Line a baking sheet with aluminum foil. Spray a wire rack with cooking spray, and place on top of the baking sheet.
Cut the bacon into thirds.
Roll each Lit’l Smokies sausage in a piece of the sliced bacon.
Generously roll the bacon wrapped smokies in the brown sugar. Secure with a toothpick.
Place the bacon wrapped smokies on the prepared wire rack.
Bake for 20–30 minutes, or until the bacon is crisp (this varies widely on the brand/variety of bacon used).
Notes
If you use a 16-oz package of bacon, you'll have a few slices leftover. I guess that means bacon for breakfast tomorrow! You can use thick cut bacon here. Increase the cooking time to closer to 40 minutes. If you do this, you may want to soak the toothpicks in water for 15 minutes to ensure they don't burn. Don't have a wire rack? Just bake directly on the foil. Want to jazz these up? Add ½ teaspoon of paprika, smoked paprika, OR cinnamon to the brown sugar before rolling. You can also make them a little spicy with cayenne (start with ¼ teaspoon of that). Many recipes for these say to put the bacon wrapped smokies in a 13x9-inch pan and sprinkle the brown sugar on top before baking (instead of individually rolling them in the brown sugar). That, of course, works just fine! I prefer the wire rack method above because it's less messy and the smokies get more evenly coated, but do what works for you.