Preheat oven to 400 degrees F (200 degrees C).
Prepare a baking sheet by lining it with aluminum foil and placing a wire rack on top.
Trim the tough ends off the asparagus spears.
Take a slice of bacon and wrap it tightly around 2-3 asparagus spears, starting at the bottom and continuing to the top.
Place the bacon-wrapped asparagus bundles on the wire rack on the baking sheet.
Drizzle the olive oil over the bundles and season with salt and pepper.
Bake in the preheated oven for 12-15 minutes, or until the bacon is crispy and the asparagus is tender.
Serve hot and enjoy!