Matthew Perry has had relationships with a number of women both inside and outside of Hollywood, ranging from a brief flirtation with Julia Roberts in the 1990s to a failed engagement with Molly Hurwitz in the 2020s.
In his new memoir, “Friends, Lovers and the Big Terrible Thing,” the “Friends” veteran is open and honest about his greatest loves as well as his battles with addiction.
Look back at all the people Perry has been romantically involved with throughout the years in his search for “The One.”
Julia Roberts
1995-1996
Perry’s first well-known girlfriend was none other than Julia Roberts.
The “Friends” cameo-maker and the “Pretty Woman” actress allegedly began dating around the same time, but the sitcom star ended things after just two months because he didn’t feel like he would “ever be enough” for her.
It had been too much for me to date Julia Roberts. In his autobiography, Perry expressed his belief that Roberts was “slumming it” by dating him, saying, “I had been continually certain that she was going to break up with me.”
Yasmine Bleeth
1996
Yasmine Bleeth’s role in “Baywatch” inspired Perry’s “Friends” character Chandler Bing to develop feelings for the actress, and the two eventually started dating in real life.
Their brief relationship ended in 1996, but Chandler made frequent allusions to Bleeth in the seasons of the popular NBC show.
Neve Campbell
1998
In the 1990s, when Perry started dating Neve Campbell, his co-star in the “Three to Tango” scene, he developed a practise of dating his co-stars.
While the movie was being shot in 1998, the pair grew closer. They broke up, though, before the rom-com was even released the next year.
Maeve Quinlan
2002-2003
Maeve Quinlan, a soap opera actress, was the subject of the “Whole Nine Yards” actor’s first committed romance.
From 2002 to 2003, the former star of “Bold and the Beautiful,” who played Megan Conley for more than 10 years, was connected to Perry.
Fans believe the former couple ended on good terms because they photographed together at a charity event in 2006, yet it’s unknown what led to their breakup.
Lauren Graham
2003
In 2003, Perry was said to be dating Lauren Graham from “Gilmore Girls,” but a few months later he was alone once more.
The two appeared together in the independent film “Birds of America” in 2008, therefore it appears that there was no animosity between them.
Rachel Dunn
2003-2005
In 2003, Rachel Dunn, a professional volleyball player, and Perry separated.
The athlete was dating the Emmy nominee after “Friends” ended and made several public appearances with him.
Perry talked openly about his time with the former fashion student in contrast to the most of his relationships, which he is renowned for keeping private.
“I know I can be a highly committed person and not just some egotistical man who wants to hang out with buddies with Rachel in my life. He gushed to the Evening Standard in 2004: “I want to spend time with my partner and explore what it means to have a lot closer relationship than I’ve had time for.
Lizzy Caplan
2006-2012
Perry’s longest relationship to date lasted six years with “Mean Girls” actress Lizzy Caplan.
The Massachusetts-born actor and Caplan started dating in 2006, and they were able to keep their romance mostly under wraps.
When the Independent reported that Caplan would “not even entertain any queries relating to her spouse” during an interview and even covered her ears when his name was mentioned, rumours of problems in paradise initially surfaced.
“I can stand right next to the photographers, and I occasionally do that. I have close friends with people who are far more renowned, and they are skilled at dodging the spotlight, she told the publication.
It turns out that Perry and the former “Masters of Sex” contestant had quietly broken up a year earlier.
Molly Hurwitz
2018-2020
In 2018, Molly Hurwitz, a literary manager, and Perry began dating.
When Hurwitz paid homage to the “17 Again” actor on Valentine’s Day in 2020, she made their romance official.
His first year as an Instagram influencer, but it’s his second year being my Valentine. She wrote in the Instagram caption, “HVD to my favourite.
In November of the same year, Perry said he had proposed to the woman.
“I made the decision to propose. He got down on one knee and said, “I’m so glad I happened to be dating the best woman on the planet at the time,” to People.
But the two decided to break off their engagement after six months.
In a statement released in June 2021, Perry’s representative said, “Sometimes things just don’t work out, and this is one of them.” “I hope Molly does well,”
