Jenna Bush Hager recently shared a humorous yet revealing anecdote about her father, former President George W. Bush, and his playful jabs regarding her past.

During an episode of Today with Hoda & Jenna, the television personality and mother
of three recounted a moment when her father publicly brought up her past arrest for underage drinking, turning it into what she described as a “roast.”
A Public “Roast” by George W. Bush

While discussing her weekend with co-host Hoda Kotb, Jenna revealed that she had spent time with her parents, George W. and Laura Bush.

As she was explaining the family dynamic, Hoda inquired about who moderated the discussion, prompting Jenna to humorously declare, “Me!”

She then shared how her father took the opportunity to playfully embarrass her. “I would give some insight here or there when I felt like I could, but other than that, he would be like, ‘Yeah, Jen, okay, why don’t you tell everybody about the time you were arrested?'” Jenna said, laughing. The lighthearted exchange was filled with playful ribbing from her father, turning what was meant to be a structured discussion into a comedic event. “It was just a one-hour roast,” Jenna joked. “I would ask questions, he would roast me a little, I would ask a question, a slight roast, and that’s what happened—but it was fun and funny.”
President Obama Weighs In
Jenna also shared that former President Barack Obama was in attendance at the event and witnessed her father’s relentless teasing. According to Jenna, President Obama even asked her how she managed to handle it. “He must have seen some of the roasting and he said, ‘This must be hard for you,’ and I said, ‘Yes, it is,'” she recalled.
Jenna Bush Hager’s Underage Drinking Arrest
Jenna’s past legal trouble has been a topic of conversation before. The incident in question occurred in 2001 when she was a freshman at the University of Texas at Austin. At just 19 years old, she was arrested for underage drinking after being caught with a beer at a club. She pleaded no contest and was required to complete eight hours of community service, attend an alcohol awareness class, and pay a $51.25 fine in court costs.

Only a month later, her twin sister, Barbara Bush, who was a student at Yale at the time, visited her in Austin, and both were caught attempting to purchase alcohol at a local restaurant using fake identification. A manager at the establishment alerted authorities, leading to their arrests. The incident garnered widespread media attention as it occurred just months after their father took office as the President of the United States.
Jenna and Barbara’s Take on the Incident
Jenna and her twin sister have been open about their underage drinking past and even addressed it in their 2017 memoir, Sisters First. They have since moved on from the experience, often joking about it in a self-deprecating manner.
Back in November 2023, during a segment on Today, Jenna and Barbara were asked to play a game called “First Loves,” which included a question about their first favorite cocktail. The question immediately made Jenna suspicious, leading her to joke, “I think they’re trying to shame us with our underage drinking, minor possession of alcohol.” Barbara agreed, laughing, “Yeah, that was rude.”
Jenna’s Charismatic Presence as a Speaker

Despite her father’s teasing, Jenna remains a confident and engaging public speaker. During the Today segment, Hoda took a moment to praise Jenna’s speaking skills, stating that she has the ability to captivate an audience effortlessly. “You usually walk in saying, ‘I don’t know what’s going to happen,’ and then suddenly, within 10 seconds, you have a crowd in your hand, telling stories, everything’s unique and new,” Hoda said.
Jenna humbly responded that her speeches are often filled with emotion. “You know, I usually just get up there and kind of cry. [It’s] just like all sorts of emotions, but it was a lot of fun, and I’m happy to be home.”
The Bush Family’s Dynamic Relationship
Jenna’s story highlights the playful yet loving relationship she shares with her father. Though George W. Bush doesn’t shy away from poking fun at his daughter’s past mistakes, his teasing is clearly done in good spirits. The Bush family has long been known for their close bond and sense of humor, and this latest exchange is just another example of their lighthearted dynamic.
As Jenna continues her successful television career, it’s clear that she has embraced both her past and her family’s playful banter. And while her father may never let her forget her youthful indiscretions, she takes it all in stride, proving that sometimes, laughter really is the best way to handle the past.
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