Maid’s Night Out

Maid’s Night Out

Year: 1938

Runtime: 64 mins

Language: English

Director: Ben Holmes

Comedy

A millionaire's son accepts a challenge from his father and takes a job as a milkman for a month. During his deliveries he becomes smitten with a young debutante, mistakenly believing she is a maid, leading to comedic misunderstandings.

Warning: spoilers below!

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Timeline – Maid’s Night Out (1938)

Trace every key event in Maid’s Night Out (1938) with our detailed, chronological timeline. Perfect for unpacking nonlinear stories, spotting hidden connections, and understanding how each scene builds toward the film’s climax. Whether you're revisiting or decoding for the first time, this timeline gives you the full picture.

1

The wager is set

Bill Norman attempts to borrow his father's yacht, triggering a wager: if he can work 30 days at the family dairy without a single mistake, Mr. Norman will finance his expedition. Bill expects a cushy executive role, but the bet lands him delivering milk instead. This setup marks the clash between carefree privilege and practical responsibility.

Norman family home
2

Bill starts dairy work

Bill reports to the family dairy and begins the unwelcome grind of milk delivery. He must learn the routines and avoid mistakes during the 30-day test. The glamorous lifestyle quickly gives way to hard, ordinary work.

Norman family dairy
3

Meeting Sheila Harrison

On his milk rounds, Bill meets Sheila Harrison, thinking she is a maid. In truth she is a socialite whose family hides serious financial troubles. The encounter plants a spark between them despite their different worlds.

town during milk rounds
4

Sheila's family's plan

Sheila's mother pressures her to marry wealthy Wally Martin as a way out of debt. Sheila resents the manipulation but feels the pressure of money and status. The prospect of a match with Wally creates tension with Bill.

Harrison residence
5

Romance begins

Despite initial resistance, Bill wins Sheila over with genuine charm and persistence. The two start spending time together and their feelings grow across social boundaries. The romance complicates the bet and their lives.

various locations around town
6

Charity ball and a misunderstanding

At a charity ball, Wally asserts that Sheila is his fiancée, and Sheila suspects Bill's claim that Adele is just a cousin. Adele is actually Bill's cousin, which adds confusion. The confrontation pushes the couple toward a breakup.

Evening Charity ball
7

The fight and the fallout

Bill punches Wally and is tossed out of the ball. Adele overhears Sheila deny the engagement and tells Bill the truth. The misunderstanding worsens as the party ends and tensions spike.

Evening Charity ball venue
8

Hogan's drive and revelation

Tim Hogan drives Bill to Sheila to try to speak with her again. Hogan convinces Sheila that Bill truly loves her and then reveals Bill's actual identity as the earnest suitor and son of Mr. Norman. The truth shocks Sheila but deepens the connection.

on the road to Sheila's home
9

Mary's kidnapping scare and arrest

Mary spots Bill and Sheila leaving in Hogan's milk truck and assumes Sheila is being kidnapped. The concern triggers police involvement and Bill is arrested. The misunderstanding heightens the stakes for the lovers.

Sheila's residence / town streets
10

Sheila makes the last delivery

With the last day of the bet arriving, Sheila dons a milk-delivery uniform and goes out to complete Bill's rounds. She commits to finishing the task that would secure Bill's future. The scene blends race-against-time tension with romantic devotion.

Last day Norman dairy / milk routes
11

Bill is bailed out and reunites

Bill is bailed out and catches up with Sheila as she begins her rounds again. The pair reunites just in time as the chase with the authorities resumes. They resolve to finish the deliveries together.

on the road / milk routes
12

The final milk run

The couple race to complete Bill's thirty-day rounds with seconds to spare. They deliver every bottle and return to the dairy before the deadline, securing the wager. The victory marks a turning point in Bill's life and love.

End of day Norman dairy town
13

Approval from the parents

Mr. Norman and Mrs. Harrison realize the two families' feud has dissolved with the romance. They approve of Bill and Sheila's relationship, recognizing that love and responsibility can coexist. The movie closes on a note of reconciliation and partnership.

Norman residence / Harrison residence

Last Updated: October 09, 2025 at 09:18

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Characters, Settings & Themes in Maid’s Night Out

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