Movies like Where's My Wandering Boy Tonight? (1922)
The best movies like Where's My Wandering Boy Tonight? (1922) are Pretty Woman (1990), Cover Girl (1944) and Summertime (1955). If Where's My Wandering Boy Tonight? hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Where's My Wandering Boy Tonight?
Quick picks
- Highest ratedPretty Woman (1990)7.4/10 from 9,308 votes
- NewestRuth & Boaz (2025)Released 2025
Pretty Woman (1990)
Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges Edward's no-nonsense approach to life, and soon they are teaching each other – and falling in love!
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisCover Girl (1944)
A nightclub dancer makes it big in modeling, leaving her dancer boyfriend behind.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSummertime (1955)
Middle-aged Ohio secretary Jane Hudson has never found love and has nearly resigned herself to spending the rest of her life alone. But before she does, she uses her savings to finance a summer in romantic Venice, where she finally meets the man of her dreams, the elegant Renato Di Rossi.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisJune and John (2025)
John leads an ordinary life with a monotonous routine. One day John runs into a woman on the subway who is as beautiful as she is mysterious named June. His encounter with her finally leads him to have a goal in his bumptious life.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBreezy (1973)
A free-spirited young woman, Breezy, hitches a ride with an aging real estate salesman, Frank. Sensing that she just wants to use him he tries to have nothing to do with her. She's not that easy to shake, however, and over time a bond forms between them.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisZiegfeld Girl (1941)
Discovery by Flo Ziegfeld changes a girl's life but not necessarily for the better, as three beautiful women find out when they join the spectacle on Broadway: Susan, the singer who must leave behind her ageing vaudevillian father; vulnerable Sheila, the working girl pursued both by a millionaire and by her loyal boyfriend from Flatbush; and the mysterious European beauty Sandra, whose concert violinist husband cannot endure the thought of their escaping from poverty by promenading her glamor in skimpy costumes.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisA Star Is Born (1976)
Has-been singing idol John Norman Howard falls in love with young, up-and-coming songstress Esther Hoffman in Frank Pierson's version of the classic love story updated to the rock and roll era.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBelow Her Mouth (2017)
An unexpected affair quickly escalates into a heart-stopping reality for two women whose passionate connection changes their lives forever.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisEva (1962)
Best-selling author Tyvian Jones has a life of leisure in Venice, Italy, until he has a chance encounter with sultry Frenchwoman Eva Olivier. He falls for her instantly, despite already having wedding plans with Francesca Ferrara. Winning Eva's affection proves elusive; she's more interested in money than in love. But Tyvian remain steadfast in his obsession, going after Eva with a fervor that threatens to destroy his life.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe High Note (2020)
Set in the dazzling world of the LA music scene comes the story of Grace Davis, a superstar whose talent, and ego, have reached unbelievable heights. Maggie is Grace’s overworked personal assistant who’s stuck running errands, but still aspires to her childhood dream of becoming a music producer. When Grace’s manager presents her with a choice that could alter the course of her career, Maggie and Grace come up with a plan that could change their lives forever.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisPlaying It Cool (2014)
A young man meets and instantly falls in love with an engaged woman.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisRuth & Boaz (2025)
A talented singer leaves the Atlanta music scene and starts over in small-town Tennessee, where she finds love and new purpose but can't escape the past.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisRock of Ages (2012)
A small town girl and a city boy meet on the Sunset Strip, while pursuing their Hollywood dreams.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Other End of the Line (2007)
An employee at an Indian call-center travels to San Francisco to be with a guy she falls for over the phone.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisCasanova (2005)
With a reputation for seducing members of the opposite sex, regardless of their marital status, a notorious womanizer discovers a beauty who seems impervious to his charms. However, as he continues to pursue the indifferent lady, he finds himself falling in love.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisRomance & Cigarettes (2006)
Ironworker Nick lives with his wife, Kitty, and three daughters. When he meets a significantly younger woman, Tula, he starts an affair with her, much to the chagrin of his wife, and his life is thrown into upheaval. Kitty kicks Nick out of the house, and he is forced to make some difficult decisions.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLes Girls (1957)
After writing a tell-all book about her days in the dance troupe "Barry Nichols and Les Girls", Sybil Wren is sued for libeling her fellow dancer Angele. A Rashômon style narrative presents the story from three points of view where Sybil accuses Angele of having an affair with Barry, while Angele insists that it was actually Sybil who was having the affair. Finally, Barry gives his side of the story.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Fighting Temptations (2003)
Darrin Hill, a slick-talking but down-on- his-luck NYC advertising exec, returns to his hometown in Georgia to claim the inheritance his aunt left him. But before Darrin can collect the money, he must fulfill his aunt's final wish -- to create a local choir.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisA Touch of Class (1973)
Steve, a happily married American man living in London meets Vicki, an English divorcée and run off to Marbella for a rollicking week of sex. They then return to London to set up a cozy menage, despite the fact that he loves his wife and children, and now realize that he and Vicki have also fallen in love.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisDance with Me (1998)
Young Cuban Rafael just buried his mother, and comes to Houston to meet his father John for the first time. The difficult part is that John doesn't know he is Rafael's father. John runs a dance studio, and everyone prepares for the World Open Dance championship in Las Vegas. It soon becomes clear Rafael is a very good dancer, and Ruby is the biggest hope for the studio at the championship.
Why it matches: Recommended by TMDB viewers
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Frequently asked questions
What are the best movies like Where's My Wandering Boy Tonight??
The closest matches to Where's My Wandering Boy Tonight? are Pretty Woman (1990), Cover Girl (1944) and Summertime (1955). Below are 17 more, each with the reason it matches.
What should I watch after Where's My Wandering Boy Tonight??
Start with Pretty Woman (1990), the closest match to Where's My Wandering Boy Tonight?.
What is the highest-rated movie like Where's My Wandering Boy Tonight??
Pretty Woman (1990), rated 7.4/10 by 9,308 TMDB users.
What is the newest movie like Where's My Wandering Boy Tonight??
Ruth & Boaz (2025) is the most recent release on this list.
Are there English movies like Where's My Wandering Boy Tonight??
Yes: Pretty Woman (1990), Cover Girl (1944) and Summertime (1955).
How are movies similar to Where's My Wandering Boy Tonight? chosen?
First come films that Trakt’s viewers watch alongside Where's My Wandering Boy Tonight?, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.