Tori Spelling recounts Charlie Sheen date and her refusal to hide him from authorities

On her misSPELLING podcast, Tori Spelling described a mid-1990s group date with Charlie Sheen arranged by mutual friend Kevin, who lived a few floors above Sheen in a Los Angeles condo. Spelling said Kevin was not sober at the time and that he and Sheen would often party together. The foursome grew out of a setup that included Kevin and his parents, who were expected to join, and they dined at an Italian restaurant in Beverly Hills. She described Sheen as extraordinarily witty, smart, and engaging during that initial meeting, though she stressed that she was cautious and did not want to go into the encounter alone. It was a moment that she recalled as pleasant but also revealing of the era’s complicated celebrity atmosphere.

After the dinner, Spelling said she received a call inviting her to a party at Sheen’s condo. She recalled that she and her friends agreed to go briefly, not anticipating how quickly the evening would shift. When Sheen opened the door, she said he offered a crack pipe, and she recalled him talking about a party environment where every drug was available. She said the moment felt tense and dangerous, and she declined to participate, telling Sheen that she thought highly of him as a person but would not engage in anything illegal or harmful. She described the setting as dark and unnerving, emphasizing that she stepped back from the situation even as she acknowledged Sheen’s charm and intelligence.

Later that year, Spelling learned that U.S. Marshals had a warrant for Sheen after an alleged assault involving his then-girlfriend Brittany Ashland. She said she did not know the specifics at the time beyond reports that the authorities were actively looking for him, including possible helicopter searches. Kevin later pressed Spelling to help conceal Sheen in her home, suggesting he could be hidden in the laundry room via a service elevator. She declined decisively, telling Kevin that she would not participate in anything that could enable criminal activity or endanger others. Sheen was eventually arrested in the building and placed on probation after pleading no contest to a misdemeanor battery charge.

The period would prove pivotal for Sheen. He later violated probation in 1998 following a near-fatal cocaine overdose and was ordered into rehab. In Sheen’s memoir, The Book of Sheen, he referenced Spelling’s stance, noting that she felt sympathy for him but viewed his situation as radioactive and something she did not want to be involved with. He has since described his sobriety in assessments shared with outlets this year, indicating he has been sober and celibate for eight years. Spelling’s recollection of the episode provides a window into a moment when celebrity turbulence collided with ordinary social boundaries, and it underscores the difficult choices people faced when confronted with a high-profile figure and volatile circumstances.

The misSPELLING discussion continues to attract interest from fans and cultural observers who remember the 1990s Hollywood landscape, where the boundaries between friendship, fame, and the law could blur quickly. Spelling’s account adds a personal dimension to a well-documented chapter in entertainment history, illustrating how a group dinner could become a footnote in a much larger narrative about a star’s legal entanglements and the pressure on those who knew him to decide where to draw the line.

As the decades progressed, Sheen publicly reflected on his sobriety and personal evolution, while Spelling’s retelling preserves the memory as a cautionary glimpse into the era’s celebrity culture. The conversation—part reminiscence, part verification of the difficulty of navigating relationships with famous figures—offers a snapshot of how personal histories intertwine with public narratives in Culture & Entertainment.