Kris and Caitlyn Jenner – 23 Years Together

Kris Jenner and Caitlyn Jenner were an unlikely pair: a reality TV momager and a gold medal-winning decathlete. They met in 1991 and five months later, they were walking down the aisle. Kris, a businesswoman at heart, became Caitlyn’s manager and helped turn him into a brand name. Together, they welcomed two daughters, Kendall and Kylie, and Kris became stepmom to Caitlyn’s four kids from a previous marriage.

Their whole family became reality TV royalty in 2007 with the launch of “Keeping Up With the Kardashians.” But after 23 years of marriage, things took a turn. Caitlyn announced their split in 2015, and in 2017, she came out as transgender.