Oprah Winfrey's Disease 

When a chick, who is usually fat, gets skinny, then fat than skinny again. But she always ends up fat for a while, suffering from not being able to stay skinny. Named for Oprah's constant wait loss and eventaul regain.

Ted: That cow Hillary is fat again! She was skinny last week!
Pat: Poor bitch has Oprah Winfrey's Disease! She can't keep the wait off.

Oprah Winfrey's Disease by APT October 13, 2005

oprah winfrey syndrome 

If you disclose anything bad about your life, a person with Oprah Winfrey Syndrome will say they had it happen to them too. One day a guest on the Oprah show disclosed being sexually molested Oprah disclosed that it had happened to her too. Another day a guest disclosed using Cocaine, and Oprah said she did too. I'm not saying that Oprah and other's with this condition are lying, but they always seem to have a story of hardship that is equal, if not worse, than the one you just told.

here is an example of the Oprah Winfrey Syndrome

Suzy: I don't know what I'm going to do I just lost my job.

Pam: Girl, I just lost my job too, and I found out I'm not eligible for unemployment!

oprah winfrey syndrome by FLINGSHOT September 20, 2013