Cream together the butter and sugars until smooth.
Mix in the milk and ¼ tsp vanilla extract and mix it until it's a paste.
Add in the flour and mix until it forms a dough. Mix in half of the chocolate chips.
Take about a third of the cookie dough and roll it into small balls to use as topping for the dessert later.
Press the remaining cookie dough into the bottom of your serving bowl, flattening it down.
In another bowl, mix together the cream cheese, powdered sugar, and remaining vanilla and mix until smooth. Mix in the remaining chocolate chips, reserving some for topping if you want.
Spoon the cream cheese mixture over the top of the cookie dough and smooth it out. Top this with the cookie dough balls and remaining chocolate chips.
Chill for at least 30 minutes, then enjoy with a spoon.