Anderson Cooper & Benjamin Maisani
CNN anchor Anderson Cooper is no stranger to the spotlight. However, his partner since 2009 is not exactly an industry man. Benjamin Maisani is actually a gay bar owner. In 2014, the two purchased a historic estate in Connecticut. Sadly, the two have since split. Cooper told the Daily Mail, “Benjamin and I separated as boyfriends some time ago. We are still family to each other, and love each other very much.”

Anderson Cooper & Benjamin Maisani
Raven-Symoné & AzMarie Livingston
The world fell in love with Raven back when she was on The Cosby Show as a child. Now, she co-hosts The View after years on Disney. Fans went wild when she began dating model, actress and singer AzMarie Livingston in 2012. Unfortunately, they broke up in 2015. Why must all good things come to an end?

Raven Symoné & AzMarie Livingston