Bring a large pot of water to a boil for the penne.
Heat the EVOO in a large skillet over medium-high heat. Add the bacon and crisp; add the leeks, garlic, thyme and pepper. Sauté for 5-6 minutes, then deglaze the pan with the wine. Add the tomatoes and cover the pan. Cook the tomatoes until they burst, 10-12 minutes, shaking the pan occasionally.
Salt the boiling water and cook the penne to al dente. Add a little of the starchy cooking water to the sauce just before draining the pasta. Toss the pasta with the sauce and cheese.