Place the crisper plate into the COSORI Air Fryer basket.
Sprinkle the brown sugar onto the cut sides of the banana halves.
Select the Bake function, adjust temperature to 204°C and time to 8 minutes, then press Start/Pause to preheat.
Place the banana halves cut-side up onto the preheated crisper plate.
Remove the banana halves when done and scoop the fruit into a bowl, discarding the peels.
Add half of the whipped topping to the bananas and mash together.
Place a layer of broken cookies at the bottom of each serving glass topped with a layer of the banana mixture, followed by the whipped topping. Repeat.