Matthew Perry’s ex-girlfriend Lizzy Caplan attended the star-studded 2024 Emmy Awards Monday night as the late “Friends” actor was honored during the show’s In Memoriam segment. He died in late October at age 54.
Caplan, who was nominated for Best Actress in a Limited or Anthology Series or TV Movie for her role in “Fleishman Is in Trouble,” strutted the red carpet in a black gown while holding hands with her husband, Tom Riley, 42.
The actress, who dated Perry from 2006 to 2012, ultimately lost her category to “Beef” star Ali Wong.
Caplan met the “Friends” star in 2005 at her 23rd birthday party, which Perry, then 36, had reportedly crashed.
“In fact, I knew she was twenty-three because I’d crashed her twenty-third birthday party,” the “Fools Rush In” star later wrote in his 2022 memoir, “Friends, Lovers, and the Big Terrible Thing: A Memoir,” despite never mentioning Caplan by name.
“Our subsequent initial make-out session was in the back of a really messy Toyota (to think I’d spent all that money on fancy cars and here I was in the backseat of a tan Corolla),” Perry recalled.
“When we were done, I said, ‘I’m gettin out of the car now. Mostly because I’m thirty-six.’”
According to the “Whole Nine Yards” actor, both he and the “Mean Girls” actress continued to frequent each other’s company for nearly two years, all the while engaging in “record-breaking amounts of sexual intercourse, with no strings attached, both of us following the friends-with-benefits rule to a tee.”
Perry stated in his memoir: “We never went to dinner, we never talked about each other’s families. We never discussed what went on in each other’s lives regarding other people.”
Finally, Caplan and Perry decided to make their relationship official.
“[It] had morphed into love,” Perry gushed in his novel. “This was one of the most ‘normal’ periods of my life. True, occasionally I’d have little slips, taking maybe two OxyContin, from which I’d then have to detox for six days.”
“But the relationship had deepened to the point where there was now a question I urgently needed to ask her,” Perry continued. “One day, I said, ‘I think we should stop kidding ourselves. We love each other,’ and she didn’t disagree. I did love her, very much.”
Despite the love they had, Perry noted they both seemed to be “really into working.”
The “17 Again” star also admitted that he was battling his fear that Caplan would eventually leave him.
Perry’s six-year romance with the “Masters of Sex” star culminated when the actor decided to propose — and even commissioned a painting of the two of them for Christmas.
“I loved this woman, and I wanted her to know it,” Perry wrote.
The relationship, however, was not to be, as Perry backed out and “immediately went into Chandler f – – king Bing mode” and “missed the moment.”
The pair split, but Perry, who was in London mounting his play “The End of Longing,” asked Caplan if she would like to come see the show in 2016.
“The woman I’d dated for six years was, by now, dating a British guy, and they were spending half the year in London, the rest in Los Angeles,” he wrote. “We were still friendly enough that we’d had a couple of lunches and texted a few times. Knowing that she was in London, I’d invited her to see ‘The End of Longing,’ but she’d texted back that she was way too busy.”
According to Perry, the “Fatal Attraction” actress messaged Perry that she would “see you stateside,” and later received an email that she was getting married to English actor Riley.
“I never replied to that email, and we’ve never spoken since. It was an incredibly harsh way to reveal the news that she was getting married, and not something that I would ever do to a person, but there you have it,” he wrote.
As The Post previously reported, Perry was found submerged in a hot tub at his Los Angeles home just after 4 p.m. on Oct. 28. He was laid to rest in LA on Nov. 3.
His death was due to “acute effects of ketamine” and the manner of death was accidental drowning, according to the autopsy report.
The report noted that Perry was undergoing ketamine infusion therapy to treat depression and drug addiction, and that he may have had a prescription for the drug — or might have obtained it illegally. However, the medical examiner noted the amount of ketamine in Perry’s system could not have just been from his final infusion treatment, a week and a half before his death.
Earlier this month, authorities said that the investigation into his death had officially closed.
