Demi Moore’s new memoir, Inside Out, isn’t all about her ex-husband, Ashton Kutcher, and his penchant for threesomes. She also wrote about her marriage to Bruce Willis, the father of her three daughters, as well as Jon Cryer. Wait… Jon Cryer?
Demi didn’t hold back while writing about the men in her life, and revealed that she took Cryer’s virginity while filming their 1984 comedy No Small Affair. “I played a young nightclub singer, and Jon Cryer played the nineteen-year-old photographer who falls in love with her, in his first movie role,” she detailed in the book, according to Us Weekly. “Jon fell for me in real life, too, and lost his virginity to me while we were making that movie.” She revealed that this came after a particularly bad time she was going through, when she had just started doing cocaine. Demi added that she was remorseful of what happened between them. “It pains me to think of how callous I was with his feelings — that I stole what could have been such an important and beautiful moment from him.” A sweet sentiment, sure. But also awkward as hell, because that’s not how Cryer remembers it. The Two and a Half Men star (not to mention Kutcher co-star) shared his side of the story in a tweet:
But she’s right the other part, I was over the moon for her during a very troubled time in her life. I have nothing but affection for her and not a regret in the world.
— Jon Cryer (@MrJonCryer) September 24, 2019
Cryer released his own memoir in 2015 called So That Happened, and in it he revealed that his dalliance with Moore was his “inaugural Hollywood romance,” but she broke his heart when he showed up at her house and the housekeeper told him Demi was “out with her boyfriend.” Years later, he considered telling Kutcher about his experience with Moore, but decided against it. But Kutcher eventually addressed the situation, reportedly telling Cryer, “Oh, man, I just want to say, Demi told me you guys use to date. Totally cool. Don’t feel weird about it.”
It may be weird now. Moore’s memoir is out now.