Barbra’s Greatest Regrets: Lost Loves, Missed Movies, And Millions Left Behind

Entertainment powerhouse Barbra Streisand‘s illustrious career spans six decades, marked by unparalleled achievements in music, film and theater — Academy Awards, Grammy Awards and Golden Globes. But even superstars have regrets! Take a look!

MEN

One of Streisand’s notable personal regrets involves declining the romantic advances of iconic actor Marlon Brando. In her memoir, “My Name Is Barbra,” she recounts a memorable inter- action where Brando expressed his interest bluntly during a conversation at a party hosted by then-ladies’ man Warren Beatty. Brando stated, “I’d like to f**k you,” to which Streisand responded, “That sounds awful.” Brando then suggested a more refined outing: “Okay. Then I’d like to go to a museum with you.” Streisand accepted that offer. They had a great time and flirted it up, but Babs rejected him as a lover that night and many others after it — saying she was too insecure sexually back then — a decision she regrets today.

“Now, looking back, I can hardly believe my response — how stupid! Today I would be more adventurous, but I was too insecure sexually back then, still a nice Jewish girl from Brooklyn with my mother’s admonitions echoing in my head. Free love was not my style.”

Not that she lacked a love life. Through the years, she’s been romantically linked to Pierre Trudeau, Jon Peters, Richard Baskin (the heir to the Baskin-Robbins ice cream empire), Don Johnson, Clint Eastwood, James Newton Howard, Liam Neeson, Andre Agassi and even King Charles!

NOT APPRECIATING PEOPLE ENOUGH

“I spent so much of my life chasing perfection in my work that I sometimes forgot to just live in the moment. I wish I had spent more time with the people I love, without worrying about the next project or the next big thing,” admits Barbra, who’s released 72 albums.

Streisand finally found enduring happiness through her marriage to actor James Brolin. The couple wed in 1998, and their relationship has been a source of stability and joy for Streisand. She often credits Brolin with bringing balance to her life, allowing her to find peace and satisfaction beyond her professional endeavors.

“I’ve achieved so much, but at the end of the day, success means nothing if you don’t have people to share it with,” says Barbara, whose first marriage to Elliott Gould ended in divorce, but she’s mom to her pride and joy — 58-year-old Jason Gould. “I think I’ve done enough. I want to spend time with my family and my dogs.”

MOVIES

Streisand has starred in many blockbuster films after shooting to fame as Fanny Brice in 1968’s “Funny Girl,” winning the Academy Award for Best Actress. She’s been in blockbusters like “The Way We Were,” “Hello, Dolly!,” “Yentl” and “The Prince of Tides,” but she confesses she’s upset with herself for not doing more.

“Why did I only make 19 movies in my lifetime?” she asks. “I had many movies that I wanted
to make … then I get lazy. I go, ‘Oh yea, to do this one, I have to have all these fittings for period clothes. This one, I’d have to live in Arkansas.’It’s complicated, but I am complicated, I get lazy. Bette Davis made 80 movies. I made 19. She’s a wonderful actress and she liked working. I like time off.”

But she confesses, she has one dream movie that she never got to make — a movie musical of “Gypsy,” saying that was a “crushing disappointment.”

MONEY

Financial decisions have also been a source of reflection for Streisand. During the production of “What’s Up, Doc?” she was offered a choice between a lower upfront salary with profit participation or a higher upfront payment without backend earnings. She took the higher payment upfront and lost out on a bundle of cash when the film became a blockbuster. After that disaster, she paid more attention to her financial planning. But don’t feel sorry for Barbra — she’s worth a staggering $400 million!”