Using a sharp knife or kitchen scissors, cut the bacon slices into thirds. This size is just right for wrapping around each Lil Smokie without too much overlap.

Set your oven to 350°F and line a baking sheet with parchment paper or foil for easy cleanup. If using foil, lightly coat it with nonstick spray to prevent sticking.

Lay a piece of bacon flat on a plate or cutting board. Place a cocktail sausage at one end of the bacon strip, then roll it up snugly. The bacon should wrap around just once, with a little overlap.

Stick a toothpick through the center of each bacon wrapped weenie to hold everything together. This also makes them easy to grab when serving.

Place the wrapped smokies on the lined baking sheet, spacing them out so they have room to crisp up.

Sprinkle brown sugar generously over the top of the bacon wrapped weenies. As they bake, the sugar will melt and caramelize, giving them a sweet, slightly sticky glaze.

Transfer the baking sheet to the preheated oven and bake for 20-25 minutes, keeping an eye on them. Cooking times may vary depending on your oven, so check around the 20-minute mark. You’re looking for the bacon to be golden brown and crispy. If needed, bake for a few extra minutes.

Remove from the oven and let them cool for a couple of minutes before serving. Serve warm as-is or with your favorite dipping sauce. Enjoy!