Shannon Sharpe (54) and Katy Kellner (42) – 2 Years

Shannon Sharpe is regarded as one of the best tight ends in the history of the NFL. After hanging up his boots after 14 years, he went on to star in talk shows, so much so that his fans want to know more about him, including his relationship with Katy Kellner.

Katy is a fitness enthusiast, and with Shannon being a former athlete, it’s easy to see why they got along so well. They met at the gym and got engaged in 2016 before appearing together in public numerous times. However, their story never got the fairytale ending it deserved after they separated in 2018.