In a small saucepot, combine the brown sugar, molasses, 3/4 cup water, cinnamon, ginger, cloves, and orange peel. Simmer about 5 minutes until the granules dissolve. Remove from heat and stir in the vanilla. Let cool slightly. Extra syrup will keep in the fridge for up to a week.
In a rocks glass, stir together the bourbon, orange liqueur, syrup, and bitters. Add a large square or round ice cube (or a regular amount of ice cubes if that's all you got!) Garnish with a cinnamon stick and anise pod, as desired.
Keyword bourbon, christmas, cocktail, drinks, gingerbread, old fashioned, winter