Brooke Shields decided to walk away from her relationship with Dean Cain due to where she was in life at the time. In April 2023, Shields visited “The Howard Stern Show” to talk about her recent docuseries, “Pretty Baby: Brooke Shields.” When the subject of dating Cain came up, Shields explained why they split the first time. “We broke up once because I had only ever been with him in every way. I thought, ‘God, I can’t get married, so I better branch out,'” Shields said before adding that Cain became “very angry and very hurt” as a result. In March 2023, Shields told People she and Cain again dated about three years after this.
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Though they reached this reunion, Shields and Cain separated for good during a time when Shields was evolving. “I was just sort of growing away from the older me,” Shields said to Stern. “I was really separating from my mom and really needing to separate from him because he was of a different era in my psyche, you know? And I needed to be challenged differently.” The couple’s connection didn’t endure, but following their breakups, they were met with a new romance.
