Chaz has grown up in the spotlight, and his dating history has often captured media attention. Many year ago, Chaz was linked to Jennifer Elia. The couple had been dating since 1999, and Chaz even proposed to Elia atop Seattle’s space needle.However, their relationship was occasionally quite tumultuous. The couple went through a lot together; Jennifer Elia supported Chaz throughout his gender reassignment process and later expressed that she found her partner “more attractive” as a man.