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7 Celebrities Who Never Really Recovered After a Breakup

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By Christian Webster - - 5 Mins Read
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Experiencing heartbreak is a terrible feeling that most people have encountered at least once. Even celebrities are not immune to the pain of rejection, infidelity, and challenging situations. Unlike material possessions, memories of a former partner can be hard to cope with.


It's not uncommon for an ex to remain a constant presence for an extended period, especially when children or work are involved. Healing from a broken relationship is even more complicated when you're constantly under public scrutiny. Celebrities strive to keep their personal lives separate from their careers and don't want their breakups to overshadow their professional accomplishments.


Although the reasons for ending a relationship vary, the emotions that follow are universal. While we may believe that breaking up is difficult, it is the process of moving on that proves to be the most challenging. Unfortunately, here are 7 celebrities who were unable to move on after a breakup.




1. Miley Cyrus


Miley Cyrus holing a microphone
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Uma and Ethan Hawke tied the knot for approximately six years and had two children, Maya and Levon. They first met while filming Gattaca in 1996.


Uma opened up about the agonizing end of their relationship, which had a profound impact on her self-worth. She discussed the painful separation with Oprah Winfrey on her talk show, marking the first time she spoke publicly about it. Uma shared that she tried to keep her composure for an extended period. Although Ethan has never acknowledged cheating on Uma, he did wed their nanny, Ryan Shawhughes, in 2008.


Uma struggled to hold back tears as she expressed to Oprah that raising two kids with someone else is a significant challenge. Even now, it appears nearly impossible for her to converse with her former partner due to lingering emotional baggage and unresolved problems.



2. Sophia Bush


Sophia Bush selfie
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Sophia encountered Chad Michael Murray during the production of the popular TV show, One Tree Hill. The youthful pair tied the knot in April 2005. However, their marriage came to an end after a mere five months, and they ultimately divorced in December 2006.


The publicity surrounding the experience made Sophia feel traumatized. Even though she had to work with her ex-husband on the show for several years, she managed to write an open letter that was featured in the February 2017 edition of Cosmopolitan.


Despite not intending to settle down until her 30s, Sophia found herself swept up in the proposal. She opted to keep her breakup under wraps to shift the focus onto other areas of her life. Sophia acknowledged that the divorce had a profound effect on her.



3. Kris Jenner 


Kris Jenner wearing all black
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After being married for 22 years, Kris and Bruce (Caitlyn) Jenner went their separate ways. Kris, who was 57 at the time, had already addressed the fact that their relationship was in trouble. Bruce was frequently alone at their Malibu home, while Kris resided in Calabasas.


Kris was optimistic about her future with Bruce and anticipated that their relationship would continue to thrive as they aged. She was convinced that their bond was exceptional. However, when Bruce appeared on 20/20 with Diane Sawyer to publicly disclose his gender transition, Kris perceived his behavior as passive-aggressive.


Caitlyn Jenner had completed her gender transition by the time her divorce from Kris Jenner was concluded in December 2014. According to Caitlyn, Kris' controlling demeanor was a bigger issue than her transition. In a Vanity Fair interview, Caitlyn also expressed that her former spouse had treated her poorly and wasn't very kind.



4. Jennifer Lopez


Jennifer Lopez wearing a wool jacket
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The termination of her engagement with Ben Affleck left Jennifer devastated. She likened the anguish to having her heart forcefully extracted from her chest, crushing all her aspirations of a joyous future with him. This was her inaugural heartbreak, which compelled her to seek therapy. Through the sessions, she discovered her low self-worth.


Jennifer encountered Ben while filming Gigli in 2002, which unfortunately failed to perform well at the box office. The pair caused a stir and were dubbed "Bennifer," a name Jennifer detested.


The music video called "Jenny from the Block" by Jennifer caused controversy due to its inclusion of intimate footage. The video showcases scenes of them sunbathing on a yacht, wearing bathrobes, engaging in passionate kissing, and even featuring Jennifer in lingerie.



5. Amy Poehler


Amy Poehler
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In her memoir, Yes Please, Amy expressed her sorrow following her breakup with Will Arnett, delving into the specifics. The pair ended their relationship in September 2012.


During her divorce, Amy experienced the most intense feelings of loneliness. Society constantly reminded her of the frequency and commonality of divorce, leaving her feeling unheard and unable to share her unique pain with anyone.


Amy refrained from delving too deeply into the details of her divorce, as it was a deeply personal and sorrowful experience. Additionally, she chose to withhold information to maintain the privacy of her personal life. Amy and her former partner share two sons, Archie and Abel, and she takes pride in their upbringing, which was a joint effort between both parents.



6. Ryan Phillippe


Ryan Phillippe selfie
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Having gone through a divorce with Reese Witherspoon, Ryan shared that it was a difficult time for him. He reportedly struggled to get out of bed for several months and it was the darkest and saddest period of his life. 


However, he feels better about the situation with each passing day. Ryan and Reese acknowledged that their separation was not only tough for them but also for their children, Ava and Deacon. 


Ryan and Reese both starred in the movie Cruel Intentions and being in the same industry made it challenging to deal with external factors such as tabloid magazines. Despite being married for seven years, they finalized their divorce in 2007. Today, they remain on good terms. 



7. Jessica Simpson


Jessica Simpson's Car Selfie
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For four years, Jessica and Nick Lachey were married. They tied the knot at a young age and even starred in a reality TV show called Newlyweds: Nick and Jessica on MTV. Their final year together was challenging as Jessica was in Louisiana filming The Dukes of Hazzard while Nick was in Sweden working on an album.


The separation was tough on Jessica as they officially split a day before Thanksgiving, and Nick was noticeably absent from the family dinner. 


Jessica's relatives were fond of Nick and saddened by the news of their separation. Nick's mother also expressed that it was a difficult time for everyone involved. The announcement caught their friends off guard, despite rumors circulating about their split.

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