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Barbra Streisand and James Brolin are one of Hollywood's strongest couples. The pair celebrated their 28th wedding anniversary in July 2026, showcasing how they've made their relationship work for so many years. Surprisingly, Streisand and Brolin met on a blind date, a boomer dating trend that Gen Z wouldn't understand today. In 1996, Streisand and Brolin were set up on a date at a dinner party by their shared friends. According to Streisand, she was so nervous about meeting Brolin that she sat with the kids at the party until she had to go to the dinner table. However, after the initial nerves wore off, the pair got along incredibly well and even left together at the end of the night.
Like another long-lasting Hollywood couple, Brady Bunch star Maureen McCormick and her husband, Michael Cummings, there are plenty of sweet photos that track Streisand and Brolin's relationship progression over the years. The two have supported each other in their various endeavors in the entertainment industry, from film premieres to awards ceremonies. After a full 30 years together, Streisand and Brolin have firmly cemented themselves as couple goals.
Read more: The Truth About Why Oprah Won't Marry Longtime Love Stedman
Barbra Streisand and James Brolin looked cozy at the 1997 Oscars
Barbra Streisand and James Brolin were standouts on the red carpet at the 1997 Oscars, distracting from the infamous drama surrounding Streisand's indecisiveness about performing at the award show that year. Brolin, still Streisand's boyfriend at the time, attended the ceremony alongside Streisand, who was nominated for an Oscar for a song she wrote for "The Mirror Has Two Faces," which she also directed. The pair were photographed getting close on the red carpet, marking the beginning of their long relationship.
Barbra Streisand supported James Brolin as he got his star on the Hollywood Walk of Fame
Just one month after Barbra Streisand and James Brolin married in 1998, Brolin was honored with a star on the Hollywood Walk of Fame. The newlyweds were all smiles during the ceremony, with Streisand and Brolin almost always remaining side by side. Streisand looked incredibly stylish in a simple black slip dress (slip dresses are the perfect way to nail the '90s minimalist aesthetic, btw), while Brolin opted for a more formal look in a tailored gray suit.
James Brolin accompanied Barbra Streisand when she got a Lifetime Achievement Award
Barbra Streisand and James Brolin stuck close together on the red carpet at the American Film Institute's Lifetime Achievement Award Tribute gala in 2001. Streisand was the gala's guest of honor, having been selected to receive the AFI Lifetime Achievement Award that year. As such, she looked absolutely fabulous in an off-the-shoulder black tulle gown with glittery silver spaghetti straps. Brolin looked fittingly dapper, donning a black tuxedo to support his wife on her important night.
Barbra Streisand and James Brolin showed some PDA at a movie premiere in 2003
Just as James Brolin supports Barbra Streisand in her artistic endeavors, Streisand consistently supports Brolin. In 2003, Streisand accompanied her husband to the premiere of "A Guy Thing," a romantic-comedy film starring Brolin. The pair was photographed on the red carpet holding hands. While Brolin opted for a simple all-black suit, Streisand went for more drama; the EGOT-winner wore a bold pink fur coat over a black dress.
Barbra Streisand and James Brolin were couple goals at the 2019 Vanity Fair Oscar Party
Barbra Streisand and James Brolin looked like the perfect picture of a glamorous Hollywood couple at the 2019 Vanity Fair Oscar Party. The couple attended the party wearing black formalwear, with Brolin donning a sleek tuxedo and Streisand opting for a glittery black dress, hat, and matching jacket. At several points throughout the evening, the A-list pair was photographed together with linked arms and twin smiles.
James Brolin waited backstage for Barbra Streisand during a 2019 performance
James Brolin is incredibly supportive of his superstar wife, Barbra Streisand, and might just be her biggest fan. Streisand shouted out her husband, who watched her perform at Madison Square Garden in 2019, in an Instagram post that featured a candid snap of the pair backstage. "It was so great to see my husband so happy after my show!" Streisand shared in the post's caption. Fans in the comments gushed over the couple. "He is a proud man with a wonderful, talented, and bright artist. Great couple," one person wrote. "You two are such a beautiful loving couple," another said.
Barbra Streisand shared a sweet photo of her and James Brolin for their 30-year anniversary
Barbra Streisand and James Brolin celebrated their 30th anniversary in July 2026, marking an impressive three decades of love and support. Streisand posted a photo of herself and Brolin on Instagram in honor of the milestone. "Honey... 30 years together and 28 years married!? Where has the time gone? Happy Anniversary," Streisand penned in the caption. In the picture she shared, Streisand and Brolin rock coordinating black outfits and brown-tinted sunglasses.
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