Preheat the oven to 350 degrees.
Peel and boil the potatoes until fork tender. Drain and place in a microwaveable bowl and mash them finely.
To the potatoes add milk, butter, cheddar cheese, and salt and pepper to taste. Stir well.
Microwave the potatoes for about 1-2 minutes until the cheese is melted. Stir well. Set aside.
Grease the baking pan if it is not non-stick. If it is non-stick do not grease it.
Separate the crescent rolls into 4 rectangles by leaving two triangle rolls connected. Unroll then and place on the baking sheet. Pinch the seams closed and gently press each rectangle to be slightly larger and so each is consistent in size.
Place a quarter of the potato mixture in the center of each rectangle. Gather up the four corners and a piece of each larger side to form your pillow. Pinch them together and secure with a toothpick.
Bake for 15-18 minutes or until the tops are golden brown.
Remove from the oven and lightly brush with butter. I put a little butter on the back of a fork and gently spread over the tops.
Allow to cool for at least 10-15 minutes before serving. These stay hot for a long time.