Dice the cherry tomatoes into small cubes and place in a colander to drain excess liquid for one hour.
Add the drained tomatoes to a bowl along with one tablespoon olive oil, salt to taste, oregano, and eight chopped basil leaves. Mix together and let sit for 20 minutes to blend flavors.
Next, heat a grill pan to high temperature. Quickly soak bread slices in milk, then toast on the grill until browned on both sides.
Meanwhile, peel and halve one garlic clove.
Once bread is toasted, rub the cut side of the clove on toasted bread slices to flavor.
Brush remaining olive oil on seasoned sides.
Top toast with tomato-basil mixture.
Garnish with fresh basil leaf, if desired.
The bruschetta is now ready to serve.