1.5 oz Kentucky Straight Bourbon Whiskey
1-2 Demerara Sugar Cube
2 Dashes Angostura Bitters
Orange Peel (expressed)
Place sugar, bitters, and one orange peel in a mixing glass. Muddle sugar. Top with ice and bourbon, then mix until cold and properly diluted. Place large ice cube into rocks glass and strain cocktail into glass. Make sure to shake mixing glass after straining to top ice with some sugar. Add Luxardo cherry to glass. Express orange peel over glass, ensuring oil coats inside edges of glass. Do not reuse mixing ice.