Combine sugar and 1/2 teaspoons pepper in pie plate. Lay 4 slices bacon on large plate, weigh down with second plate, and microwave on high power until fat is rendered and bacon is slightly shriveled but still pliable, 1-3 minutes. Cool slightly, then dredge one side of rendered bacon in sugar mixture.
Pat steaks dry and season with salt and pepper. Wrap each steak with 1 piece sugared bacon overlapping ends, and secure with two toothpicks. For extra bacon flavor, top the bacon-wrapped filet with another slice of raw bacon.
Heat all burners on high for 15 minutes, then leave primary burner on high and turn other burner(s) to low. Scrape and oil cooking grate. Grill steaks, covered, over cooker side until crisp. Flip steaks and grill, covered, over hotter side of grill until steaks register 125 to130 degrees (for medium-rare), 5-10 minutes. Transfer to plate, tent with foil and let rest for 5 minutes. Remove toothpicks, serve crumbling bacon over steaks.