1. Oprah Winfrey
Oprah Winfrey, the legendary talk show host and billionaire philanthropist, has been with her partner Stedman Graham since the 1980s but never married. She believes commitment doesn’t require a marriage certificate and has often said that marriage was never part of her life plan.
2. Leonardo DiCaprio
Leonardo DiCaprio, Oscar-winning star of Titanic and The Revenant, has dated several models and actresses but has never settled down. He often prioritizes his career, environmental activism, and personal freedom over marriage, making him one of Hollywood’s most famous lifelong bachelors.
3. Charlize Theron
Charlize Theron, an Oscar-winning actress from South Africa, has made it clear that she has no interest in marriage. She adopted two children as a single mother and believes happiness doesn’t need a traditional marriage structure to validate her choices.
4. Marisa Tomei
Marisa Tomei, beloved for her roles in My Cousin Vinny and Spider-Man, has never married. She has openly expressed that she does not see marriage or having children as essential to a fulfilled life, focusing instead on her career and independence.
5. Diane Keaton
Diane Keaton, an Academy Award-winning actress, has famously never married. Despite high-profile relationships in her youth, she chose independence. She once stated that marriage never appealed to her, and she adopted two children on her own later in life.
6. Tyra Banks
Supermodel and TV host Tyra Banks has a successful career and a son but has never been married. She has said marriage wasn’t necessary for her happiness and that she values building family and career on her own terms.
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7. Allison Janney
Allison Janney, the Emmy and Oscar-winning actress, has enjoyed a long Hollywood career but has never tied the knot. She once revealed she doesn’t believe marriage is necessary for happiness, preferring freedom and companionship without a binding contract.
8. Owen Wilson
Actor Owen Wilson, best known for Wedding Crashers and Midnight in Paris, has three children with different partners but has never married. He keeps his personal life private and doesn’t appear eager to change his bachelor lifestyle anytime soon.
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9. Jennifer Coolidge
Jennifer Coolidge, the comedy icon from American Pie and The White Lotus, has dated over the years but never married. She enjoys her independence and has admitted she never found the right person to settle down with long-term.
10. Bill Maher
Comedian and political commentator Bill Maher has always been open about his decision not to marry. Known for his bachelor lifestyle, he has said marriage isn’t for him, preferring independence and freedom without the constraints of tradition.
