Matthew Perry’s Ex Honors His Memory By Reflecting On Their ‘Complicated’ Love (2024)

After the sudden passing of the Friends star, many fans might be wondering if Matthew Perry had a wife. The Fools Rush In actor was very vocal in his trials and tribulations in love throughout his career. However, he was single at the time of his death.

Perry—whodied at the age of 54on October 28, 2023—had spoken candidly about his love life in the years before his passing. Reflecting on his past relationships, the actor confessed in an interview withGQahead of the release of his 2022 memoir,Friends, Lovers and the Big Terrible Thing, that most of his relationships didn’t work out due to his struggles with addiction.

“I break up with them because I’m deathly afraid that they will find out that I’m not enough, that I don’t matter, and that I’m too needy, and they’ll break up with me and that will annihilate me and I’ll have to take drugs and that will kill me,” the Friends star told the publication. “That’s why I break up with these wonderful women that have crossed my path.”

Perry, who was 53 at the time of his interview with GQ, admitted there were at least 10 women “on the face of the planet” who he would “kill to be married to.” But they have all since moved on, gotten married and started families of their own.

“And you’re not supposed to look in the rearview mirror because then you’ll crash your car,” he told the publication. “But I looked in the rearview mirror and I was like, they’re all gone. They’re all happy, which is great, but I’m the one who’s sitting in a screening room by myself. And there’s no lonelier moment than that.”

Friends, Lovers, and the Big Terrible Thing

Matthew Perry’s Ex Honors His Memory By Reflecting On Their ‘Complicated’ Love (1)

Perry also shared that he was dumped only once in his life—and the experience was enough to make him spiral for years. “I lit candles in my house and drank and drank and drank over that, for about two years,” he said.

If you or someone you know is struggling with substance abuse, help is available. Call the SAMHSA National Helpline at 1-800-662-HELP (4357) for free, confidential support.

Our mission at STYLECASTER is to bring style to the people, and we only feature products we think you’ll love as much as we do. Please note that if you purchase something by clicking on a link within this story, we may receive a small commission of the sale.

Read more ahead about whether Matthew Perry had a wife or was engaged by the time of his death.

  • Molly Hurwitz (2018 - 2020)

    Matthew Perry was engaged to Molly Hurwitz, a literary agent who he started dating in 2018.

    Their relationship was the closest Perry got to marriage. He proposed to her in November 2020, telling People at the time, “I decided to get engaged. Luckily, I happened to be datingthe greatest woman on the face of the planetat this time.”

    The pair kept a low-profile during their engagement, althoughHurwitz shared a heartfelt tribute on her private Instagram pagein honor of Valentine’s Day in 2020. “Second year being my valentine, but his first as an Instagram influencer,” she wrote, referencing theFriendsstar’s sudden following after joining the social media platform earlier that month. “HVD to my favorite.”

    Six months later, the actor popped the question while at rehab facility in Switzerland. However, they ultimately called it quits by June 2021. “Sometimes things just don’t work outand this is one of them,” Perry said in a statement following their split. “I wish Molly the best.”

    Breaking her silence on Perry’s untimely death, Molly reflected on their relationship in a tribute shared on Instagram. “He would love that the world is talking about how talented he was. And he really was very talented. As the Friends reunion was approaching, we rewatched the show together. “f*ck, I was so good!!!…See what I did there???” We rewound and studied scenes. Our respect and appreciation of humor is something that connected us.

    Being with him as he rediscovered his brilliance was magical. But, I obviously knew that man in a very different way, too. While I loved him deeper than I could comprehend, he was complicated, and he caused pain like I’d never known. No one in my adult life has had a more profound impact on me than Matthew Langford Perry. I have tremendous gratitude for that, for everything I learned from our relationship.

    I’d be remiss if I didn’t mention Al Anon, an invaluable resource for those who love someone struggling with this destructive disease. Matty, I feel relief that you are at peace. Sincerely, Moll-o-Rama(…fication)”

  • Lizzy Caplan (2006 - 2012)

    Matthew Perry’s Ex Honors His Memory By Reflecting On Their ‘Complicated’ Love (2)

    Perry’s longest relationship was withMean Girlsactress Lizzy Caplan. The pair were together for six years and called it quits in 2012. In his 2022 memoir,Friends, Lovers, and the Big Terrible Thing, Perry revealed that he almost proposed to Caplan and regretted that things ended instead.

    “For Christmas, I’d paid a huge amount of money for an artist to paint the two of us,” he wrote of his planned proposal. “My plan was to give her the painting and then ask the question…well, I never asked it. […] And it was time, all I had to do was say, ‘Honey, I love you. Will you…’ But I didn’t say it. All my fears reared up like a snake.”

    Perry mused about what their relationship could have been if he went through with the proposal. “I often think if I’d asked [her to marry me], now we’d have two kids and a house. Instead, I’m some schmuck who’s alone in his house at 53.”

