The bold Kentucky spirit softens up when mixed with amaretto, OJ, club soda, and a dash of anise-flavored liqueur.
Moisten rims of 4 Champagne coupes; dip in sugar to coat. Combine bourbon, amaretto, pastis, and orange juice in a cocktail shaker. Add ice; shake to chill well. Strain into glasses; top each with 1 ounce soda.