What actor/actress comes to mind?

[laffite]

The Heiress (near the end, she ascends the stairs slowly and the camera keeps her in view)
Olivia de Havilland

next : smokes a cigar

[Dargo]

"next : smokes a cigar"

George Burns

Next: two comedian/actors who were best friends in real life (and other than George here and Jack Benny)

[laffite]

Jackie Gleason and Phil Silvers

next : shifty

[Dargo]

"Jackie Gleason and Phil Silvers"

next : shifty

With the second name, you have supplied my answer here, laffite. Although, the second name to come to mind here was Keenan Wynn.

Next: constantly frustrated by the actions of others

[Feinberg]

Next: Ursine

Gibson Gowland

next: scheming corrupt millionaire

[Intrepid37]

next: scheming corrupt millionaire

Michael Douglas

next: private detective who owns a cat

[Feinberg]

next: private detective who owns a cat

Elliot Gould in The Long Goodbye

Next: an Apostle

[Intrepid37]

David McCallum (played Judas)

next: foreign legion soldier

[LawrenceA]

Jean Claude Van Damme


next: faced off against a giant creature

[Intrepid37]

next: faced off against a giant creature

Kerwin Matthews

next: played a character who took a bullet to the leg

[LawrenceA]

David Carradine


next: stentorian

[Intrepid37]

next: stentorian

Broderick Crawford

next: weasel-like

[LawrenceA]

next: weasel-like

Kevin Spacey


next: beautiful in the 1930s

[Intrepid37]

Kevin Spacey

Hate to disagree with you, Lawrence - but I don't think Spacey looks anything like a weasel.

beautiful in the1930's - Madeleine Carroll

next: thick eyebrows

[LawrenceA]

Kevin Spacey

Hate to disagree with you, Lawrence - but I don't think Spacey looks anything like a weasel.

beautiful in the1930's - Madeleine Carroll

next: thick eyebrows

Well you didn't say "looks like a weasel", you said "weasel-like", and that guy acted weaselly all the time.

thick eyebrows = Eugene Levy


next: scary