Barbra Streisand and James Brolin – 23 Years
Barbra Streisand and James Brolin constitute a power couple in the entertainment industry. Their love story began when they were set up at a party, immediately forming a connection. In 1996, they went on their first date, and two years later, they exchanged vows.

Upon their first date, Barbra fondly recalled her surprise at James’s appearance: “I met him at a dinner and expected a bearded mountain-man type, and he had cut off all his hair and was clean-shaven.” Despite this unexpected change, their love has endured for over two decades.