In season three, it's revealed that Leanne had been part of an Amish community before she heads to Litchfield. She left her family and got into drugs with a bad crowd but decided to return. She made the fatal mistake of leaving her backpack filled with incriminating stuff near the outskirts of the town, and the police hauled her in. Leanne made a deal, agreeing to turn on her old friends and wear a wire.