Preheat oven to broil with a shelf near the top. Heat 1 tbsp olive oil in a large skillet over medium heat.
When oil is hot add garlic and cook briefly until fragrant. Add ground pork, pineapple, red onion, smoked paprika, ½ tsp salt, and ¼ tsp pepper. Cook, stirring occasionally, until pork and pineapple are browned and onion is softened, about 8-12 minutes.
Meanwhile, place mini bell peppers on a sheet pan and toss with 1 tbsp olive oil, ¼ tsp salt and pepper. Place under broiler and rotate every 1-2 minutes until charred.
Heat flatbread briefly under broiler, if desired, just until warmed. Assemble flatbreads with about a tablespoon of sour cream spread down the middle, top with pork and pineapple mixture, 1 tbsp cheese, and cilantro. Serve with blistered peppers.