Saturn went on to feud with Eddie Guerrero and Ernest Miller before beginning a rivalry with Chris Jericho. After Jericho cost Saturn a number of matches with the help of crooked referee Scott Dickinson, he mocked Saturn's complaints and accused him of crying "like a schoolgirl." This led to Jericho challenging Saturn to a "loser wears a dress for ninety days" match at Souled Out on January 17, 1999, which he won after some suspect officiating from Dickinson. Taking on a bizarre, goth transvestite gimmick, Saturn began wearing a variety of dresses to the ring and using a variation of Marilyn Manson's "The Beautiful People" as his entrance music. He appeared to begin enjoying wearing dresses and even wore cosmetics to complement them. Saturn finally stopped wearing them after defeating Jericho in a dog collar match at Uncensored on March 14, 1999.