Wynonna Judd

On Nov. 13, 2003, Wynonna was arrested for drunken driving and had a humiliating mug shot splattered across televisions and tabloids across the country. Two weeks prior to her headline-making arrest, Wynnona came to Oprah asking her for help. Wynonna told Oprah her life was out of control and that her weight was at an all-time high.

"Why am I here? Next year I celebrate 20 years of being on the road. I've dedicated my life to country music, I home school my children, I worked three years on my record, I support, you know, 40 to 50 families, I have for 18 years, and I never stopped. And I'm in trouble because I lost myself. I'm the woman who forgot to put herself on the list. And I'm real tired...I don't have it together. I'm losing my way here." — Wynonna