Matthew Perry and Molly Hurwitz notably maintained a low profile when they were together. But in 2020, Perry proudly told fans that they were set to marry. “I decided to get engaged,” he told People. “Luckily, I happened to be dating the greatest woman on the face of the planet at this time.” Sadly, less than a year later, the “Friends” star revealed that their romance had met its end. “Sometimes things just don’t work out and this is one of them,” he said. “I wish Molly the best.”
Later, in his memoir, “Friends, Lovers, and the Big Terrible Thing,” which was released in 2022, Perry confessed that he proposed to Hurwitz for all the wrong reasons. “I had even asked for her family’s blessing. Then I’d proposed, high as a kite. And on one knee. And she knew it, too. And she said yes,” he wrote. “I bought her a ring because I was desperate that she would leave me. I didn’t want to be this injured and alone during COVID.” He was in rehab in Switzerland then, and it wasn’t until he got home that he realized that it was a monumental mistake.
Before his death, Perry shared that he had finally gotten over his abandonment issues and was ready to commit again — and maybe even start a family. “I’m feeling more confident and I’m not afraid of love anymore, so the next girl I go out with better watch out,” he told People.