Carefully trim the tops from each tomato. Using a melon baller or a small spoon, gently scoop out the seeds and interior flesh to create a cavity for filling. Be cautious not to pierce the skin.
Using either a spoon or a piping bag, neatly fill each tomato shell with the pimento cheese until the cavity is completely filled. Lightly level the top using the back of a spoon for an even presentation.
Place the filled tomatoes on a platter or tray and chill in the refrigerator for at least 30 minutes. This helps the cheese set and enhances the overall flavor.
Before serving, optionally sprinkle chopped parsley or minced chives on top for a fresh herbal touch. Serve these bites well-chilled for optimal taste and texture.