Dax Shepard recently expressed his fascination with Matt Kaplan, the husband of podcast host Alex Cooper, during an episode of his “Armchair Expert” podcast. The conversation took an unexpected turn when Shepard revealed that both he and Kaplan once dated Ashley Olsen, adding an intriguing layer to their connection.
Shepard, 50, shared his admiration for Kaplan, 41, while speaking with Cooper, 30, and cohost Monica Padman. He enthusiastically described Kaplan as “outrageously gorgeous,” recalling their first meeting at a Spotify event. “The second I saw him at the airport, I immediately thought, ‘Oh my God, you’re so f*ing gorgeous,’” Shepard said. He even complimented Cooper, saying, “Good job, this guy’s f*ing gorgeous.”
As the conversation progressed, Shepard revealed that his fascination with Kaplan went beyond physical attraction. After getting to know both Kaplan and Cooper better, he began to research them, which led to a surprising revelation. “I then went, ‘Oh yes, yes, yes. I’ve totally seen him before,’” Shepard recalled. He connected the dots and remembered that Kaplan had previously dated Ashley Olsen during their time at Columbia University from 2001 to 2004.
Shepard’s excitement was palpable as he recounted how he became more intrigued by Kaplan than by Olsen. “Look at this f***ing guy. This guy has got it made,” he exclaimed. “I became more obsessed with him that day than her.”
Interestingly, Shepard and Olsen also shared a brief romance in 2006, the same year she and her sister Mary-Kate launched their fashion brand, The Row. This overlapping history only adds to the complexity of their social circles, showcasing the interconnectedness of Hollywood relationships.
Cooper jokingly noted that Shepard’s admiration for Kaplan was “adorable,” but she also recognized the potential awkwardness of the situation. “How should I come clean to Matt about this?” Shepard wondered, reflecting on his newfound connection to Kaplan. Cooper reassured him, saying that Kaplan, who is initially shy, would eventually warm up to the compliment.
Their relationship timeline is noteworthy. Kaplan and Cooper met in 2020, got engaged in 2023, and tied the knot in April 2024. Despite the complexities of their past relationships, it seems that both couples are thriving in their respective partnerships.
As for Ashley Olsen, she has had her fair share of high-profile relationships and has managed to maintain a level of privacy regarding her love life. Known for being low-key, Olsen’s past romances include Jared Leto and Lance Armstrong, and she has always kept her personal affairs under wraps.
In the world of celebrity, connections often run deep, and Dax Shepard’s recent revelations highlight just how intertwined the lives of Hollywood stars can be. Fans of Shepard, Cooper, and Kaplan are left with a sense of intrigue as they follow these personalities and their evolving stories.
In conclusion, Dax Shepard’s unexpected connection to Alex Cooper’s husband, Matt Kaplan, adds an interesting twist to the narrative of celebrity relationships. As they navigate their lives in the public eye, fans can only watch and wonder what other surprises are in store for these stars.