Movies Like Embarrassing Moments

If you liked Embarrassing Moments (1930), a comedy movie directed by William James Craft, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Much Ado About Nothing (2013)
★ 6.8/10Also comedy
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
2
Taking Care of Business (1990)
★ 6.3/10Also comedy
An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.
3
Tommy Boy (1995)
★ 6.8/10Also comedy
To save the family business, two ne’er-do-well traveling salesmen hit the road with disastrously funny consequences.
4
Mickey and Minnie Wish Upon a Christmas (2021)
★ 7/10Also comedy
After a series of mishaps, Mickey, Minnie and the gang are separated all over the world and must try to get back to Hot Dog Hills by Christmas Eve. A mysterious and jolly stranger shows up to tell them about The…
5
Stewie Griffin: The Untold Story (2005)
★ 6.9/10Also comedy
The maniacal baby of the Griffin family, Stewie, meets his future self. In doing this he discovers that his future image is not what he has anticipated because of a near death experience.
6
What Did You Do in the War, Daddy? (1966)
★ 5.9/10Also comedy
A by-the-book Captain is ordered to capture a strategic village in Italy. The Italian soldiers are willing to surrender, if they can have a festival first. The lieutenant convinces the Captain this is the only way…
7
Mickey's House of Villains (2002)
★ 7.3/10Also comedy
The villains from the popular animated Disney films are gathered at the House of Mouse with plans to take over. Soon, the villains take over the house and kick out Mickey, Donald and Goofy. It's all up to Mickey and…
8
Scooby-Doo! and the Legend of the Vampire (2003)
★ 7.1/10Also comedy
The Yowie Yahoo starts kidnapping musicians at a concert attended by Scooby and the gang in Vampire Rock, Australia.
9
The Loud House Movie (2021)
★ 7.2/10Also comedy
The Loud family travel to Scotland and discover they are descendants of Scottish royalty as they move into their giant ancestral castle.
10
Song of the Thin Man (1947)
★ 6.7/10Also comedy
While attending a glamorous jazz cruise on New York’s East River, Nick and Nora Charles witness the fatal shooting of a wealthy patron. When suspicion falls on a young bandleader and his musicians, the couple steps in…
11
Good Neighbor Sam (1964)
★ 6.6/10Also comedy
To help his divorced neighbor claim a substantial inheritance, a family man poses as her husband. The ruse spills over into his career in advertising, and his recent promotion relies on his wholesome and moral…
12
The Geisha Boy (1958)
★ 6.5/10Also comedy
Gilbert Wooley is a second-rate magician who is sent to entertain the troops in the pacific. During his time in Japan he becomes attached to a little orphan boy.
13
I Yabba-Dabba Do! (1993)
★ 6.5/10Also comedy
A grown-up Pebbles and Bamm-Bamm decide to get married.
14
Recess: All Growed Down (2003)
★ 6.5/10Also comedy
T.J. and The Recess Gang are kidnapped by the Third Street School's kindergartners, who are in turn being bullied by a new kid in their class.
15
The Willoughbys (2020)
★ 7.1/10Also comedy
When the four Willoughby children are abandoned by their selfish parents, they must learn how to adapt their Old-Fashioned values to the contemporary world in order to create something new: The Modern Family.
16
The Wizards Return: Alex vs. Alex (2013)
★ 7.8/10Also comedy
While trying to prove to her family she can be mature and responsible, teen wizard Alex Russo conjures up a spell to rid herself of her bad qualities, unintentionally creating a Good and Evil Alex. When Evil Alex gets…
17
Cadet Kelly (2002)
★ 6.2/10Also comedy
Hyperactive teenager Kelly is enrolled into a military school when her new stepfather becomes the Commandant. At first she has problems fitting in and taking orders until she tries out for the drill team.
18
Playing with Fire (2019)
★ 6.6/10Also comedy
A crew of rugged firefighters meet their match when attempting to rescue three rambunctious kids.
19
Shadow of the Thin Man (1941)
★ 7/10Also comedy
While attending a major horse race with their young son, Nick Jr., Nick and Nora Charles witnesse a shocking murder from the crowded grandstand. What first appears to be an isolated killing soon leads to a maze of…
20
Beverly Hills Chihuahua 2 (2011)
★ 5.9/10Also comedy
Puppy mayhem turns the lives of newlywed Chihuahua parents Papi and Chloe upside down when their rambunctious, mischievous puppies present one challenge after another. But when their human owners end up in trouble, the…