"Guys and Dolls" is a musical that premiered on Broadway in 1950 and won the Tony Award for Best Musical. It is based on two short stories by Damon Runyon, "The Idyll of Miss Sarah Brown" and "Blood Pressure," and borrows characters and plot elements from other Runyon stories. The musical is set in Depression-era Times Square and tells the overlapping stories of high-roller Sky Masterson, who falls in love with a puritanical missionary named Sarah Brown, and Nathan Detroit, a crap game manager who is trying to find a new location for his illegal game.

The plot of the musical involves Nathan Detroits efforts to find a new home for his illegal crap game after the police discover his usual venue. He bets Sky Masterson that he cant take Sarah Brown on a date to Havana, Cuba, and Sky agrees to the bet. However, Sky ends up falling in love with Sarah, and the two fly to Havana for dinner. Meanwhile, Nathan is dealing with his own problems, including his fiancée, Miss Adelaide, who wants him to go straight and marry her after a 14-year engagement.

Throughout the musical, the characters navigate their relationships and the challenges of their respective lifestyles, culminating in a resolution that involves both love and gambling. "Guys and Dolls" features music and lyrics by Frank Loesser and a book by Jo Swerling and Abe Burrows. It has been praised by critics for its significance to musical theatre and its form, style, and spirit.