In a recent guest appearance on Jimmy Kimmel Live, Oscar-winning actor, director, author, and humanitarian Sean Penn sat down for an entertaining and candid interview. Penn, along with Dakota Johnson, is starring in the upcoming movie “Daddyo,” set to hit theaters on June 28th.

While on the talk show, Penn and host Jimmy Kimmel discussed a range of topics, including Penn’s affinity for smoking. Kimmel jokingly suggested that Penn should be allowed to smoke during interviews, considering his reputation as a rebel. Penn admitted that he never actually smoked cigarettes but often posed with them as a form of job security for oncologists. He also humorously revealed that he occasionally chews toothpicks to curb his smoking urge, especially when in places where smoking is prohibited, like airplanes.

The conversation then turned to Penn’s recent visit to the White House. Kimmel mentioned Tiffany Haddish’s visit and asked Penn about his own experience. Penn clarified that he attended a state dinner for the Kenyan head of state, as Kenya was providing assistance to Haiti, one of Penn’s areas of focus. Kimmel amusingly commented on the ironic situation of discussing smoking at a place where it’s forbidden.

Penn also shared an interesting anecdote about his curiosity at the White House. He asked an honor guard member about the secret spot where former President Obama used to sneak cigarettes. The guard gladly escorted him to that location, revealing Obama’s covert smoking habit during his time in office. Penn expressed his support for allowing the leader of a country to have an occasional cigarette, understanding the unique pressures of such a position.

In another surprising revelation, Kimmel showed a photo of Penn walking out of the White House without shoes. Penn explained that he had vowed never to wear a tuxedo again and opted for comfortable shoes instead. He described how it felt better to walk on the street with bare feet rather than struggling with new tuxedo shoes. This unconventional choice seemed to be a recurring pattern for Penn, as Kimmel presented another photo of him walking around New York City with no shoes on. Penn admitted that he often prefers going shoeless to save time, even if it means facing puzzled stares from passersby.

While discussing Penn’s past, Kimmel unearthed a surprising piece of information. Penn had received the Optimist Club award as the “most outstanding graduate” during his time at Malibu Park Junior High School. Penn, who claims he averaged D grades throughout his scholastic career, credited this achievement to one exceptional teacher, Mr. Leonard Vincent. According to Penn, Mr. Vincent’s passion for his subject, government history, rubbed off on the students. Beyond the classroom, Mr. Vincent would take his students to various restaurants, imparting wisdom and fostering a unique bond.

Returning to the present, Kimmel shifted the conversation to “Daddyo,” the movie featuring Penn and Dakota Johnson. Penn shared his excitement for the film, praising the way it addresses the politics of relationships between men and women. He commended writer-director Christy Hall for creating a dialogue that reflects the diversity and complexity of intimate connections in a candid and authentic manner. Penn also marveled at working alongside Dakota Johnson, describing the experience as a “joy.”

As the interview concluded, Kimmel mentioned the positive reviews the movie had received. Penn modestly admitted that he wasn’t closely following the feedback but appreciated knowing that they were receiving positive reviews.

Sean Penn‘s appearance on Jimmy Kimmel Live showcased his wit, candidness, and charming personality. The interview not only offered a glimpse into his movie and career but also provided entertaining anecdotes and insights into his life. Audiences can look forward to the release of “Daddyo” and witnessing the on-screen chemistry between Penn and Dakota Johnson when it hits theaters on June 28th.