1. Denise Richards and Charlie Sheen
When these two started dating, everyone was surprised because of how different they were. She was like the girl next door and he was America’s bad boy. However, while they dated and even after they got married, it seemed as though she’d triumphed and was able to tame his bad boy ways. Unfortunately, we all know what happened. The temptation of drugs and alcohol were just too much and Sheen began to partake in old habits and their relationship quickly spiralled out of control. Richards’ situation is unique from others on this list in that she chose to leave. For the sake of their young daughter and unborn baby, she felt it better to put them first rather than be around someone who didn’t seem to care about much anymore.
We all know how bad things got for Sheen but he’s tried to shed his old ways in recent years. Richards went on to adopt another little girl and seems to be happier now.
Sources: tinseltownmom.com, therichest.com
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