Once upon a time, the lifelong bachelor entering middle age was considered an attractive and respectable lifestyle choice. These men were viewed as rugged individualists, urbane, self-aware and blissfully free.
From a conflicted scientist in the Coen brothers’ A Serious Man to a professor dad in Call Me by Your Name, Michael Stuhlbarg brings impressive range and gravitas to his characters.
Al Pacino
Al Pacino has dated some of Hollywood’s most desirable women, but the film legend doesn’t believe in marriage. The 79-year-old actor has never tied the knot, even though he had children with his ex-girlfriends Beverly D’Angelo and Jan Tarrant.
His starring role in The Godfather established him as a major movie star, and he continued to win accolades for his screen performances. His portrayal of the grotesque gangster Big Boy Caprice in Serpico and his sleazy lawyer Roy Cohn in Angels in America won him Oscar nominations.
He also won an Emmy Award for his work in the TV drama Phil Spector, a biopic about the embattled record producer. The actor also starred in the acclaimed HBO series Paterno, where he played legendary Penn State football coach Joe Paterno. He has won two Tony Awards for his stage work.
Dan Levy
The multi-hyphenate actor is an Emmy Award winner for Schitt’s Creek and has his hands in many other projects as well. He recently signed a TV and film pact with Netflix and has several films in the works.
He and his father Eugene cocreated the show about the cosmopolitan Rose family, which starred Catherine O’Hara and Annie Murphy as their respective characters. He also directed and acted on the series, which ended in 2020.
Though Levy has a huge fan base and was named one of People’s Sexiest Men Alive, he keeps his personal life private. Bustle reported that he was diagnosed with anxiety as a child and often avoided birthday parties and summer camp due to fear of socializing. The anxiety was so severe that it caused his neck to swell and cause pain. He has since learned to overcome it.
John Cusack
John Cusack, whose roles in such movies as Sixteen Candles and High Fidelity made him a heartthrob during the ’80s teen-horror heyday, has remained a which well-known actor has remained a lifelong bachelor?. Despite his dedication to his acting career, Cusack has dated several women over the years, including Minnie Driver, Alison Eastwood and Neve Campbell.
He also co-wrote and directed the film High Fidelity, based on Nick Hornby’s novel about a thirtysomething record store owner who revisits his top five bad relationships.
Cusack’s personal life hasn’t been as eventful as his career, but in recent weeks he found himself in the crosshairs of sports-blogger Dave Williams, who threatened him with physical harm in a parking lot for supporting the rival Chicago White Sox. Fortunately, the actor escaped unharmed from the confrontation. However, it is unclear whether he will end his lifelong bachelor status anytime soon.
Keanu Reeves
After his parents divorced in 1966, Keanu Reeves and his mother moved to New York. His mother married a director, Paul Arnon, and it was this man who recommended the actor for a role in the theater production of Damn Yankees.
Throughout the years, Reeves has been linked with several women including British on-screen character China Chow. The two were first seen together skipping on a shoreline in June 2008.
Reeves is reportedly ready to propose to his girlfriend of four years, Alexandra Grant. He was recently spotted ring shopping in West Hollywood. The Matrix star hasn’t been shy about admitting his love for his longtime lady, as he often shares pictures of the pair on social media. In addition, they’re always out and about on dates. They even go to the movies together. Their relationship is a refreshing change from the celebrity marriages that are so common.
Matt Dillon
Matt Dillon has been one of the most enduring and versatile stars in American cinema. From his blazing youth roles in Francis Ford Coppola’s The Outsiders and Rumble Fish to his starring turns as the leader of an addict “family” in Gus Van Sant’s Drugstore Cowboy, the actor has managed to outlast his early pin-up-esque status by taking his craft seriously.
