In the Eighties, Jon Cryer rose to fame in his role in the seminal teen film Pretty In Pink, as a lovable dork with strong attachment issues, Duckie Dale. As Cryer rose to fame and found himself frequently associated with the group of elite teen actors and actresses affectionately known as 'The Brat Pack', he secured his status in Hollywood for decades to come, landing another project that would eventually become one of his most memorable, the lead role in Two And A Half Men where he would star alongside Charlie Sheen, who was viewed as an honorary member of 'The Brat Pack' in some circles.
Cryer starred on Two And A Half Men from 2003 until 2015 eventually becoming the most longstanding adult cast member in the series, surviving Sheen's notable exit from the series after the actor's backstage antics began making headlines and interrupting production, and also remaining on-board as the series was retooled when Ashton Kutcher stepped in to replace Sheen.
Since the series' wrap in 2015, Cryer has remained anything but stagnant in the business. From penning a memoir to becoming an active Twitter user where he has been anything but silent when discussing current politics and culture, his schedule has hardly opened up!
An Inside Look Into Jon Cryer's Life Today
It's fair to say the last five years have inspired and resulted in a large collective cultural shift; the entertainment industry has been impacted largely as a result of politically charged unrest, and artists across the board have responded. Cryer has been a vocal participant on social media frequently engaging in conversation. His outspoken nature has even caught the attention of politicians and sometimes sparking national attention as a result of the exchanges.
Cryer's outspoken nature, especially since the ending of Two And A Half Men, wouldn't be limited to one type of politics. One could perceive another topic which Cryer frequently finds himself publicly discussing as 'behind-the-scenes politics'. Since Two And A Half Men ended production, Cryer has spoken out concerning matters behind-the-scenes, specifically about his relationship with former co-star Charlie Sheen.
Sheen frequently made headlines in the early 2010s for his erratic behavior, which also translated into his work environment, which made successfully working alongside him difficult. Cryer has been anything but quiet about how his former co-star's antics shaped the experience for him and has been committed to showing Sheen's humanity amongst the damaging reports that would frequently focus on his missteps. However, not every single experience of working with Sheen while he underwent his difficult missteps could be shaped into a positive one; Cryer has been vocal about how "Crazy" the period in which Ashton Kutcher replaced Sheen on the series.
Loving Life And Looking Back
Weathering the storm of Charlie Sheen's public meltdown didn't impact Cryer's outlook on the twelve seasons he spent starring alongside Sheen. Cryer began his post-Two And A Half Men life looking back and reminiscing on his past experiences when he set out to write a memoir. Reflecting on his three-decades-long career, So That Happened, also touched on his past work in theater and film, and set the groundwork for Cryer to both reflect and move forward.
Since the 2015 publication of So That Happened, Cryer has had a few opportunities to share a few select stories of 'what happened' in his past, on his platform of choice to engage with his fans! In 2019, Cryer's Twitter followers who love a little gossip and a little portal back into Cryer's past were in for a treat!
Cryer's co-star in the film No Small Affair, Demi Moore, got extremely candid in her own memoir called Inside Out, revealing the pair had been "Together in the biblical sense," as an interviewer so eloquently put it while questioning Cryer on the revelation. However, there was a snag in Moore's story; She revealed that she was Cryer's first intimate experience, but according to Cryer, this assumption, which wouldn't sound out of place as a storyline in a John Hughes film, was incorrect and that the truth had actually occurred some years earlier while the actor was still in high school.
The juiciness in the story didn't stop there: Moore had revealed she had been "Callous" about Cryer's stronger crush during their romance. According to Page Six, Moore had been involved with someone else, which Cryer detailed in So That Happened, and he found out after one of Moore's housekeepers informed him Demi had been "Out with her boyfriend" while Cryer had come by her house to visit.
So The Important Things Happened
Cryer's life these days is a far cry from the Hollywood headlines he experienced years ago; his experiences today still involve interesting stories, but they're a bit more mellow and much more joyful than his aforementioned heartbreak in his early career.
Recently, Cryer shared a story to the world about how he almost lost an extremely important prized possession: his wedding ring! The actor took to Twitter to share his close call with fans. He got extremely candid in his thread, explaining how he had been taking a walk at night while it was raining, and suddenly looked down to realize his wedding band had been missing! After a moment of panic, Cryer decided to enlist the help of a special team called The Ring Finders Metal Detecting Service, as per Today. After being given some not-so-hopeful projections for reuniting with his ring from The Ring Finders, he was eventually reunited with his wedding band!
The last five years of Jon Cryer's life have been anything but a tale of a post-career milestone slump; The actor, whom his fans know best from a number of sentimental projects, has been able to reflect and respond to his past triumphs, while still allowing himself to experience both the triumph and sometimes more tearful moments life can bring, some may find reminiscent of his beloved roles in classic teen films of yesteryear. Surely the 'Duck man' would approve!