Cory Gamble and Kris Jenner
This list wouldn’t be complete without a Kardashian. Well, technically, she is still a Jenner. Anyway, Kris Jenner and current boyfriend, Corey Gamble, have 25 years between them, with Kris being older. The couple have been together since 2014. Even though she claims that she isn’t looking for marriage, rumors are swirling about the couple being possibly engaged.
Cory Gamble and Kris Jenner
Bradley Cooper and Suki Waterhouse
Ugh, we definitely miss this cute couple. Surprisingly, they had an age difference of 17 years. Bradley Cooper started dating Suki Waterhouse back in 2013, when he was 38 and she was 21 years old. They seemed really happy together, yet they broke up in 2015. Bradley has since moved on and is now in a relationship with Russian supermodel Irina Shayk. They welcomed a daughter in 2017.
Bradley Cooper and Suki Waterhouse