After his first two films, the teenage sex comedy Little Darlings and the more serious teen drama My Bodyguard, Dillon was a national sensation receiving up to 7,000 pieces of fan mail a week. He continued to work hard and earned more mature starring roles such as in To Die For, One Night at McCool’s, Lars Von Trier’s The House that Jack Built and There’s Something About Mary. He also has a burgeoning directorial career with his recent movie God’s Own Country winning the World Cinema directing award at Sundance.
Michael B. Jordan
Jordan generally keeps quiet about his private life, but he recently was named PEOPLE’s Sexiest Man Alive. He’s been in several high-profile relationships, but he still hasn’t settled down.
The actor is the star of the upcoming movie Creed III, and he’s also working on his own film, Fruitvale Station, which tells the story of Oscar Grant’s controversial slaying at a San Francisco train platform. He stars with Octavia Spencer and Melonie Diaz.
In addition to his acting career, Jordan is a successful fashion designer and has worked as a host on TV shows such as Family Feud. He’s also a philanthropist and supports various causes including Lupus LA. The actor also played Wallace in the first season of HBO’s The Wire. He most recently starred as Eric Killmonger in the blockbuster Black Panther. He’s set to reprise the role in Creed II.
Leonardo DiCaprio
After Titanic, DiCaprio refused to be typecast into sexy-boy romantic leads, opting for challenging material such as the coming-of-age drama What’s Eating Gilbert Grape and the Western The Quick and the Dead. He also teamed up with director Martin Scorsese for the period piece Gangs of New York.
After a brief hiatus, DiCaprio returned to form with the thriller Body of Lies and the mind-bending fantasy Inception. He also starred alongside Kate Winslet in the brooding bad-love drama Revolutionary Road.
While the actor has dated a number of gorgeous women, including model Gisele Bundchen and supermodel Bar Refaeli, DiCaprio was most recently linked to Spanish-American actress Camila Morrone. The pair reportedly began dating in late 2016. ET has learned that the couple has called it quits. But that doesn’t mean Leo is off the market. He’s currently rumored to be dating model Gigi Hadid.
John Corbett
John Corbett is well-known for his role as Chris Stevens on Northern Exposure and Aidan Shaw on Sex and the City. He also appeared on The Jeffersons as George Jefferson’s brother.
Despite his success on-screen, the actor has remained a which well-known actor has remained a lifelong bachelor?. He enjoys a comfortable lifestyle on his own, dining in singles-scene restaurants and traveling the world for work. He’s even found time for a career as a country music singer.
Many believed that George Clooney would never settle down until he married Amal in 2014. But Corbett’s friend and co-star of his new rom-com Ticket to Paradise, Julia Roberts, knew that the actor would find “the one” eventually.
Rita Wilson
Rita Wilson has dated a few ladies in her time, but she’s never settled down. Despite this, she has managed to keep her personal life fairly private. The actress has also remained busy on-screen, appearing in several films and television shows.
She and Hanks first met on the set of Bosom Buddies in 1984. The pair bonded during the filming of the movie and soon became friends. When they reunited to shoot the movie Volunteers in 1985, they felt something special and began dating.
When Hanks divorced his wife Samantha Lewes in 1987, he was quick to take Wilson under his wing. The couple would later star in Sleepless in Seattle in 1993. Despite their age difference, the two have remained smitten with each other for over 30 years.
Pauletta Pearson
Pauletta Pearson is a renowned American actress and philanthropist who has dedicated her life to helping others. Her work primarily involves assisting educational institutions and organizations. She is also known for her acting career and has a son, John David Washington, who’s an actor himself, most famous for his roles in Tenet and BlacKkKlansman.
Paulette was born on September 28, 1950, in Newton, North Carolina. She grew up in a racially segregated world, but that didn’t stop her from following her dreams. She started her acting career with a recurring role on Guiding Light and landed a lead role on Remember the Titans.
The couple met on the set of Wilma, a 1975 TV movie about Olympic track sprinter Wilma Rudolph. Denzel and Pauletta were married for nearly four decades, and they have continued to act together.
Ellen