  • Rachel Dunn (2003 - 2005)

    Matthew Perry’s Ex Honors His Memory By Reflecting On Their ‘Complicated’ Love (3)

    Matthew Perry was in a relationship with athlete Rachel Dunn from 2003 to 2005.

    He gushed about his relationship with The Evening Standard and contemplated with settling down with her. “With Rachel in my life, I know that I can be very committed and not some selfish guy who just wants to hang out with friends. I want to spend time with my girlfriend and explore what it means to have a much closer relationship than I’ve previously had time for,” he said.

    However, the two called it quits in 2003 with a source close to the couple telling People: ‘There was no drama involved (in the breakup), just a commitment by Matthew to stay focused on his sobriety.’

  • Julia Roberts (1996)

    Matthew Perry’s Ex Honors His Memory By Reflecting On Their ‘Complicated’ Love (4)

    Matthew Perry’s most high-profile relationship was withJulia Roberts. The pair dated for a few months in 1996 and were already a couple by the time she appeared as a guest star on season 2 ofFriends.Perry also wrote about his relationship with Roberts in his memoir, recalling his decision to end things. “Dating Julia Roberts had been too much for me. I had been constantly certain that she was going to break up with me. Why would she not? I was not enough; I could never be enough; I was broken, bent, unlovable,” he wrote. “So instead of facing the inevitable agony of losing her, I broke up with the beautiful and brilliant Julia Roberts.”

    He wondered, “She might have considered herself slumming it with a TV guy, and TV guy was now breaking up with her. I can’t begin to describe the look of confusion on her face.” He died on her birthday on October 28, 2023.

  • Gwyneth Paltrow (1994)

    Matthew Perry’s Ex Honors His Memory By Reflecting On Their ‘Complicated’ Love (5)

    Matthew Perry had a brief fling with Gwyneth Paltrow in 1994. He wrote about their “make-out session in a closet” the summer beforeFriendswas broadcast

    When the topic arose during an interview withGQ, Perry was hopeful about her reaction. “Hopefully, she’ll find it to be a cute story,” he said. “It’d be bad if Gwyneth Paltrow hated me; I wouldn’t like that.”

    Gwyneth took to Instagram to react to his death. She wrote, “I met Matthew Perry in 1993 at the Williamstown Theater Festival in Massachusetts. We were both there for most of the summer doing plays. He was so funny and so sweet and so much fun to be with. We drove out to swim in creeks, had beers in the local college bar, kissed in a field of long grass. It was a magical summer. He had shot the pilot of Friends but it had not aired yet. He was nervous, hoping his big break was just around the corner. It was. We stayed friends for a while until we drifted apart, but I was always happy to see him when I did. I am super sad today, as so many of us are. I hope Matthew is at peace at long last. I really do.”

  • Jamie Tarses

    Matthew Perry’s Ex Honors His Memory By Reflecting On Their ‘Complicated’ Love (6)

    Matthew Perry dated Jamie Tarses who helped develop Friends. The two met in 1994 and Perry wrote that she was “the most magical, beautiful, and smart” woman. He added that she was there for him during his substance abuse struggles, which in part led to his decision to end things.

    “I need time to process being sober,” Perry recalled telling her at the time of their breakup. “In order to adequately pay sweet Jamie back for two years of giving up huge portions of her own very busy and important life by basically being my nurse, I ended our relationship.”

  • Gabrielle Allan (1990)

    Matthew Perry dated Veep producer Gabrielle Allan in 1990. He wrote of the experience, “Love of alcohol had indeed become the helmsman of my life, but I don’t think I realized just how much it controlled me until one night when I was out with my girlfriend at the time, Gaby,” he writes, adding that she would “go on to write forVeepand a bunch of other stuff and be a friend for life.”

    He wrote about when he “first felt the obsession for alcohol” after the then-couple went to a magic show. “Gaby didn’t have any alcohol at home, which is, of course, totally fine, but for me at the age of twenty-one, all of a sudden this creeping feeling came over me for the first time. I felt my blood on fire for more to drink.”

Matthew Perry’s Ex Honors His Memory By Reflecting On Their ‘Complicated’ Love (2024)

FAQs

Who was Matthew Perry madly in love with? ›

This big-name star and the former Friends star had a short but sweet dalliance. Perry wrote that he “fell madly in love” with co-star Valerie Bertinelli when they played siblings in the short-lived 1990 CBS sitcom Sydney.

What did Matthew Perry's ex-girlfriend say about his death? ›

“While I loved him deeper than I could comprehend, he was complicated, and he caused pain like I'd never known,” she wrote. “No one in my adult life has had a more profound impact on me than Matthew Langford Perry. I have tremendous gratitude for that, for everything I learned from our relationship.”

