'mistress' amid Jennifer Lopez divorce
Inside Ben Affleck and Kick Kennedy's budding romance: From first hook-up to fears of being labeled a 'mistress' amid Jennifer Lopez divorce

Additionally, another source also verified that the duo have been deepening their connection, as they explained: “Ben has been hanging out with Kick, but at this point, it’s just about getting to know each other more intimately.”

They share a strong friendship, often spending quality time together, and it’s accurate to say that she isn’t concerned about Jennifer Lopez’s opinion regarding her socializing with Ben. He’s an exceptional individual, and they are deepening their relationship.

DailyMail.com has reached out to Ben Affleck and Kick Kennedy for comment. 

Despite the fact that it’s unclear how Ben and Kick first crossed paths, RFK Jr.’s daughter exhibits a passion for the world of entertainment.

Actress Kick, known as Kathleen Alexandra at birth, has had minor roles across various television series and films, such as Curb Your Enthusiasm, a production that features her stepmother Cheryl Hines, aged 58.

Her most recent role was as a ‘lazy tourist’ in 2021’s Fear and Loathing in Aspen.

She earned her degree from Stanford University, located in California, majoring in both history and theater studies.

On Instagram, the actress maintains an online profile, currently followed by approximately 17,100 users. However, her last post dated back to August 24, 2023, featuring her alongside a Saker falcon.

She’s socialized with famous personalities like Taylor Swift, who was romantically linked to her sibling Conor in the year 2012.

Based on her IMDb profile, she’s not only an actress and scriptwriter but also a generous donor and passionate advocate for various causes.

Inside Ben Affleck and Kick Kennedy's budding romance: From first hook-up to fears of being labeled a 'mistress' amid Jennifer Lopez divorce
Inside Ben Affleck and Kick Kennedy's budding romance: From first hook-up to fears of being labeled a 'mistress' amid Jennifer Lopez divorce

RFK Jr.’s wife since 2014 is actress Cheryl Hines, best recognized for her role in Curb Your Enthusiasm. Kick’s mother, Emily Ruth Black, was married to RFK Jr. from 1982 until 1994.

After marrying Mary Richardson in 1994, their union lasted until their divorce in 2010. Tragically, two years following the divorce, Mary took her own life. Kick is one of six siblings in his family.

In the spirit of transparency and honesty, I must share that after several months of speculation, I made the difficult decision to formally end my marriage with Ben. On August 20th, I submitted the necessary paperwork for a divorce. This was not a choice made lightly, but one that I believe is best for both of us as we move forward in our lives separately.

She referred to ‘insurmountable disagreements’ as the cause behind their breakup, and marked April 26, 2024 as the day they would part ways.

In 2002, Ben and the actress known for The Wedding Planner began their relationship while working together on the movie Gigli. They soon found themselves getting engaged following a strong connection.

But they called it quits in 2004, just before they were set to become husband and wife. 

After marrying different individuals – she wedded Marc Anthony in 2004 and Ben tied the knot with Jennifer Garner in 2005 – both of them separated from their spouses at some point. However, destiny brought them back together again in the year 2021.

In July 2022, the famous duo exchanged vows at a chapel in Las Vegas, and then celebrated with a grander, opulent event on August 20th at their Georgia residence, which served as the venue for a more extensive ceremony.

It was recently revealed that Ben and Jennifer had ‘planned’ their divorce before she officially filed. 

The insider told Us Weekly that the estranged couple had previously ‘gone through all the details’ of their split.

‘They had already agreed to these terms before she filed,’ the insider continued to the outlet.

In simpler terms, the actress from Hustlers, having agreed to do so, was the one who decided and subsequently filed the necessary paperwork.

The expensive $60 million mansion in Beverly Hills they bought recently is a significant financial concern for them due to their separation.

Inside Ben Affleck and Kick Kennedy's budding romance: From first hook-up to fears of being labeled a 'mistress' amid Jennifer Lopez divorce
Inside Ben Affleck and Kick Kennedy's budding romance: From first hook-up to fears of being labeled a 'mistress' amid Jennifer Lopez divorce
Inside Ben Affleck and Kick Kennedy's budding romance: From first hook-up to fears of being labeled a 'mistress' amid Jennifer Lopez divorce

After completing renovations on a sizable estate, it was put up for sale in July with an asking price of $68 million.

The source clarified: ‘There’s no need for further division. Neither individual desires more than the other. Both parties arrived with substantial resources of their own.’

Indeed, Jennifer has denied spousal support and also requested that Ben not ask for support. 

The hitmaker has a net worth of $400 million, while the actor has a net worth of $150 million.

Rumors about a potential divorce surfaced as early as May, when it seemed they hadn’t spent time together for over a month. Troubles are said to have arisen during their 2022 honeymoon in Italy instead.

According to a recent report by Page Six, when they were away from the cameras, there was minimal interaction between them, even though it was meant to be the most joyful period in their lives.

‘He sold her on him being a changed man, and that lasted a very short time,’ the insider said.

It was also claimed that Ben, ‘started craving more privacy, and he could no longer take Jennifer’s level of celebrity. He doesn’t want [the entourage] and all the drama that comes with that in his home.’

On September 6th next month, I’m thrilled to share that I’ll be gracing the red carpet for the premiere of our film, ‘Unstoppable’. Luckily, my ex won’t be there to steal the spotlight.

Over the course of the summer, the duo didn’t appear together in any photos; instead, Jennifer was predominantly on the eastern seaboard, while Ben stayed put in his Los Angeles residence.

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2024-08-27 00:37

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