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Matthew Perry Dated This Mean Girls Star for Years

Matthew Perry Dated This Mean Girls Star for Years
Image credit: Legion-Media

Remember when millions of Friends fans had a crush on Chandler? Thanks to his special kind of charisma, the actor portraying this hilarious character, Matthew Perry, has always had an active personal life.

Perry dated some famous actresses like Yasmine Bleeth and Julia Roberts. But his longest relationship was with Lizzy Caplan who portrayed Janis Ian in Mean Girls. The couple dated for six years and for the most part kept their relationship quiet. Here's what we know.

Matthew Perry and Lizzy Caplan met by happy coincidence in 2006. They both had projects filming in the same set and would see each other from time to time. Perry was starring in Studio 60 on the Sunset Strip, a comedy-drama television series created by Aaron Sorkin. Caplan was acting in a sitcom, The Class. Both projects soon got canceled, but the relationships between the two actors had already started by that time.

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The couple didn't exactly rush to make their relationship public. Though the couple would be seen together from time to time, they seemed to prefer to keep things to themselves. Perry and Caplan never disclosed the reasons for their breakup in 2012, too, though according to some sources, the romance ended because Perry was not willing to marry. Just like their dating life, their breakup was kept under wraps for a whole year before it was made public.

So how's Perry and Caplan's love life now? Caplan has successfully moved on from her relationship with Perry. In 2015, while filming Now You See Me 2 she met British actor Tom Riley. The couple got engaged a year later, married in September 2017, and had a son in 2021.

As for Perry, he is currently single and looking for love. However, the actor has a requirement for his future girlfriend. In his newly released memoir "Friends, Lovers, and the Big Terrible Thing," the 53-year-old actor has opened up about his addiction battle and dating life.

Analyzing his past relationships, Perry told People that it was he who ended all his affairs because he thought "they were going to annihilate" him. But the actor shared that he is no longer afraid of commitment. The only important requirement for a potential girlfriend would be her being self-supporting. "I got burned a few times by women who wanted my money," the actor said.