Matthew Perry's Love Life_ His Relationships w_ Molly Hurwitz & More

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00:00 - I wanna settle down and have children one day

00:02 and all of that stuff.

00:04 - While Matthew shared those dreams with us 20 years ago,

00:06 the closest he came to marriage

00:08 was when he got engaged to literary agent

00:10 Molly Hurwitz in 2020,

00:12 but they split less than a year later.

00:14 Last night, Molly paid tribute to Matthew

00:16 alongside this photo of his silhouette.

00:18 She wrote a moving message in which she candidly shares,

00:21 "While I loved him deeper than I could comprehend,

00:24 "he was complicated and he caused pain

00:26 "like I'd never known."

00:27 - What's up, Matthew?

00:29 - In his 2022 memoir, Matthew doesn't mention

00:31 his former fiance by name

00:33 when telling the story of his proposal,

00:35 but fans pieced together that he was referring to Molly

00:38 by revealing details like getting engaged

00:40 during the COVID-19 pandemic.

00:42 - I bought her a ring because I was desperate

00:44 that she would leave me.

00:45 I was high on 1800 milligrams of hydrocodone

00:49 when I asked her to marry me.

00:50 - Ultimately, Matthew said he was not ready for marriage

00:53 and he barely remembered proposing to her.

00:55 Last year, Matthew revealed to Diane Saurier

00:58 that some of his relationships failed

01:00 due in part to feelings of unworthiness.

01:02 - I'd be in relationships that were going great

01:05 with wonderful women,

01:07 and my subconscious, I got scared and break up with them.

01:12 - That's exactly what he did with Julia Roberts,

01:15 whom he started dating in the mid '90s

01:17 after wooing her with three dozen roses

01:19 to guest star on "Friends."

01:21 - I want you right here, right now.

01:24 - Right now, right here?

01:27 - I think we're in kind of a public play.

01:29 - Imagine if you went on a first date with somebody

01:31 and you're just kind of getting to know the person,

01:33 and then the next day it's in every newspaper

01:35 that you're the hot couple.

01:37 It puts a unnecessary pressure on the whole process

01:42 of dating, which is a high pressure thing anyway.

01:44 - Beautiful girl.

01:45 - What's your, you wanna say her name?

01:46 - Her name is Rachel Dunn.

01:48 - Another one of Perry's most high profile romances

01:51 was with then fashion student, Rachel Dunn.

01:53 That came towards the end of his 10 year run on "Friends."

01:56 They were together for two years.

01:57 In his memoir, Matthew called her

01:59 the ex-girlfriend of my dreams.

02:01 - She's pretty terrific.

02:04 I've learned from my own experiences

02:07 that those things should remain as private as they can be.

02:09 - Matthew's longest relationship was actually

02:11 with Lizzie Kaplan of "Mean Girls" fame.

02:14 They managed to keep their relationship

02:16 extremely low profile for six years

02:18 before splitting in 2012.

02:20 His other past loves include Trisha Fisher.

02:23 Matthew revealed he lost his virginity to the actress

02:26 last night, Trisha shared this photo of the two

02:28 as a young couple with the caption,

02:30 "Once upon a time, you were a major part

02:32 "of my younger life.

02:33 "Thank you for all the laughter,

02:34 "the memories and the life lessons."

02:38 (upbeat music)

02:40 (upbeat music)

02:43 (upbeat music)

02:45 (upbeat music)

02:48 (upbeat music)

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