Preheat oven to 350 degrees. Place bourbon and brown sugar in medium sauce pan over medium heat. Once boiling, reduce to a simmer and cook for 10 minutes. Remove from heat and set aside.
Coat two large baking sheets with aluminum foil. Lay bacon flat on baking sheets, making sure they aren't touching. Brush tops of the bacon with bourbon brown sugar mixture. Sprinkle on remaining ¼ cup of brown sugar over the top of the bacon.
Bake for 10 minutes and then rotate baking sheets 180 degrees and bake until bacon is dark brown but not burned in the center (the ends might get a little darker but that's okay).
Remove bacon from oven and let them cool on baking sheets. Dab the tops with a paper towel to remove the excess fat collections. Serve once it's cooled down.