Why Matthew Perry’s Proposal to Ex Molly Hurwitz Fell Short of Expectations


Matthew Perry, best known for his role as Chandler Bing on “Friends,” had a less-than-ideal real-life proposal to Molly Hurwitz, his former fiancée. Despite a romantic beginning, their relationship took an unexpected turn, leading to a breakup and subsequently a poignant tribute from Hurwitz following Perry’s passing.

The engagement between Perry and Hurwitz was initially shrouded in mystery, with the public learning about their relationship two years after it commenced. The couple went Instagram official in early 2020, and in November of the same year, Perry announced their engagement to People magazine, hailing Hurwitz as an incredible partner.

However, behind the scenes, Perry’s proposal wasn’t as picture-perfect as it may have seemed. In his 2022 memoir, “Friends, Lovers, and the Big Terrible Thing,” the actor revealed the truth about his proposal to Hurwitz. Perry confessed that he was under the influence of 1,800 milligrams of hydrocodone, a prescription painkiller, when he proposed to her. Admitting that he was afraid of being alone during the COVID-19 pandemic, Perry expressed feeling desperate to keep Hurwitz from leaving him. He was candid about his state, saying he was “high as a kite” when he asked her to marry him and was even unable to recall the engagement due to the effects of the medication.


After the engagement, Perry gradually realized the magnitude of the commitment he had made and felt unprepared for the relationship. He admitted that the engagement, living together, and the responsibilities that came with it were overwhelming for him. Due to his impaired state during the proposal and the subsequent realization, the couple eventually broke up.

Following Perry’s sudden passing, Hurwitz shared a heartfelt tribute on Instagram, expressing the profound impact Perry had on her life. Despite the challenges in their relationship and subsequent breakup, Hurwitz acknowledged the lessons learned and the gratitude she held for their time together.