Preheat oven to 350 degrees (F).
Drizzle a large sheet pan with olive oil.
Slice tomatoes and place in an even layer over olive oil.
Peel and crush garlic, and add to pan with tomatoes.
Roast in oven for 30-45 minutes or until tomatoes begin to "wilt" and turn slightly brown.
Allow to cool for 10 minutes.
Place roasted tomatoes and garlic into a blender with pepper.
Blend until desired consistency is met, add warm chicken stock or water if desired (for consistency).
Taste, and season with salt and sugar if desired.
Serve warm, and enjoy!