Lamar Odom
Everybody knows about the Kardashians’ public lives because they flaunted it on their infamous reality TV show. Unfortunately, somebody should have told Odom that the world would see all of his flaws after he began dating Khloe. He cheated on her regularly while abusing drugs. Eventually, he overdosed in a Nevada brothel and fell into a coma.

Luckily, he made a full recovery but Khloe justifiably divorced him. However, Odom regrets the way he acted and knows that he was at fault. “I wish I could have been more of a man,” he said in 2019 (via People). “It still bothers me to this day. But regret is something we have to learn to live with.”