The Real Reason Ally Lewber Ended Things with James Kennedy!
Ally Lewber is finally opening up about the end of her relationship with James Kennedy, a romance that she once described as a “fairy tale.” The 29-year-old influencer has reflected on the painful moments that led to their breakup and how she has processed the aftermath.
In December 2024, Kennedy was arrested on suspicion of domestic violence, which marked a major turning point in their relationship. While Lewber confirmed in January that they had officially split, she expressed gratitude that prosecutors decided not to press charges against Kennedy. Now, she’s sharing the emotional journey she’s been on since the breakup.
The Realities of a “Fairy Tale” Romance
Ally and James started dating in early 2022, just six weeks after Kennedy’s breakup from Raquel Leviss. At first, everything seemed perfect, especially during the holiday season. However, as Lewber has since revealed, the truth soon came crashing down.

During therapy, she realized that the “fairy tale” she had been living was built on lies and deception. She learned that Kennedy had been hiding his alcohol use from her, a revelation that changed her perspective on their relationship. “I felt like I was living in a fairy tale,” Lewber confessed, only to have her therapist point out that the relationship was far from perfect.
As she dug deeper into her emotions, Lewber began to see the toxic dynamic that had developed between them. She often felt like she was “walking on eggshells,” constantly anxious about Kennedy’s behavior. While she never felt physically unsafe, she came to understand the emotional toll the relationship had taken on her mental health.
Unpacking Her Attraction to Toxic Relationships
Lewber’s journey to healing also allowed her to unpack why she had been attracted to partners with alcohol issues in the past. This, she realized, was tied to the tragic loss of her father to alcohol-related issues when she was just 11 years old.

Despite all the heartache, Lewber now views the public nature of her split from Kennedy as a blessing in disguise. “I’m weirdly grateful because it made me face the facts,” she admitted, reflecting on how the experience forced her to confront the reality of their relationship.
The Shocking Night Before the Arrest
Lewber also shared her memories of the night before Kennedy’s arrest, which started off on a high note. She had just recorded the first episode of her new podcast, “StarStruck,” with Kennedy as her guest. However, things took a turn during Kathy Hilton’s Christmas party.
While Lewber was working at the event, she claims that Kennedy was secretly drinking. His behavior changed drastically once they left the party. Though Lewber initially doubted that he had broken his sobriety, she soon realized that something was off.
As the couple argued in the car, Kennedy allegedly denied being drunk, which escalated tensions. The argument continued after they exited the Uber, and Lewber eventually requested that the police breathalyze Kennedy. Though they couldn’t perform the test, they confirmed that Kennedy was intoxicated.

Looking Ahead: Healing and Moving On
After overcoming the emotional turmoil of her relationship with Kennedy, Lewber is now looking forward to dating again, but this time, she’s committed to taking things slowly. “I’m excited about dating again,” she shared, emphasizing the importance of finding a “whole and complete” partner who doesn’t need fixing.
Looking back, Lewber admits that while Kennedy had qualities she found attractive in the beginning, she now understands the need for balance in a relationship. “I think having someone who comes in and is just fun… is so attractive at first, but later, it’s like, wait, that’s actually not a great quality to have.”
Confirming the Split
Before sharing her recent revelations, Lewber confirmed her breakup with Kennedy through an Instagram story earlier this year. In the post, she expressed relief that no charges were pressed against Kennedy and clarified that she never wanted him to face prosecution over an incident that didn’t escalate to physical harm.
Despite the difficult end to their relationship, Lewber is focused on healing and growing from the experience, ready to take on new challenges in both her personal life and career.