Scott Disick and Sofia Richia, 15 Years
Sofia Richie met her boyfriend Scott Disick when she was just 19 years old, and he was 34. They've been together since 2017, shortly after his off-and-on relationship Kourtney Kardashian entered another "off" period. Disick has three kids, all of which get along with Richie.
Matt Bomer and Simon Halls, 13 Yeras
Matt Bomer wed his partner Simon Halls when he was 34 and Halls was 47. The Magic Mike actor and his Hollywood publicist husband have been married since 2011. They have three sons, Henry, Walker, and Kit.