His brief off-screen romance with co-star Demi Moore was back in the spotlight this week after an eye-opening revelation about their 1984 comedy drama film.
But these days, he is best known for playing the lovable brother and dad on a hit CBS sitcom, even though he had first made a name for himself years prior as an 80s teen heartthrob.
At the tender age of 18 he made his film debut as a teenage photographer in No Small Affair, and got his big break two years later opposite Molly Ringwald in a hit 1986 John Hughes movie.
Despite often being linked to the iconic ‘Brat Pack’, the actor revealed in a 2024 documentary that he did not consider himself a member of the group because he wasn’t ‘one of the cool kids.’
Now, with his 60th birthday just around the corner, he continues to charm audiences with both comedic and dramatic performances on screen.
Can you guess who it is?
This Hollywood star is best known for his role in a hit CBS sitcom from the mid 2000s, but is also often linked to the Brat Pack era of the 80s
The actor, now 59, was spotted taking care of some domestic chores outside his Los Angeles home last week
It’s Jon Cryer!
The Hollywood star was snapped taking care of some domestic chores outside his LA home.
Dressed in a casual denim shirt, white undershirt, brown pants, blue sneakers, and a classic newsboy cap, he chatted with workers and tended to a few tasks.
He was also sporting a large bandage behind his right ear, but appeared in good spirits nonetheless.
Cryer, who turns 60 in April, revealed in his 2016 memoir that he had ‘a very minor, rare, weird form of cancer, a lump that attaches to the underside of one’s skin’ back when he was 24.
He had a successful surgery that left him with a large scar on his stomach.
He got his big break in the 80s, but these days Jon Cryer is best known for his career-defining role in CBS sitcom Two and a Half Men alongside Charlie Sheen and Angus T. Jones
The TV icon, who turns 60 in April, appeared to be in good spirits as he spoke with workers outside of his home and tended to various chores
Curiously, Cryer was also sporting a large bandage behind his right ear, but appeared in good spirits nonetheless
The sighting came two days after the actor was snapped stepping out in his neighborhood wearing the same cap, however his bandage was not visible then.
The television star is best known for his career-defining role as Alan Harper in the sitcom Two and a Half Men with Charlie Sheen playing his brother and Angus T. Jones his son.
But he first gained recognition in his youth for his portrayal of Duckie in Pretty in Pink opposite Molly Ringwald.
He landed his first major film role in No Small Affair, in which he played a 16-year-old high school photographer who gets seduced by a 22-year-old nightclub owner, played by Demi Moore.
The comedy drama flopped upon release in 1984 but later gained notoriety, when in a case of life imitating art, it was revealed Moore and Cryer had a relationship while making the film.
At the time the movie was shot, Cryer was 18 and Moore 21.
Their short-lived relationship made headlines once again in 2019 when Moore claimed Cryer had lost his virginity to her while they were filming the movie.
He is often linked to the Brat Pack after getting his big break as Duckie in Pretty in Pink opposite Molly Ringwald and Andrew McCarthy
He landed his first major film role at 18 in No Small Affair, in which he played a 16-year-old high school photographer who gets seduced by a 22-year-old nightclub owner, played by Demi Moore. It was later revealed that the two dated while filming
Jon Cryer reunited with his ex-love Demi Moore as well as Andrew McCarthy, and Ally Sheedy at the red carpet premiere of the documentary Brats at the 2024 Tribeca Film Festival
Twice-married Cryer later publicly disputed Moore’s recollections that she was his first sexual partner.
‘Well, the good thing about this is she doesn’t have to feel bad about it anymore, because while I’m sure she was totally justified making that assumption based on my skill level (and the stunned look on my face at the time), I had actually lost my virginity in high school,’ he wrote in a September 2019 Twitter post.
The film was back in the spotlight this week when DailyMail.com revealed that director Jerry Schatzberg, 97, specifically requested it be omitted from his film retrospective at the Museum of Modern Art in New York.
Cryer reunited with his one-time girlfriend and other fellow 80s film icons Andrew McCarthy and Ally Sheedy at the premiere of 2024 documentary Brats at the Tribeca Film Festival in New York.
Speaking on the documentary in an interview with People last June, Cryer admitted: ‘I didn’t perceive myself as part of the ‘Brat Pack’ because I didn’t think I was one of the cool kids.
‘And they were definitely the cool kids. I thought the two films that defined the group were The Breakfast Club and St. Elmo’s Fire, neither of which was I in.’
These days, Cryer, who has a reported net worth of $70million, remains active in his acting career but lives a quiet life away from the cameras with his second wife TV host Lisa Joyner and their daughter Daisy, whom they adopted in 2009.
February 19 marks the ten year anniversary since the last episode of Two and a Half Men aired on CBS.
