Tori Spelling reveals she once dated Charlie Sheen on misSPELLING podcast
The Beverly Hills, 90210 alum recounts a date arranged by a sober mutual friend, praising Sheen’s intellect and humor as new memoirs and a Netflix documentary draw attention to the actor's past.
On Monday's episode of misSPELLING, Tori Spelling revealed that she once dated Charlie Sheen years ago, a story she said she agreed to share only on one condition. The revelation centers on a mutual friend and dentist named Kevin, who was also navigating sobriety at the time and told Spelling that Sheen wanted to ask her on a date. Spelling said she agreed to go only if she didn’t have to go alone, and the two ended up meeting at an Italian restaurant with Kevin and his parents.
The dinner did not blossom into a romance, but Spelling described Sheen as unimaginably intelligent and incredibly witty. She recalled that the actor’s humor and charm left a strong impression, noting that his intellect was “off the charts.” At 52, Spelling said the experience was more about an intriguing connection than a lasting romance, emphasizing that she valued the conversation and the energy of the evening rather than a partnership.
The anecdote arrives as Charlie Sheen has re-emerged in public life with The Life of Sheen: A Memoir and a Netflix documentary titled aka Charlie Sheen. The pair’s brief flirtation sits alongside a broader media narrative about Sheen’s past experiences in Hollywood, his sobriety journey, and the ongoing public conversation about his personal life. In a separate Page Six interview, Sheen said he has been sober for eight years and is celibate, a stance he described in the context of his ongoing personal evolution.
Beyond the dating tale, Spelling touched on a moment from Sheen's memoir in which the actor recounts a time he needed to hide from police following a legal confrontation. Sheen’s account describes a moment when a friend asked if they could shelter him from helicopters actively searching the area, and Spelling said she chose not to get involved. In the memoir, Sheen wrote that she couldn’t be blamed for not helping, a reflection on the complexities of his fame and the scrutiny that surrounded him during turbulent years.
The conversation on misSPELLING adds to a broader portrayal of Sheen that fans and readers have followed for years: a performer known for intelligence, humor, and a transformative personal journey. Spelling’s retelling, set against the backdrop of the memoir and the Netflix documentary, provides a window into a younger, lesser-known side of the star while anchoring it in the reality of a friendship that once existed between two celebrities navigating sobriety and public life. Sheen is a father of five, including Sami and Lola, the latter of whom is referenced in his memoir as part of the narrative that influenced his path toward sobriety. The episode reflects how stories from different corners of Hollywood continue to intersect as the industry revisits chapters from decades past.