Thanks to his work on the television show Two and a Half Men, in which he co-starred with Charlie Sheen as Alan Harper, Jon Cryer rose to international fame.
At the age of 21, the actor made his major breakthrough in the movie Pretty in Pink, but it wasn’t his first experience in front of a Hollywood camera.
His first significant role was in the 1984 movie No Small Affair with Demi Moore. According to reports, the actors not only started working together but also started dating.
Cryer and Demi Moore’s romance didn’t survive very long since it turned out that he was more in love with her than she was with him. Years later, Moore admitted that she had stolen his virginity in her 2019 autobiography. However, Cryer refuted this and disclosed additional information regarding the actress and their relationship.
Here is all the information you need to know about Moore and Cryer’s romance.
Jon Cryer actually had a long and successful acting career before he became a star on the sitcom Two and a Half Men. Simply said, despite the fact that the sitcom was without a doubt his most notable part to date, Two and a Half Men did not make him a wonderful and renowned actor.
In actuality, many of his detractors questioned whether he was destined to rise to the pinnacles of on-screen celebrity.
Cryer was born in New York City on April 16, 1965. Gretchen Cryer, his mother, and David Cryer, his father, were both actors. It may be said that Jon was destined for the theater.
Because it’s such a foolish career, he continued, “I pretty much knew from when I was eight or nine years old that this is what I wanted to do.”
I find it hard to accept that people are compensated for it.
Cryer had the opportunity to hang around backstage at both on- and off-Broadway theaters, and his father had a part in The Fantasticks, an off-Broadway show that ran for more than 30 years.
“It can’t help but cast a spell on you when you’re a tiny kid and you’re backstage watching all these wild, magical people flying in and out of your life,” he added.
“I wanted to participate in that,”
Cryer at first developed a deep affection for the theater. But he also enjoyed watching movies, and starting at age seven, he recalls watching just about every television program on the air.
When Jon’s parents got divorced when he was four years old, his mother took care of him. She pursued careers as a writer and actor while making sure her son was there at work. That resulted in him landing his first acting role, where he shared the screen with his mother in a vitamin ad.
Jon became obsessed and made the decision to work in the entertainment industry. His first job was as an usher, the person who welcomes and directs guests to their seats. Later, he worked as a house manager, which required him to clean restrooms.
It should go without saying that the entertainment business is extremely competitive, particularly in New York. As a result, Cryer discovered early on that acting wasn’t always a viable career option. The aspiring actor, however, was more interested in the art of performing in front of the camera than he was in making money.
“I never gave myself another choice; it was one of those things. I was never really able to rely on anything. This was the only option. However, I didn’t provide myself a choice, ” Cryer remarked.
“And I also got really lucky because there was a tremendous influx of teen movies and loads of parts for people my age when I was around 17 or 18. You cannot depend on it, he continued.
But I simply struck lucky. I therefore began working when I was 18 and acquired my first few jobs. I had a six-week stint as Matthew Broderick’s replacement in Brighton Beach Memoirs for my first job.
Cryer decided against attending college and invested everything he had into being a successful actor. He traveled to London to further his studies at the Royal Academy of Dramatic Arts, had cameos in a few plays, and appeared on television.
Cryer featured in the movie No Small Affair in 1984. It was his first ever production, and he was cast as the lead opposite rising star Demi Moore.
The New York Times described Charles as “a toothy, good-natured adolescent with style” in their movie review.
It was undoubtedly a strong beginning for Cryer’s Hollywood career. But his most memorable performance would not be in the movie No Small Affair. Nowadays, the movie is arguably more well-known for its stars, Cryer and Moore, and their romance.
In No Small Affair, Demi and Jon played Laura and Charles, respectively. The story revolves around Charles, who has a relationship with the glitzy singer Laura, who is significantly older than Charles in the movie at 23. However, as already indicated, Cryer and Moore’s relationship went beyond the confines of the silver screen.
In her 2019 autobiography Inside Out, Demi Moore made it known that she and Jon Cryer had a sexual relationship while filming the movie. Moore also allegedly stole Jon Cryer’s virginity.
