Matthew Perryand Lizzy Caplan carved their own paths in Hollywood.
Many know their filmography very well, but fewer people know their paths actually crossed off-screen.
Specifically, it may be surprising to some that Perry and Caplan dated for six years.
Caplan and Perry’s relationship was one of his longest public romances.
Perry and Caplan began dating in 2006.
“TMZreported that they used to visit each other on their designated sets.
However, the relationship blossomed due to the influence of one of Perry’s former “Friends” co-stars.
Matt LeBlanc and then-girlfriend Andrea Anders allegedly set them up.
It quietly ended in the 2010s.
It started with his fear of proposing.
Then, due to his insecurities, their sex life started to disappear.
Perry then began to see her as a “best friend only.”
Caplan was career-driven at the time, and Perry felt like he retired.
At the time of their breakup, in 2012, Caplan was steadily working.
Throughout their romance, Caplan actively appeared in TV shows and movies taking on multiple parts per year.
In comparison, Perry appeared in a few projects from 2006-2012.
His commitment fear also led to backing out of proposing to her.
However, he mostly credits his fear of her really seeing him with the end of their romance.
However, he never married or had children.
Fear kept Perry from making the big commitment leap.
In an interview withPeople, Perry revealed that he often found excuses to end relationships.
“That is what I manifest, something that’s wrong with them.
And then I break up with them,” he shared.
Perry later understood that he was “the common denominator” and ended things before he could get hurt.
He didn’t think he was enough for her.
Therefore, he split up with her after only two months together.
ThoughPerry backed out of proposing to Caplan, he did propose to Molly Hurwitz.
They eventually called off the engagement.
In 2021, Perry released a statement toPeoplesaying things just didn’t work out for him and his ex-fiancee.
Neither went into details on why their romance ended.
However, Hurwitz’sInstagramstatement after his death showcased some of the complexity of their relationship.
However, their breakup didn’t become public until 2013.
The two were seemingly amicable years afterward until Caplan became engaged.
In his memoir, Perry spoke about her emailing him to cut off all communication.
Despite calling her message “harsh,” Perry mentioned being glad that she was married and happy.
They were engaged in 2016 and married in 2017.
Riley and Caplan became parents in 2021.
She has often gushed about her husband.
He got people from her life, both past and present, to write about her.
However, in aVanity Fairinterview from 2022, she revealed that she hadn’t read his memoir.
She only added, “I have no ill will.
I hope the book is really successful.”
