01 - Boil elbow macaroni according to package directions until al dente; drain and set aside.
02 - In a saucepan over medium heat, melt butter. Whisk in flour and cook for 1 minute until bubbling. Slowly whisk in whole milk and continue stirring until thickened, about 2–3 minutes.
03 - Add cheddar cheese, garlic powder, salt, and pepper into the sauce. Stir until smooth, then combine with cooked macaroni. Spread mixture on a parchment-lined tray and refrigerate 20 minutes until firm.
04 - Slice whole dill pickles into 1/2-inch thick rounds. Remove the centers with a small cutter or knife to form rings. Dry thoroughly with paper towels.
05 - Pack chilled mac and cheese tightly into the hollow centers of each pickle ring. Arrange stuffed rings on a tray and freeze for at least 15 minutes to set.
06 - Set up three bowls: flour; beaten eggs mixed with 1 tablespoon milk; and a mixture of panko breadcrumbs, paprika, cayenne pepper (if using), and salt. Coat rings in flour, dip into egg mixture, then press into panko blend until fully covered.
07 - Heat vegetable oil in a deep heavy-bottomed pot to 350°F. Fry the breaded rings in batches for 2–3 minutes per side until golden and crisp. Remove with a slotted spoon and drain on paper towels.
08 - Enjoy hot with your preferred dipping sauce.