Jon Cryer Dated Demi Moore Before Ashton Kutcher

Cryer and Moore dated 30 years ago while working on a movie together.

ByABC News
April 7, 2015, 2:19 PM

— -- Hollywood is a small world, as Jon Cryer discovered when Ashton Kutcher joined him on "Two and a Half Men."

Cryer, it turns out, had once dated Demi Moore, Kutcher's ex-wife.

The 49-year-old actor shared the revelation in his new memoir, "So That Happened," and in an interview with "Entertainment Tonight" Monday.

Cryer said he and Moore, 52, dated 30 years ago, when they starred together in the 1984 romantic comedy, "No Small Affair." Moore was married to Kutcher from 2005 until their split in 2011, a few months after he joined the CBS sitcom.

But Cryer wasn't sure if his co-star knew of his past with Moore when they first met.

"It was awkward in that I'm not sure she even told him that we dated," the actor told "Entertainment Tonight" in an interview posted online Monday.

"In our first meeting, we're trying to have that let's-create-that-chemistry meeting," he remembered, "and the whole time I'm looking at him, waiting for him to drop the bomb."