The Jazz Age Tale of America’s First Gangster Couple, Margaret and Richard Whittemore

Before Bonnie and Clyde, there was another criminal couple capturing America’s attention. Baltimore sweethearts, Margaret and Richard Whittemore, made tabloids across the country as Tiger Girl and The Candy Kid during the 1920s for stealing millions of dollars’ worth of diamonds and precious gems along with Americans’ hearts.

Todays guest, Glenn Stout, author of “Tiger Girl and the Candy Kid,” discuss the Whittemore’s Jazz Age exploits. This era is typically defined in terms of its glamour. But not everyone in 1920s America had it all. In the wake of world war, a pandemic, and an economic depression, Margaret and Richard Whittemore, two love-struck working-class kids, reached for the dream of a better life. The two would stop at nothing to get rich and headed up a gang that in less than a year stole over one million dollars’ worth of diamonds and precious gems - over ten million dollars today.

Margaret was a chic flapper, the archetypal gun moll, right hand to her husband’s crimes. Richard was the quintessential bad boy, the gang’s cunning and muscle that allowed the Whittemores to live the kind of lives they’d only seen in the movies. Along the way he killed at least three men, until prosecutors managed a conviction. As tabloids across the country exclaimed the details of the couple’s star-crossed romance, they became heroes to a new generation of young Americans who sought their own version of freedom

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