Who was Matthew Perry's unrequited love? ›

One of those unrequited romances was with Jennifer Aniston, who would go on to be one of his co-stars on “Friends.” Perry met Aniston three years before landing the sitcom, and she turned him down when he asked her out. According to his book, Aniston said they could be friends.

Who was Matthew Perry's ex? ›

Matthew Perry and Rachel Dunn had a large age gap

The pair began dating in 2003 when Dunn was 19 and Perry was 35, with their 14-year age gap drawing quite a bit of attention. The couple eventually ended their relationship in 2005 – but more on that later.

Who is Matthew Perry's longest relationship? ›

An interesting event occurred when Perry was “set up” with Cameron Diaz during a group dinner and she accidentally hit his face. Lastly, Perry's longest relationship was with Lizzy Caplan, spanning six years. The couple separated and Perry has expressed regret for not marrying her.

What did Julia Roberts say about Matthew Perry? ›

As for Perry's passing, she said, “The sudden passing of anybody so young is heartbreaking. I think that, you know, it just helps all of us just appreciate what we have and to keep going in a positive way as best we can.”

Was Matthew Perry in love with Jennifer? ›

I was immediately taken by her (how could I not be?) and liked her,” Perry shared in his 2022 memoir. “And I got the sense she was intrigued too — maybe it was going to be something.” However, the actress gently turned him down after he was a bit overzealous calling her after he booked two gigs in one day.

Which friend did Matthew Perry have a crush on? ›

Matthew Perry once had a major crush on Jennifer Aniston but she didn't reciprocate his feelings.

How long did Julia Roberts and Matthew Perry date? ›

The couple dated for six months before splitting up in 1996. Matthew Perry said that he broke up with the "beautiful and brilliant" Julia Roberts because of his own struggles with addiction and not feeling "enough" for her. "Dating Julia Roberts had been too much for me.

Was Matthew Perry in love with Neve Campbell? ›

Neve Campbell

Sparks flew between the pair during the filming of their movie, Three to Tango, in 1998 and rumors swirled that the costars were dating. However, their fling was over by the time the romantic comedy premiered in June of the following year.

Did Lauren Graham and Matthew Perry date? ›

While the two never dated, they were 'a constant' in each other's lives. Lauren Graham and Matthew Perry shared a special bond. The two have a friendship and relationship that lasted years, with her calling him an “almost” in her life.

Did Matthew date Jennifer Aniston? ›

Alas! some things are really too good to be true. Representatives for Schwimmer and Aniston denied the rumors to Fox News on Tuesday. Matthew Perry confessed that, before they appeared together on Friends, he asked Jennifer Aniston out, but she rejected him.

What did Matthew Perry's ex-fiancé say? ›

While I loved him deeper than I could comprehend, he was complicated, and he caused pain like I'd never known,” she wrote alongside a photo of Perry's back silhouette as he faced a snowy city. “No one in my adult life has had a more profound impact on me than Matthew Langford Perry.

Was Matthew Perry with Jennifer Aniston? ›

In his candid memoir, "Friends, Lovers, and the Big Terrible Thing," Matthew Perry opens up about his unrequited love for Jennifer Aniston, both before and during their time on "Friends." Perry vividly recalls being captivated by Aniston's presence even before the show began, but his attempts to win her affection were ...

Did Matthew Perry have any children? ›

At the time of Perry's death, he had over $1 million in personal property in addition to what was already in his living trust, according to the documents filed by Ferguson on March 8. The filing noted that Perry never married and did not have any children.

Was Matthew Perry in love with Jennifer Aniston? ›

Speaking about his crush, Perry revealed that he was “immediately taken by her.” However, Aniston did not reciprocate his feelings. “I got the sense she was intrigued, too—maybe it was going to be something,” he wrote in his memoir.

Who did Matthew Perry not propose to? ›

Matthew Perry almost proposed to Lizzy Caplan but 'went into Chandler Bing mode' and 'missed the moment,' memoir said.

Did Matthew Perry have a partner? ›

In November 2020, Perry became engaged to literary manager Molly Hurwitz. Their engagement ended in 2021. Residences owned at some point by Perry included a condo in Sierra Towers purchased from Elton John, a house in Hollywood Hills, a house in Malibu, and a cottage in Pacific Palisades.

Top Articles
Latest Posts
Article information

Author: Aracelis Kilback

Last Updated:

Views: 5791

Rating: 4.3 / 5 (64 voted)

Reviews: 87% of readers found this page helpful

Author information

Name: Aracelis Kilback

Birthday: 1994-11-22

Address: Apt. 895 30151 Green Plain, Lake Mariela, RI 98141

Phone: +5992291857476

Job: Legal Officer

Hobby: LARPing, role-playing games, Slacklining, Reading, Inline skating, Brazilian jiu-jitsu, Dance

Introduction: My name is Aracelis Kilback, I am a nice, gentle, agreeable, joyous, attractive, combative, gifted person who loves writing and wants to share my knowledge and understanding with you.