Kris Jenner and Corey Gamble
In Hollywood, it’s common to see middle-aged men with young females in their arms. However, it is less frequent to find older women with younger males on theirs unless you count a few outliers (shout out to Madonna).
Kris Jenner, the Kim Kardashian-Jenner matriarch, has had her fair share of high-profile relationships. She was married to Bob Kardashian Sr. before becoming Caitlyn Jenner’s wife. Since 2014, she’s been seeing Corey Gamble; however, there are 25 years between them.