The Adventures of Sebastian Cole 1998

Synopsis:

Hank marries the divorced Joan, who's the mother of teens Sebastian and Jessica. After living with his new family for years, Hank announces that he's getting a sex change operation. The family deserts Hank, with Jessica going her own way and Sebastian staying with his mom. But Joan becomes an alcoholic, so Sebastian moves back in with Hank — now Henrietta — who turns out to be far more supportive than anyone else.

Directed by: Tod Williams
Written by: Tod Williams
Release date: 1998-09-11
Runtime: 99 minutes
Tagline: A movie about sex, rebellion and a stepfather named Henrietta.
Cast:
Adrian Grenier
Adrian Grenier
Sebastian Cole 
Clark Gregg
Clark Gregg
Hank / Henrietta 
Margaret Colin
Margaret Colin
Joan Cole 
John Shea
John Shea
Hartley Cole 
Marni Lustig
Marni Lustig
Jessica Cole