The Whiskey Smash made its recipe-book debut in the 1887 edition of “The Bartenders Guide” by Jerry Thomas, though variations of this fruit-and-whiskey concoction were likely made for decades prior to this inclusion. After all, bartenders and drinkers had been making juleps since the 1700s, and the citrusy Whiskey Sour was already in rotation when the Whiskey Smash came onto the scene. A good smash requires a good muddler. You want to compress the lemon wedges to release not only their juices, but also the oils in the peel, which creates a richer taste when combined with the whiskey and sugar. Adding a few fresh mint leaves to the shaker (Mr. Thomas specifically calls for spearmint) lends cooling minty notes. Legendary bartender Dale DeGroff, aka King Cocktail, began serving Whiskey Smashes at the Rainbow Room in New York when he was behind the bar during the late 1980s and 1990s, which helped to popularize and reintroduce this classic to modern drinkers. He made his version with bourbon, muddled lemon wedges and mint. Most recipes call for bourbon, but rye and even Canadian whiskies also create a fine drink.