Bring a large pot of salted water to a boil. Add bucatini pasta and cook until al dente, about 11 minutes. Drain and set aside.
In a large skillet, heat olive oil over medium heat. Add guanciale and red pepper flakes. Cook until guanciale is crispy, about 5 minutes.
Deglaze the skillet with white wine and let it reduce slightly, about 3 minutes.
Add hand-crushed tomatoes to the skillet. Season with salt and black pepper. Simmer the sauce for about 15 minutes, until thickened.
Add the cooked bucatini to the sauce. Toss well to coat the pasta evenly with the sauce.
Remove from heat and stir in grated Pecorino Romano cheese until melted and well combined.
Serve hot, garnished with additional Pecorino Romano, if desired.