Preheat the oven to 400 degrees and line a large baking sheet with foil or parchment paper.
Trim the ends of the asparagus and gently wrap each spear in 1 piece of bacon and place on baking sheet.
Repeat with all the asparagus spears and season with pepper.
Bake 20-25 minutes.
Place the bacon wrapped asparagus under the broiler a few minutes to crisp up the bacon.
Serve with fresh tomato slices.