Jenna Bush Hager details awkward conversation with son Hal, 7, about her ex-boyfriends

See more of our coverage in your search results. Jenna Bush Hager revealed that her son, Hal, asked about her ex-boyfriends while her husband, Henry Hager, was out of town. The journalist recalled watching an unnamed rom-com with the 7-year-old when he inquired about the men she dated before her 2008 wedding. “He’s like, ‘Mom, do you like anybody the way that girl likes him?’” she shared on Tuesday’s episode of “Today with Jenna & Sheinelle.” “And I was like, ‘Yes, your father.’” Jenna Bush Hager reflected on her 7-year-old son, Hal, asking about her ex-boyfriends. (Seen here: Bush Hager with her son.) Jenna Bush Hager/Instagram The reporter recalled watching a rom-com with her son when he became curious about her exes. (Seen here: Bush Hager with her husband, Henry Hager, and their kids.) Jenna Bush Hager/ instagram Hal then pushed the question a bit further, asking if Bush Hager, 44, “liked other guys before Dad.” “I had to go through the old roster,” she joked. Bush Hager told viewers she skipped over “all the entry levels” and only mentioned the “higher-level” boyfriends. “He’s like, ‘Mom, do you like anybody the way that girl likes him?’” she told “Today” show viewers on Tuesday. NBC News “And I was like, ‘Yes, your father,'” Bush Hager added, referring to her husband, Henry Hager. jennabhager/Instagram “At some point I was like, what am I doing? Why am I doing this?” she quipped. Hal then asked his mom why she liked her exes, to which she responded, “I don’t even remember, Hal! It was 25 years ago!” Bush Hager admitted she continued to entertain the conversation, explaining to her son the fun of dating. Eventually, Bush Hager (seen here with her son and Hoda Kotb) had to go through her “old roster.” Nathan Congleton/NBC via Getty Images “At some point I was like, what am I doing? Why am I doing this?” she said. Nathan Congleton/NBC via Getty Images Want more celebrity and pop culture news? Start your day with Page Six Daily. Thanks for signing up! “I wanted to get people dating again! What are y’all doing if you’re not dating?” she said. “Love and be loved!” The daytime reporter shares Hal, along with daughters Poppy, 11, and Mila, 13, with Henry. The couple tied the knot in May 2008 at her Texas family ranch. Bush Hager has never shied away from talking about her former relationships and previously admitted she “didn’t date enough” before getting married during a 2024 episode of her morning show. Bush Hager admitted she continued to entertain the conversation. jennabhager/Instagram Bush Hager shares three kids with her husband. (Seen here: The family of five.) jennabhager/Instagram “I dated in college. I dated in high school. I didn’t date enough,” she told former co-host Hoda Kotb, who retired in January 2025. “You don’t have to stay in a relationship if you are not engaged in it,” Bush Hager continued. “I was a serial monogamist, which was fine, but I should have dated more.” The news anchor clarified that she and Henry had “built a really incredible life” that she is proud of, but advised women “should have fun and date” while they can. Community Guidelines Welcome to the Page Six Community! Our community is about connecting people through open and thoughtful conversations. We want our readers to share their views and exchange ideas in a safe space. In order to do so, we've created a simple set of rules that will improve your experience. Simply put, keep it civil. Your post will/might be rejected if it contains: Spam Insults, profanity, incoherent, obscene or inflammatory language and threats of any kind Attacks on the identity of other commenters or the article's author User accounts will/might be blocked if we notice: Continuous attempts to re-post comments that have been previously moderated/rejected Racist, sexist, or homophobic comments Attempts or tactics that put the site security at risk So, how can you be a power user? Stay on topic and share your passion. Feel free to elaborate to get your point across. 'Like' or 'Dislike' when you are filled with emotions! Protect your community. Use the report tool to alert us when someone breaks the rules. Thanks for reading our community guidelines. Don't forget, freedom of speech is not the freedom of reach!