Now, the Two and a Half Men actor claimed it wasn’t totally accurate. It didn’t take Cryer long to comment on Twitter and refute Moore’s claim that he had stolen his virginity.
The good news is that she no longer needs to feel bad about it because, contrary to what Cryer claimed on Twitter, “I had indeed lost my virginity in high school. I’m sure she was fully justified making that assumption given on my skill level and the stunned look on my face at the moment.
But she’s accurate about the other half, I was ecstatic for her during a really trying moment in her life, he continued in another tweet. I love her unconditionally and have no regrets in the world.
More than just a sexual connection existed between Demi and Jon. Jon, at least, believed that. He revealed the truth about his connection with Moore during an appearance on The Meredith Viera Show, claiming that he put a lot more effort into it than she did.
He eventually realized he was the only one in their romance after a terrible event.
When Cryer arrived at her home, the housekeeper welcomed him. “And I said, ‘Oh, Demi, where are you?'” “She’s out with her guy,” she declared. I responded, “But I’m her boyfriend.
Cryer hasn’t harbored any resentment toward Moore, even if it was unfortunate at the time. Rather, he emphasized that he believed she was “The One.”
That most likely occurred two days into the romance, according to Cryer. “I thought, ‘Yes. I’m sure this is it. She was, however, a more intellectual and mature person than I was at the time. And I believe I went much further than she did.
Moore also discussed her relationship with Cryer in her memoir, acknowledging that she hadn’t treated him fairly. She admitted that she was “callous” with his emotions at the time and regretted “stealing what could have been such an important and wonderful moment from him.”
Although Moore broke Cryer’s heart, their relationship wasn’t his final one.
He wed Sarah Trigger, his first spouse, in 1999. Charlie Austin Cryer was born to them in 2000, although the couple later got divorced in 2004.
Cryer was disoriented at that point. His heart was broken by the divorce, and he felt “undatable.” He admitted in his memoir that he even paid for sex, according to the Hollywood Reporter.
“I didn’t feel particularly dateable and was in a poor way after my divorce. I was a wreck on the inside. What did I have to offer a woman I could be interested in? In order to at least regain my equilibrium with the other sex, I concluded I might as well pay someone for company and some private pleasures, Cryer wrote.
His “Two and a Half Men” co-star Charlie Sheen suggested a “few online purveyors.” Even though his first experience was “as awful as you would think,” Cryer made the decision to go for it.
It was actually a very pleasant experience, perhaps because having sex is a great conversation starter. The following time, I visited her home, which possibly wasn’t her actual home, according to Cryer.
“We sat down, tried to strike up a conversation, and halfheartedly stumbled into a discussion on recent stock market movements. I somehow ended up giving her financial planning advice for 25 minutes of my hour.
Following the popularity of Two and a Half Men, Cryer met Lisa Joyner, a television personality, actor, and producer, and they got married.
It’s reasonable to assume that the beginning of the couple’s relationship wasn’t the typical love story. Six weeks passed before Cryer made his first move, and by then Lisa had a pretty good idea of what she imagined her and Cryer’s relationship would entail.
Lisa recalls, “I assumed he was going to be my new best homosexual friend.”
“We became acquainted. And I don’t think we would be together if it hadn’t happened that way. But after our kiss, I had finished, I had finished. I responded, “Oh, okay!”
“ At first I wasn’t sure if you were gay or not,” she ventured tentatively. In his autobiography So That Happened, Cryer wrote.
“She lowered her head and proceeded. We’ve gone on dates for six weeks, yet you’ve never even given me a good night kiss.
I said, “I’m sorry. Just anxious.
In 2007, the couple wed at the Chapel at Pueblo Bonito Sunset Beach in Cabo San Lucas, Mexico, after becoming engaged. In 2009, they adopted Daisy Cryer, a daughter.
Jon and Lisa are collaborating with the Californian charity Hope of the Valley to reduce local homelessness. They even gave the charity $30,000 in donations. The pair is also organizing a fundraising marathon with the goal of creating tiny home communities for the destitute.
After Two and a Half Men, Cryer maintained his acting career and briefly starred in NCIS, among other roles. He has also been a highly active member of the community when it comes to children with disabilities.
