Jon Cryer reveals in his new memoir that he dated Demi Moore years before his costar Ashton Kutcher did.
In his book titled So That Happened, Jon Cryer said that things were a bit awkward when he first met Ashton Kutcher. He was auditioning actors to replace charlie Sheen on Two and a Half Men when he met Kutcher.
“It was awkward in that I’m not sure she even told him that we dated. In our first meeting, we’re trying to have that let’s-create-that-chemistry meeting and the whole time I’m looking at him, waiting for him to drop the bomb. At the end he said, ‘She told me.’ He was cool about it.”
Jon Cryer must have been relieved to have a costar that did not make things weirder than that. He went on to tell tales of time with Charlie Sheen that were downright cringeworthy.
“When Charlie’s marriage to Denise ended during the second season, both Charlie and I became single at the same time. Which was … interesting.
“We’d have conversations, and he’d mention that things were going well for him romantically. “Romantically” is my choice of words, not his.
“Then, as if to prove this, he’d show me a picture he’d taken of somebody’s vagina. It was always a perfectly nice-looking vagina, but I would invariably think, ‘Why just this, and not the rest of the person?’
“And what do you say in that moment? Thank you for that vagina picture? How long have you been seeing … it? Please tell me she was awake?
“We talked about prostitutes. He’d said publicly that you don’t pay prostitutes to come to your house; you pay them to leave. He’d thought this through, obviously.”
Jon Cryer admits that Charlie Sheen helped hook him up with a prostitute following his own divorce.
“I decided I might as well pay someone for company and certain intimate pleasures so that I could at least get my equilibrium back with the opposite sex.
“Charlie suggested a few online purveyors he occasionally used, as this was when prostitution was gaining a foothold on the Internet. He and I had different tastes, so I didn’t go with his exact recommendations, but my forays into prostitution were about as awkward as you might imagine.”
During one encounter with a call girl, the conversation got weird.
“We sat down, tried to make small talk and halfheartedly stumbled into a conversation about recent fluctuations in the stock market. Somehow I ended up spending 25 minutes of my hour helping her with financial planning.
“If Charlie’s example of his evening’s entertainment was best exemplified by a snapshot of lady parts, mine would be a picture of me hunched over a table of papers and telling a hot lady, ‘The real estate boom is building, you need to diversify.'”