Matthew Perry revealed the real reason he broke up with Julia Roberts in his memoir, ‘Friends, Lovers, and The Big, Terrible Thing’.
Perry recounted a flirtation the pair shared in 1996, when Roberts was asked to guest-star on ‘Friends’, specifically requesting a plotline with Perry. They exchanged “flirty” fax messages for several months, of which Perry said:
“They were so smart — the way she strung sentences together, the way she saw the world, the way she articulated her unique thoughts, all was so captivating. It wasn’t uncommon for me to read these faxes three, four, sometimes five times, grinning at that paper like some kind of moron.”
He later broke up with her, saying “I can’t begin to describe the look of confusion on her face.”
“Dating Julia Roberts had been too much for me. I had been constantly certain that she was going to break up with me — why would she not? I was not enough; I could never be enough; I was broken, bent, unlovable. So instead of facing the inevitable agony of losing her, I broke up with the beautiful and brilliant Julia Roberts.”
Sources:
Matthew Perry Broke up With Julia Roberts Due to His Low Self-Esteem (insider.com)