Chris Harrison & Lauren Zima – 2 Years

Chris Harrison rose to fame for hosting the show The Bachelor, where one single man dates several women from a pre-selected group until he finds the one. But he himself was a one-woman man and had been married to his college sweetheart Gwen since 1994.

But after 18 years and two children, they parted ways, and Harrison was a Bachelor for a while. But instead of having a group of women pining over him, he waited for just one. That one was Lauren Zima, a journalist and host of Entertainment Tonight. They started dating in 2018 after meeting while shooting a Bachelor segment on Entertainment Tonight.