The 100 Grooviest LGBT Characters on Television

From: Deep Dish

82

Jessie Sammler 

(Evan Rachel Wood)

Once and Again 

(1999-02)

Jessie Sammler is the daughter of Rick and Karen Sammler and a student at Upton Sinclair High School. For three seasons she battled anorexia, anxiety over her parents' divorce, and the discovery of her own homosexuality. The series finale wound down with Jessie on a peaceful plateau, in a budding relationship with her beautiful friend Katie Singer and, for the first time in three years, happy.