Tommy Hilfiger's daughter landed her own reality show, Rich Girls, alongside her BFF Jaime Gleicher. However, it was short-lived (too much so, in our opinion). Fast forward 15 years, and Ally is wife, mother, and advocate for Lyme Disease awareness. She even opened up about experiencing symptoms while filming her reality show. "During the show, my brain, it would almost short-circuit," she said on a 2016 episode of Oprah: Where Are They Now? "Certain times, I would say things that wouldn't make any sense. I knew they wouldn't make sense, but they were still coming out of my mouth… My words were slurring a lot. I was not able to put sentences together properly. And my memory — that's still a problem."