[Richard Kimball]

I never understood the fascination with Sinatra. Maybe if I had been to one of the Vegas shows or night clubs when he was performing I might get it. He never seemed cool to me.
My list of cool from the pre-hippy sixties:

1. John Wayne
2. Sean Connery
3. Dean Martin
4. Robert Mitchum
5. Humphrey Bogart (I know he was dead by then, but his movies lived on)

[Frantzie]

Liked the western (one or two???) with Duke Wayne and Dino.

William Holden was pretty cool in Stalag 17.

Steve McQueen and Clint led into the 1960s. I also liked James Garner who could also play comedic roles with Doris Day.

[My hearts in London - Everett]

"I never understood the fascination with Sinatra."

Have you ever seen him with Gene Kelly and Kathryn Grayson in Anchors Aweigh when he was young? I think he was great. I have no clue what he was like in his personal life back then, but he was pretty good on the silver screen, IMO.