Take your ice cream out of the freezer and take out your first pairing of cookies. Set them out with bottom sides facing up.
You'll need to work quickly here so your ice cream doesn't get too melty. Scoop the ice cream into a 1/4 cup measuring cup. Remove the ice cream from the measuring cup and place it on top of one cookie. Place the other cookie on top to form the Ice Cream Cookie Sandwich.
Now, place the ice cream sandwich between the palms of your hands and gently twist the cookies back and forth in opposite directions of each other. This should encourage the ice cream to gently spread out in the middle, so you have ice cream from one edge of the cookie to the other.
Now, repeat till you've stuffed every cookie with ice cream! Place all of the cookies inside a large ziploc bag to prevent freezer burn.
Devour!
These ice cream cookie sandwiches should keep in the freezer at least a couple months.