Mix together the cookie butter and caramel sauce. Spread generously over the outer rim of a milkshake glass. Roll in the chocolate chips. Put it in the freezer until the milkshake is ready.
In a blender combine the ice cream, milk, sandwich cookies, chocolate chip cookies, and chocolate sauce. Blend until smooth.
Remove the milkshake glass from the freezer and pour the milkshake into the glass.
Spray whipped cream over the top of the milkshake and sprinkle with chocolate chips.
Drizzle with the chocolate and caramel sauces. Stick the vanilla sandwich cookies and the chocolate chip cookie in the whipped cream.