James Van Der Beek was in Angus (1995) with Beth Richards.
Beth Richards was in Out on a Limb (1992) with Courtney Peldon.
Courtney Peldon was in The Ice Storm (1997) with Katie Holmes.

James Van Der Beek was in Angus (1995) with Kathy Bates.
Kathy Bates was in Dolores Claiborne (1994) with Jennifer Jason Leigh.
Jennifer Jason Leigh was in Crooked Hearts (1991) with Joshua Jackson.

James Van Der Beek was in Angus (1995) with Tony Denman.
Tony Denman was in Little Big League (1994) with Jason Robards.
Jason Robards was in A Thousand Acres (1997) with Michelle Williams.

Katie Holmes was in The Ice Storm (1997) with Adam Hann-Byrd.
Adam Hann-Byrd was in Digger (1993) with Joshua Jackson.

Katie Holmes was in Ice Storm, The (1997) with Sigourney Weaver.
Sigourney Weaver was in Dave (1993) with Ben Kingsley.
Ben Kingsley was in Species (1995) with Michelle Williams.

Joshua Jackson was in Crooked Hearts (1991) with Jennifer Jason Leigh.
Jennifer Jason Leigh was in A Thousand Acres (1997) with Michelle Williams.