Josephine and Jesse met in September of 2016. Jesse was performing at an event hosted by ArtsEmerson, and Josephine unknowingly sat next to his family. Jesse invited Josephine to a party at his place a week later, and proceeded to ignore her that whole night. It wasn't until January of 2017 that Jesse saw Jo in a play and, blown away by her talent, beauty, and probably also her wildly funny R-rated puppet scene, asked her out later that night over Facebook Messenger. About an hour or two into their (five hour) first date, and after she had quizzed Jesse on his use of masculine language for the Divine, Jo thought to herself, "I wouldn't mind if this was my last first date."