Barbra Streisand And Pierre Trudeau's Late-'60s Relationship Had Quite The Age Gap

While Barbra Streisand has been married to her husband, James Brolin, since 1998, like many other stars, she had an interesting dating history before that. This includes her first marriage to Elliott Gould from 1963 to 1971, as well as other relationships with famous men in a variety of careers, including actor Don Johnson and professional tennis player Andre Agassi. But one of her most eye-catching romances was actually with the then-prime minister of Canada, Pierre Trudeau. And it wasn't just their careers that made headlines, as Streisand and Trudeau had quite an age difference during their brief yet memorable relationship.

Streisand wrote about the romance in her 2023 memoir, "My Name Is Barbra." When they started dating in 1969, Trudeau, the recently elected Canadian prime minister, was around 50 years old, while Streisand was 27 years old. This means that the couple had an age difference of 23 years. While some celebrity couples do just fine with an age difference this expansive and are together for a long time, this wasn't the case with Streisand and Trudeau.

The two's relationship started not long after Streisand separated from Gould, and she said she was "a bit scared of the intensity of this relationship." She was greatly attracted to Trudeau's intelligence, describing him as "a captivating combination of contradictions ... an elegant man who was still enough of a free spirit to wear sandals to Parliament." But despite their initial connection, Streisand declared, "There was something missing. My brain was in love, but not my body." The couple's romance fizzled out, but they remained close friends until Trudeau's death in 2000. 

While Barbra Streisand eventually fell in love with actor James Brolin, she had a few more headline-making romances before they walked down the aisle. One of these relationships had Streisand on the opposite side of an extreme age gap while dating tennis player Andre Agassi. The two reportedly got together in 1992, when Agassi was 22 and Streisand was 50, making their age gap a 28-year difference. But it didn't seem to bother them much.

Agassi told the Daily Express that the two had an "instant connection" and said, "We are simply people who enjoy being around each other and we've been around each other in all circumstances" (via The Seattle Times). Streisand and Agassi kept a bit of mystery around their relationship for years, before both opened up about it in their memoirs. As for what Streisand wrote about Agassi, she kept it brief, calling it "a completely unexpected relationship, and it was fun." Even though it didn't last, like with Pierre Trudeau, Streisand stayed close friends with Agassi after their split. There are even photos of the former couple with Streisand's husband Brolin, and the singer performed at the Andre Agassi Foundation's 10th Annual Grand Slam for Children Fundraiser in 2005. 

Only a handful of years after her fling with Agassi, Streisand connected with Brolin on a blind date set up by friends in 1996. And by that November, the two were making their red carpet debut together. Brolin said he knew she was "the one" right away, but it took Streisand "a few days," as she recounted in a "Tonight Show" interview. Seems like they were both right, as their relationship has lasted decades.