This collection of melodramas delves into the lives of the ultra-wealthy, exploring themes of love, ambition, and the complexities of relationships when money is no object. These films offer a glimpse into the opulent world of millionaires, providing a rich tapestry of stories that captivate with their emotional depth and luxurious settings, making them a perfect escape for those fascinated by the interplay of wealth and romance.

Pretty Woman (1990)
Description: This classic tale of a wealthy businessman who hires a prostitute to accompany him to social events, only to fall in love with her, epitomizes the rags-to-riches romance theme.
Fact: The film was originally intended to be a dark drama, but was rewritten as a romantic comedy. Julia Roberts was paid $300,000 for her role, which skyrocketed her career.


It Could Happen to You (1994)
Description: A cop shares his lottery winnings with a waitress, leading to a romantic entanglement that explores themes of wealth, generosity, and love.
Fact: The film was inspired by a real-life story of a cop who shared his lottery winnings with a waitress.


The Wedding Planner (2001)
Description: A wedding planner falls for the groom of a high-profile wedding, navigating the complexities of love and wealth in the wedding industry.
Fact: Jennifer Lopez and Matthew McConaughey had to learn to dance for their roles, which added authenticity to their characters.


How to Lose a Guy in 10 Days (2003)
Description: A magazine writer and an advertising executive make a bet that involves him trying to make her fall in love with him, set against the backdrop of high society and wealth.
Fact: The film was inspired by a book of the same name, which was a parody of women's magazines.


Maid in Manhattan (2002)
Description: A hotel maid is mistaken for a wealthy socialite by a senatorial candidate, leading to a Cinderella-like romance that explores class differences and societal expectations.
Fact: Jennifer Lopez was pregnant during the filming, which led to some scenes being shot in a way to hide her pregnancy.


Something's Gotta Give (2003)
Description: A successful playwright falls for a much younger man, exploring themes of age, wealth, and love in the Hamptons.
Fact: Diane Keaton improvised much of her dialogue, adding to the film's natural feel.


The Holiday (2006)
Description: Two women, one from Los Angeles and one from England, swap homes for the holidays, leading to unexpected romances with wealthy men in their new environments.
Fact: The film was shot in both Los Angeles and Surrey, England, showcasing the contrast between the two settings.


The Devil Wears Prada (2006)
Description: A young aspiring journalist lands a job as an assistant to a powerful fashion magazine editor, delving into the world of high fashion and wealth.
Fact: Meryl Streep's character was inspired by Vogue editor Anna Wintour, although Wintour herself was not involved in the film.


The Proposal (2009)
Description: A high-powered book editor, facing deportation, convinces her assistant to marry her, leading to a comedic and romantic journey into the life of the wealthy in Alaska.
Fact: The film was shot in part in Alaska, showcasing the state's natural beauty, and Sandra Bullock and Ryan Reynolds had great on-screen chemistry.


Crazy, Stupid, Love (2011)
Description: While not exclusively about millionaires, the film features characters with significant wealth, exploring themes of love, divorce, and personal growth within affluent circles.
Fact: The film was originally titled "Untitled Dan Fogelman Project" during production.
