Brandy and Paolo Montalban first met on the set of the beloved 1997 TV movie Rodgers & Hammerstein’s Cinderella. Already a popular singer and actress, Brandy played Cinderella, while Paolo, relatively new to the acting scene, played her Prince Charming. Their on-screen chemistry was undeniable, sparking immediate speculation and fascination among fans. Their friendship blossomed during filming, setting the stage for years of camaraderie and collaboration.
Now, more than two decades after playing their iconic roles, the two are back together. Brandy and Paolo have reprised their roles in “Descendants: The Rise of Red.” And the chemistry is just as strong as it was in 1997. This has left many wondering: Did Brandy and Paolo Montalban date?
The Early Years of Their Friendship
After “Cinderella” aired, Brandy and Paolo’s chemistry became a hot topic. Fans couldn’t get enough of their delightful dynamic and started speculating about a potential romance off-screen. More than likely, it was because both stars swooned over each other.
During an on-set interview with Entertainment Tonight, Brandy referred to him as a real-life prince and how gorgeous her co-star was. Additionally, during an episode of the “Rosie O’Donnell Show,” “The Boy Is Mine” singer revealed that Paolo brought her flowers and candy to set.
The pair, however, consistently maintained that they were just good friends. Their mutual respect and admiration for each other were evident in interviews, where they often spoke highly of one another. The question, “Did Brandy and Paolo Montalban date?” became a recurring theme, but neither confirmed any romantic involvement despite the persistent rumors of Paolo asking Brandy out.
Forever Our Cinderella and Prince Charming
Fast-forward to today and both Brandy and Paolo Montalban have continued to make significant strides in their careers. She has eight studio albums, including her first holiday album in 2023, and a list of successful shows and movies under her belt, including her latest upcoming movie, “Front Room,” on the way. The “Have Your Ever” singer is deemed our generation’s “Vocal Bible” and is known for being your favorite singer’s favorite singer.
On the other hand, Paolo carved out a niche in musical theatre and TV, earning accolades for his performances in productions such as “The King and I” and “Pacific Overtures.” His dedication to his craft has earned him a loyal following and respect among his peers.
A Royal Reunion
Sadly, it would be 24 years before the two reunited. Brandy and Paolo both attended a gala in 2021. The reunion was even more magical because it was on Christmas Day. Fans fell in love all over again! “Did Brandy and Paolo Montalban date?” quickly turned to “When will Brandy and Paolo Montalban date?” Their latest work, “Descendants: The Rise of Red,” premiered in July 2024.
While the question “Did Brandy and Paolo Montalban date?” continues to intrigue, it appears their relationship has always been rooted in friendship. Both have achieved remarkable success in their respective fields while maintaining a fondness for their shared past. Their story is a beautiful reminder that sometimes, the most magical relationships are those built on genuine friendship and mutual respect.
Main Image Credit: Getty Images/Monica Schipper
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