This collection of films delves into the timeless theme of love across social divides, where wealth and status play pivotal roles in the unfolding romance. These stories not only entertain but also offer insights into societal norms, personal growth, and the complexities of relationships when money is involved. Each film in this list provides a unique perspective on how love can bridge or highlight the gap between the rich and the poor.

Sabrina (1954)
Description: A chauffeur's daughter falls in love with the playboy son of her father's employer, but the real romance begins when she returns from Paris transformed.
Fact: The film was remade in 1995 with Harrison Ford and Julia Ormond, but the original remains a classic.


Trading Places (1983)
Description: While not a traditional romance, this comedy involves a rich man and a poor man switching lives, exploring themes of wealth, class, and personal identity.
Fact: The film was nominated for an Academy Award for Best Original Screenplay.


Overboard (1987)
Description: A rich, spoiled woman loses her memory and is convinced by a working-class carpenter that she is his wife and mother to his children, leading to a comedic and romantic journey.
Fact: The film was remade in 2018 with the genders of the main characters swapped.


Pretty Woman (1990)
Description: This classic rom-com features a wealthy businessman who hires a prostitute for a week, only to find himself falling for her. It's a quintessential tale of a rich man and a poor woman finding love.
Fact: The film was originally intended to be a dark drama, but was rewritten as a romantic comedy. Julia Roberts was nominated for an Oscar for her role.


Maid in Manhattan (2002)
Description: A hotel maid is mistaken for a wealthy guest by a senatorial candidate, leading to a Cinderella-like romance. The film explores class differences and mistaken identity.
Fact: Jennifer Lopez's character was inspired by a real-life story of a maid who was mistaken for a guest at a hotel.


The Holiday (2006)
Description: While not strictly about rich boys and poor girls, it includes a subplot where a wealthy movie trailer editor swaps homes with a less affluent journalist, leading to unexpected romance.
Fact: The film's cottage in Surrey was built specifically for the movie and was later sold as a real home.


The Devil Wears Prada (2006)
Description: A young aspiring journalist from a modest background gets a job at a prestigious fashion magazine, where she learns about the high-stakes world of fashion and falls for a wealthy colleague.
Fact: Meryl Streep's character was inspired by Vogue editor Anna Wintour, though Wintour herself has said she's not as harsh as the character portrayed.


The Proposal (2009)
Description: A high-powered book editor from a wealthy background convinces her assistant to pretend to be her fiancé to avoid deportation, leading to a romantic entanglement.
Fact: The film was shot in Alaska, providing a unique backdrop for the story.


A Cinderella Story (2004)
Description: A modern take on the Cinderella tale where a high school student, treated poorly by her stepmother, finds love with a popular boy who doesn't know her true identity.
Fact: The film features a memorable scene where the main characters communicate via text messages, a novel approach at the time.


The Prince & Me (2004)
Description: An American college student falls in love with a Danish prince who is studying incognito at her university, highlighting the clash between royal obligations and personal desires.
Fact: The film was inspired by the real-life story of Mary Donaldson, who married Crown Prince Frederik of Denmark.
