Bing Crosby is featured along with another influential performer, Louis Armstrong, on Now You Has Jazz. "Der Bingle" also takes a musical trip with Frank Sinatra as they perform Mexicali Rose, South of the Border, I Love Paris and more, and are joined by surprise guest Bob Hope for The Road to Morocco.

The warm, easy-going style of Perry Como is on display as he performs Hello Young Lovers and sings an engaging duet with Ann-Margret on It Might as Well Be Spring. Then it’s the "King of Cool" himself, Dean Martin, singing some of his biggest hits including Oh, Marie and That’s Amore and clowning with his former partner Jerry Lewis and guest Jack Benny.

The lighter side of Nat "King" Cole comes across through his performances of That’s My Girl and Frim Fram Sauce. And for a finale, Frank Sinatra sings Witchcraft and gives us a musical history lesson along with Louis Armstrong in Birth of the Blues.

The performances in this entertaining DVD prove why Frank, Dean, Bing, Nat and Perry (last names are really not necessary) ruled the world of popular music for many decades, and are still loved today.