Terrence1

Ice Palace

A Millionaire for Christy

Rue, Sara

Robert Mitchum was in "His Kind of Woman" with Jane Russell.

Judy Garland

Roughshod Next: Tony Curtis

Zero Motivation

I Had the Craziest Dream

Don't Rain on My Parade

Celeste Holm was in "Come to the Stable" with Elsa Lanchester.

The Big Country Next: Kathryn Grant

Powell, Eleanor

Fife, Barney, played by Don Knotts on The Andy Griffith Show.

The Voice in the Mirror

Nancy Gates was in "Death of a Scoundrel" with Coleen Gray.

Barbara Stanwyck

Because You're Mine

Thanks, Peebs. Next: Barbara Stanwyck

Carter, Hal, played by William Holden in "Picnic"

The Searchers Next: Van Heflin

Maurice Moscovitch was in "In Name Only" with Charles Coburn, who was in "Has Anybody Seen My Gal?" with Piper Laurie, who was in "The Hustler" with Newman. Next: Ruth Negga

The Black Cat

Quaid, Dennis

Allen, Marie, played by Eleanor Parker in "Caged"

I'll go with your third clue, Peebs.. Is it "The Great Gatsby"?