Tori Spelling says Charlie Sheen was “Smart, funny, witty” during first and only date

Years before their names landed in different kinds of headlines, Tori Spelling and Charlie Sheen once shared a dinner date. The Beverly Hills, 90210 alum brought up the story on her missSPELLING podcast as Charlie Sheen's life is once again in the spotlight, with the release of his memoir and Netflix documentary.

“There was a time that [my friend and dentist] Kevin was friends with him when they were both trying to be sober, and Kevin said, ‘Charlie wants to ask you on a date,’” Spelling shared.

“I was nervous and didn’t want to go alone,” she added.

The actress ended up sitting at a table with Kevin, his parents, and Sheen.

“So it was Kevin’s parents, me, Kevin and Charlie and we went out to dinner,” she recalled.

While nothing romantic came out of the evening, Spelling said Sheen surprised her.

“Off the charts. And his humour! Talk about charming, smart, funny, witty. This guy was it.”

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Charlie Sheen on sobriety, gratitude, and repairing ties with Denise Richards:

Much has changed in Charlie Sheen’s life by the time he turned 60. In an interview with Page Six, the actor revealed that he has been sober and celibate for eight years. Marking the milestone with a family lunch and a spa trip alongside one of his sons, Charlie Sheen said he felt genuine gratitude.

“A lot of this should be viewed as gravy,” he shared.

“It’s borrowed time or my 10th life, because I think I get one more than all those cats. It’s absolutely not lost on me that a story like mine is usually only told … in memorial, you know what I’m saying?,” he added.

The actor’s personal life also shifted in another notable way. On September 4, Sheen walked the red carpet with his ex-wife Denise Richards at the premiere of Netflix’s aka Charlie Sheen. The pair, once known for their volatile split, appeared united as they posed together at Hollywood’s Tudum Theater.

Sheen and Richards have endured a rocky history. They first met while working on Good Advice in 2000 and began dating after Richards appeared on Sheen’s sitcom Spin City the following year. The two married in Brentwood, California, in June 2002, welcomed their first daughter, Sami, in 2004, and had their second, Lola, in 2005. But before Lola’s birth, Richards filed for divorce, citing irreconcilable differences while pregnant with their second child.

Their divorce was finalized in 2006, and the aftermath was highly publicized. Years later, Richards admitted the split forced her into reality television because of mounting legal costs.

“Back during the show I did at E! [Denise Richards: It’s Complicated], I had to do that. I had too many legal bills with my ex-husband,”

she told the Daddy Issues podcast in 2019.

“He said he wanted to bleed me dry, and he did. Those legal fees add up quite fast,” she explained.

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Charlie Sheen says Mexican cartel once cut him off during the height of his drug use:

Charlie Sheen left a 60 Minutes reporter stunned when he shared a detail about his drug use that few could have imagined. Sitting down with Channel 9’s Amelia Adams to promote his memoir The Book of Sheen and Netflix’s, aka Charlie Sheen, the actor admitted that even a cartel once refused to deal with him.

“The cartel cut you off?”

Adams asked, clearly taken aback.

“They did, they had never seen someone acquiring that kind of weight … the only other people that they were delivering that kind of weight to were dealers, and they thought I was dealing on the side,” Sheen replied.

The interview took another turn when Adams raised a long-standing rumor that Sheen had smoked “7 grams of crack cocaine” in a single sitting. Charlie Sheen did not deny it.

“Well, we never like took one out of the pipe and put it on a scale,” he explained.

“However, yeah, that was the amount that was cooked to get it into that form. I remember at one point the ‘Jaws’ moment, ‘Uh, we’re going to need a bigger pipe,’” he added.

He chuckled, then added,

“It’s kind of funny, no?”

Adams laughed with him before pointing out the obvious:

“It is funny, but it’s also, you are lucky to be alive.”

Once the highest-paid star on television with Two and a Half Men, Sheen’s reign ended abruptly in 2011 when Warner Bros. and CBS terminated his contract after a string of very public meltdowns. For a star once celebrated as the highest-paid actor on television, Sheen’s reflections highlighted the steep cost of fame, addiction, and excess. His willingness to revisit those years suggested a man still reckoning with a story that, as observed, could easily have ended as an obituary.