A creamy mixture of roasted jalapeno, cream cheese, bacon, and sharp cheddar stuffed between two slices of bread and grilled to perfection, upgrades the popular grilled cheese sandwiches into insanely delicious Jalapeno Popper Grilled Cheese Sandwiches.
Cut Jalapenos to half and deseed with a spoon. Heat a cast iron skillet. Place pepper halves skin side up. Brush with oil and cook for 2-3 minutes. Flip the peppers skin side down and cook for 3-4 minutes. Press around the edges with a spatula. It is done when you see small dark brown blisters on the skin.
Cover and let the Jalapenos cool. Once it is cool enough to handle, chop them roughly.
To the softened cream cheese, add chopped roasted Jalapeno peppers, cooked bacon, seasoning. Mix well.
Butter one side of bread, keep buttered side down. Place 2-3 tablespoons of filling. Top it with 2-3 tablespoons of shredded cheddar. Place another slice of bread and butter it.
Heat a cast iron skillet. Place sandwiches on hot skillet and cook for 3-4 minutes on medium-low heat on each side. Press gently with the back of the spatula, so the slices stick to the melty cheese and hold together.
If you are making a big batch, keep the sandwiches on a wired rack to prevent it from getting soggy from the bottom.