Russell Kaye

A bartender at the Pendennis Club in Louisville, Kentucky, invented this cocktail, ostensibly to mask the flavor of bourbon for a Civil War veteran and club member who didn’t cotton to its flavor.

Old Fashioned Old Fashioned
Ironically, this definitive bourbon cocktail was inspired by a man who didn't care for its taste—we can't imagine why.
Yield: makes 1 Cocktail


  • 2 slices orange
  • 2 maraschino cherries (stems removed)
  • 2 dashes Angostura bitters
  • 12 tsp. superfine sugar
  • 2 12 oz. bourbon


  1. Put 1 orange slice, 1cherry, bitters, 1 tsp. water, and sugar into an old-fashioned glass. Using a pestle or the back of a teaspoon, muddle the fruit and sugar until the fruit is a little mashed and the sugar has dissolved.
  2. Add several ice cubes to the glass, then add bourbon. Stir gently and garnish with remaining orange and cherry.