The Duke Wore Jeans is a 1958 British comedy musical film directed by Gerald Thomas and starring Tommy Steele, June Laverick and Michael Medwin.

Fate intervenes when drifter Tommy Hudson, who is the identical likeness of Tony, comes to the Whitecliffe estate to seek work.

"[7] The film was not as commercially successful as The Tommy Steele Story but according to Nat Cohen it still recouped its costs in three months.

[9] The Monthly Film Bulletin wrote: "Tommy Steele has a large, warm personality and an endearing ease in the midst of this absurd modern-dress Ruritanian pantomime.

He still has a tendency towards coyness or archness – a fault also of the young Ray Bolger, whom he often resembles – but one suspects that he will outlast the rock'n'roll era which fostered him.