The Adventures of Sebastian Cole (1999)

Synopsis
Tod Williams made his feature directorial debut with this teen comedy-drama set in 1983. High school senior and writer wannabe Sebastian Cole (Adrian Grenier) survives a car accident in a remote Southwestern area near the trailer home of a Spanish-speaking woman. As she dresses his wounds, Sebastian looks back over the past year and his dysfunctional family life. After a divorce, Sebastian's near-alcoholic mother Joan (Margaret Colin) remarried. His architect father Hartley (John Shea) was more devoted to career than family. His sister Jessica (Marni Lustig) is off to the West Coast with her dullard boyfriend. Sebastian's stepfather Hank (Clark Gregg) plans a sex change. Since being married to a woman doesn't appeal to Joan, she returns to her native England with Sebastian. Months later, Sebastian moves back to his upstate New York hometown, rejoining Hank. However, Hank is now Henrietta, wearing makeup and women's clothing and serving as both a mother and father figure for Sebastian. Shown at the 1998 Toronto Film Festival. ~ Bhob Stewart, All Movie Guide