Sting and Trudie Styler – 28 Years
What could be more romantic than a shared love for Shakespeare? For Sting and Trudie Styler, the answer is nothing. They initially crossed paths through their mutual passion for Shakespeare, though at the time, Sting was married, and they were merely neighbors. Their romantic journey began in 1982, but they chose not to rush into marriage.

Instead, Sting and Trudie patiently waited a full decade before officially tying the knot. However, they didn’t wait to start a family. Only one of their children was born during their marriage. Over the years, while Trudie continued to act with the Royal Shakespeare Company, Sting became the frontman for the iconic English rock band The Police.