Jon Cryer knows how to play the long game. After breaking out in Pretty in Pink, starring as the lovelorn outsider Duckie alongside Molly Ringwald's Andie, he appeared in plenty of TV shows and films. But for many years, none resonated the way his classic 1986 teen romance did. But in 2003 the hit sitcom Two and a Half Men put him back in the center of the zeitgeist and earned him a pair of Emmys over its 12-year run. "The right projects come along at the right times. You can't force things," says Cryer, now 58.
"You just have to be patient." The New York City native, who shares son Charlie, 23, with ex Sarah Trigger and Daisy, 4, with wife Lisa Joyner, is now starring on NBC's Extended Family, a comedy about
an amicably divorced couple navigating family life as the wife (Abigail Spencer) moves on with a new flame (Donald Faison). It's a scenario that reminded Cryer of his own family dynamic: After his screenwriter mother and his actor father split up, his mom forged a tight friendship with his stepmother. "I think that kind of closeness is achievable and can be great," says Cryer. He shared more life lessons with People.
Show business is not fair.
My mother was a successful playwright by the time I got Pretty in Pink. I remember the day her musical I'm Getting My Act Together and Taking It on the Road opened Off-Broadway [in 1978]. The reviews came out, and they were largely scathing.
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Joe Manganiello
THE ACTOR, 48, HOSTS THE NBC REALITY SERIES DEAL OR NO DEAL ISLAND
COUNTRY DUO THE WAR AND TREATY HOW LOVE MADE OUR DREAMS COME TRUE
THE ACCLAIMED HUSBAND-AND-WIFE COUNTRY DUO FOUND FAME AND SWEET HARMONY AFTER A DIFFICULT JOURNEY
Inside Renée Zellweger's Return as Bridget Jones
When the first Bridget Jones film came out in 2001, Renée Zellweger charmed as the not-quite-together singleton. Now, nearly 25 years later, she's a mom of two in mourning in Bridget Jones: Mad About the Boy (streaming on Peacock).
A FAMILY'S LIFE AFTER DISASTER From the Ashes
MONIQUE MAREZ LOST EVERYTHING EXCEPT HER THREE DAUGHTERS IN THE FIRES THAT INCINERATED PARTS OF LOS ANGELES. NOW, LIKE SO MANY PEOPLE IN THE WAKE OF WORSENING WEATHER CRISES, THEY ARE FORCED TO PICK UP THE PIECES
DISGRACED TECH EXEC ELIZABETH HOLMES 'It's Been Pure Pain'
IN HER FIRST PRISON INTERVIEW, THE FORMER THERANOS CEO SPEAKS OUT ABOUT HER LIFE TODAY
What's Next for Taylor & Travis After Super Bowl Loss
For the second year in a row, Taylor Swift made a big show of support for her boyfriend, Travis Kelce, at the Super Bowl.
NEARLY FIVE YEARS AFTER GLEE STAR NAYA RIVERA'S DEATH, HER EX SPEAKS OUT Our Son Gives Me Reason to Live
ACTOR RYAN DORSEY LIFTS THE CURTAIN ON HIS LIFE WITH JOSEY AFTER THEIR DEVASTATING LOSS
It's a Boy! Gisele Welcomes Baby No. 3
Gisele Bündchen is celebrating a new addition to the family! The Brazilian supermodel, 44, has welcomed a baby boy, her third child and first with boyfriend Joaquim Valente.
Prince Harry FAMILY, LOVE & HIS INVICTUS TRIUMPH
THE DUKE OF SUSSEX REFLECTS ON A DECADE OF THE INVICTUS GAMES AND CELEBRATING THE LIFE-CHANGING POWER OF SPORT WITH MEGHAN BY HIS SIDE
Liam Payne's Girlfriend Discusses the Days Before His 'Tragic' Death
Liam Payne's girlfriend Kate Cassidy has spoken out in her first interview since the One Direction singer's death.
