When Does Gypsy Rose Get Out of Jail? — Plus, What You Need to Know About Her Fiancé

But Gypsy Rose is thriving in jail — much more so than she ever did on the outside, considering her mother, who suffered from an intense form of Munchausen-by-proxy syndrome, kept her severely ill and wheelchair-bound, and never allowed her contact with peers of her own age. “Despite everything, she still tells me that she’s happier now than with her mom,” Gypsy Rose’s stepmom told the Springfield News-Leader. “And that if she had a choice to either be in jail, or back with her mom, she would rather be in jail. For Gypsy, it’s a lot of freedom.”