Prep Your Cookie Cups: First things first, let's get those cookie bases ready. Preheat your oven according to the cookie dough package directions. Grab a mini muffin tin – this is key for getting those perfect cup shapes. You don't usually need to grease it since sugar cookies have plenty of butter, but if your pan is notorious for sticking, a quick spray won't hurt. Take your refrigerated cookie dough and combine it with the ⅔ cup of all-purpose flour in a bowl. This extra flour helps the cookies hold their shape better while baking, preventing them from spreading too much and losing their 'cup' potential. Roll the dough into small balls, about 1 to 1.5 inches in diameter, and press one into each cavity of the mini muffin tin. You want to press down and up the sides a little to create a shell or cup shape. Bake for about 10-14 minutes, or until the edges are lightly golden. As soon as they come out of the oven, you might need to gently press the centers down again with a spoon or a small tart shaper to ensure they have a nice deep well for the filling. Let them cool in the tin for about 10-15 minutes before carefully removing them to a wire rack to cool completely.
Whip Up the Creamy Filling: While your cookie cups are cooling, let's make the star of the show – the coconut cream filling! In a medium saucepan, whisk together the granulated sugar, corn starch, and salt. This helps prevent lumps later. In a separate bowl, whisk together the coconut milk, half and half, beaten eggs, and the extra egg yolk until well combined. Slowly pour this wet mixture into the saucepan with the dry ingredients, whisking constantly to make sure everything is smooth. Place the saucepan over medium heat. Cook, whisking constantly, until the mixture thickens significantly and comes to a gentle simmer. It should be thick enough to coat the back of a spoon. This usually takes about 8-12 minutes. Don't rush it, and keep whisking so the bottom doesn't scorch! Once thickened, remove the pan from the heat and stir in the sweetened flaked coconut and the coconut extract. Whisk until everything is combined and the coconut is distributed throughout the filling.
Chill and Assemble: Pour the hot filling into a heatproof bowl. To prevent a skin from forming on top, press a piece of plastic wrap directly onto the surface of the filling. Pop it in the refrigerator for at least 2-3 hours, or until it's completely chilled and firmly set. This is crucial for that perfect cream pie texture! Once the cookie cups are cool and the filling is chilled, it's assembly time! Spoon or pipe the coconut cream filling into each cookie cup. Fill them generously! Now for the optional, but highly recommended, garnish. Top each cup with a swirl of whipped cream and a sprinkle of toasted coconut. Toasted coconut adds such a wonderful nutty depth of flavor!