Tori Spelling recalls date with Charlie Sheen that ended with a drug offer
Spelling recounts a mid-1990s group date that began pleasantly but took a troubling turn when Sheen allegedly offered drugs, with plans to hide him from authorities discussed and rejected.
Tori Spelling recounted on her MisSPELLING podcast a mid-1990s group date with Charlie Sheen that began as a casual evening with mutual connections in Los Angeles. Spelling said she was living in a condo a few floors above Sheen, with a friend named Kevin who would later become her dentist, and that Kevin was not sober at the time and that he and Sheen sometimes partied together. Kevin told Spelling that Charlie wanted to ask her on a date and that his parents would join the group, so the foursome went to an Italian restaurant in Beverly Hills.
Spelling described the night as a good moment to get to know Sheen, noting his quick wit, humor and intellect, which she called unimaginably intelligent. The conversations at dinner helped set the stage for what followed, with Kevin working to set up a potential next meeting. The plan then shifted toward a casual after-dinner gathering at Sheen’s condo, with Spelling and her friends agreeing to join for a short while, not foreseeing the tension that would surface.
Inside the condo, Spelling says, Sheen opened the door to a party atmosphere and, according to her memory, offered a crack pipe. She described the moment as jarring, with a dark mood and an environment she found unsettling. She declined the invitation and, with her friends, left the scene. Reflecting on the exchange, she recalled being scared but choosing not to participate in anything illegal or dangerous, stating she would not agree to anything of that nature. The moment, she said, was juxtaposed against earlier impressions of Sheen’s intelligence and charm during the dinner.
Later that year, Spelling learned from media reports and public records that US Marshals had a warrant out for Sheen after an alleged attack on his girlfriend at the time, Brittany Ashland. Sheen’s status at the building that night—whether he was actively evading authorities—was something she did not know in detail, only that helicopters were reported to be searching for him. Kevin then pressed for a plan to hide Charlie, suggesting he could be sneaked into Spelling’s laundry room via a back hallway service elevator. Spelling rejected the idea outright, telling him she wasn’t willing to participate. Sheen was eventually arrested in the building and placed on probation after pleading no contest to a misdemeanor battery charge. Kevin’s urging to help reputedly aimed to minimize a public-facing arrest scenario, but Spelling stood firm in her refusal.
The broader arc of Sheen’s early legal troubles continued after that incident. He violated probation in 1998 following a near-fatal cocaine overdose and was ordered to rehab. In a separate public note, Sheen has since discussed sobriety with outlets, telling Page Six earlier this month that he has been sober—and celibate—for eight years. Spelling’s recollection emphasizes the complexity of 1990s Hollywood dynamics, where a seemingly ordinary social outing could intersect with high-profile legal pressures and personal risk. While she described the dinner as a good moment, the memory lingers with the darker turn of events that followed that night.
The exchange underscores the era’s celebrity culture, where public personas often clashed with private struggles, and where a dinner with a famous actor could yield both flattering charm and unsettling chaos. Spelling’s retelling contributes to a broader conversation about the lines between social propriety, personal safety, and the pressures that come with being connected to a wider Hollywood apparatus.
