The music video was a mimicry of Marilyn Monroe's performance of the song "Diamonds Are a Girl's Best Friend" from the 1953 film Gentlemen Prefer Blondes. The mimicked scenes are interspersed with scenes of a Hollywood director trying to win the heart of an actress, played by Madonna herself. Discovering that, contrary to her song, the young woman was not impressed by money and expensive gifts, he pretended to be penniless and succeeded in taking her out on a date. She has performed the song in five of her world tours; most of her performances of the song on tour are mimicries of the song's music video.

The music video to accompany the single was directed by David Fincher, who had previously collaborated on Madonna's "Express Yourself", "Oh Father" and "Vogue" videos. The clip features Madonna playing a high-powered Manhattan executive who has many one-night stands with a variety of men, ultimately being murdered by one of these men at the end of the video. The video features the American actor Christopher Walken, who plays "a guardian angel" to Madonna's character.

A peak into the unfiltered world of Pia Mia - the multi-hyphenate singer-songwriter-model and newly minted fashion director of Madonna's clothing line, Material Girl - as she fearlessly pursues her dreams.

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Madonna performs in the music video "Vogue" from the album "I'm Breathless" recorded for Sire Records and Warner Brothers Records. Madonna sings and dances in the video that is set in Art Deco-themed 1920s and 1930s surroundings. Men and women in suits join Madonna in dancing the distinctive vogue style.

A habitual gambler comes to the aid of a desperate woman after her daughter inherits a fortune and is underhandedly taken by her estranged father.

Madonna's rise to fame from 1978 to 1992, exploring her personal life, controversies, and the challenges she faced during that period.

Inspired by a Robert W. Service poem, the story concerns a Parisian demimonde named Lucille who becomes the model of an aspiring artist named Robert. Falling in love with Robert, Lucille endeavors to spare him disappointment by secretly buying his "unsaleable" paintings. Luck of luck, one of his portraits of Lucille, "My Madonna," wins first prize in an art contest.

After her boyfriend rejects her marriage proposal, thirty four year old Leah Schwartzmann checks herself into a retreat which promises to take less-than-perfect women and transform them into "Marriage Material."