Suggestions by @cassie_jayne

Max Irons

as Tom in Dear Diary

AnnaSophia Robb

as Willa Dolenz in St. Elmo's fire

Dacre Montgomery

as Billy Hicks JR in St. Elmo's fire

Lucas Till

as Daniel Keager in St. Elmo's fire

Mena Massoud

as Miles Newbury in St. Elmo's fire

Annie Wilson

as Sienna Hunter in St. Elmo's fire

Inanna Sarkis

as Gia Van Patten in St. Elmo's fire

Dylan O'Brien

as Henry Beamish in St. Elmo's fire

Josh Berman

as Producer in St. Elmo's fire

Josh Berman

as Writer in St. Elmo's fire

Mare Winningham

as Wendy Beamish in St. Elmo's fire

Ally Sheedy

as Leslie Hunter in St. Elmo's fire

Judd Nelson

as Alec Newbury in St. Elmo's fire

Judd Nelson

as Kirby Keager in St. Elmo's fire

Demi Moore

as Julianna Van Patten in St. Elmo's fire

Andrew McCarthy

as Kevin Dolenz in St. Elmo's fire

Rob Lowe

as Billy Hicks in St. Elmo's fire

Emilio Estevez

as Kirby Keager in St. Elmo's fire

Sean Keenan

as Dean in Dear Diary

mgk

as Perry in Under the Never Sky