Matthew Perry has detailed a secret Hollywood date that went very wrong 15 years ago.
In his new memoir titled Friends, Lovers And The Big Terrible Thing, the 53-year-old actor shared that he was set up with Cameron Diaz after she split from Justin Timberlake in 2007.
But when he came face to face with the star – who is now 50 – she got stoned and showed little interest in him before punching him in the face by accident.
Yikes! Matthew Perry has detailed a secret Hollywood date with Cameron Diaz that went very wrong 15 years ago. In his new memoir titled Friends, Lovers And The Big Terrible Thing, the 53-year-old actor shared she hit him
His dishy tell all: Perry’s book is full of juicy stories from his Hollywood past
DailyMail.com has reached out to Diaz’s rep for a comment.
He begins the story by sharing that he was set up with movie star Diaz – best known for There’s Something About Mary and Charlie’s Angels – for a date, according to PageSix.
It was soon after she split from pop star Timberlake in 2007. Diaz was single and apparently open to dating.
It was not a one-on-one date with Perry but rather a group dinner party where they were meant to get to know each other.
When she walked in the room she got ‘immediately stoned,’ according to Perry.
Not long after this ended: It was soon after she split from pop star Timberlake in 2007. Diaz was single and apparently open to dating
And during the dinner she paid little attention to the Friends actor as she seemed to be not interested in [him] at all,’ he said.
Matthew tried his best to win her attention by saying ‘something witty’ to her when they were playing Pictionary, he alleged, but it didn’t go well.
He claimed in his book that she tried to hit him in the shoulder but then she ‘accidentally’ hit his face.
‘Are you f***ing kidding me?’ he remembers saying to Cameron.
She moved on: Diaz has since married Benji Madden in 2015. Together they share a daughter named Raddix Madden, age two. Seen in 2016
Diaz has since married Benji Madden in 2015. Together they share a daughter named Raddix Madden, age two.
Also in his book he said that he broke up with Julia Roberts – who guest starred on Friends – because she was just too smart and pretty for him. And he said that he had a crush on Jennifer Aniston but she had no interest in him.
And the star also said that he made out with Valerie Bertinelli when her husband Eddie Van Halen was passed out.
The actor claimed that his crush on Valerie, now 62, became so intense that he ended up making out with her one night after her then-husband Van Halen had allegedly passed out, according to Page Six.
DailyMail.com has reached out to representatives for Bertinelli for comment.
The actor told Diane Sawyer the importance of having friends and a social safety net to combat his years-long struggle with addiction.
His idol: Perry claims he once made out with his Sydney costar Valerie Bertinelli in his upcoming memoir, according to Page Six; seen in 1990
Perry writes in his memoir that his stint as Valerie’s brother on Sydney got intense because he ‘fell madly in love with Valerie Bertinelli, who was clearly in a troubled marriage.’
He adds, ‘My crush was crushing; not only was she way out of my league, but she was also married to one of the most famous rock stars on the planet, Eddie Van Halen.’
Perry details how intense his infatuation with the actress was, leading him to plan out a future together.
It is important to point out here that my feelings for Valerie were real. I was completely captivated — I mean, I was obsessed with her and harbored elaborate fantasies about her leaving Eddie Van Halen and living out the rest of her days with me,’ he writes.
Infatuated: Perry ‘fell madly in love with Valerie’ while playing her brother on the series, and he says it seemed as if her marriage was ‘troubled’
Things finally escalated when he was invited over to Bertinelli and Van Halen’s home, where he was ‘just hanging out and gazing at Valerie, trying to make her laugh.’
‘When you made her laugh, you felt ten feet tall,’ he gushes.
But ‘Eddie had enjoyed the fruits of the vine a little too hard, one more time, and eventually he just passed out, not ten feet away from us,’ Perry says, adding that, ‘This was my chance!
‘If you think I didn’t actually have a chance in hell you’d be wrong, dear reader — Valerie and I had a long, elaborate make-out session. It was happening — maybe she felt the same way I did.’
He claims Bertinelli even seemed to reciprocate his affections.
‘I told her I had thought about doing that for a long time, and she had said it right back to me,’ Perry says.
Failure: But she acted normal upon returning to work, and the two never spoke of the tryst again. He said he was relieved when the show was canceled; Bertinelli and Van Halen seen in 1990
But when he confessed about the night with Bertinelli to his costar Craig Bierko, Bierko was cautious rather than optimistic and told him to watch himself.
As for Bertinelli, she made no mention of what had happened and was behaving — as she should have been — like this was just a normal day.
‘I quickly got the hint and also played the role I was supposed to, but inside I was devastated,’ Perry says.
Bertinelli’s professionalism allegedly led to sleepless, tearful nights for the future Friends star, and he saw the failure of Sydney as an escape from the obsession, as he ‘didn’t have to see Valerie anymore.’
The actor gives a Freudian explanation for his attraction to Bertinelli and other women who couldn’t love him back.
‘I have spent my life being attracted to unavailable women. It doesn’t take a psychology degree to figure out that this had something to do with my relationship with my mother,’ he writes.
Freudian: ‘I have spent my life being attracted to unavailable women. It doesn’t take a psychology degree to figure out that this had something to do with my relationship with my mother,’ he writes
It takes a village: In an excerpt from his interview with Diane Sawyer, Perry talks about how ‘Addiction is far too terrible for anyone to defeat alone’
The latest excerpt from his book arrives ahead of Perry’s interview with Diane Sawyer for ABC News, in which he details the importance of having a support system to combat addiction.
Sawyer notes in the newest clip that Perry is sending ‘postcards from hell to anyone who needs it.’
She says that the actor, who spent weeks in a coma after his colon ruptured due to his opioid use, had gone through ‘600 AA meetings,’ along with ’30 years’ of therapy and 15 stints in rehab.
‘Addiction is far too terrible for anyone to defeat alone, but together, one day at a time, we can beat it down,’ Sawyer reads from his memoir.
‘Your disease is just outside, just doing one-arm pushups, just waiting for you, waiting to get you alone. Because alone, you lose to the disease,’ Perry warns.