In the past (2009), my DH ordered the burger as an entree, a milkshake as his drink, and another milkshake as dessert. They could always change the policy on this, but that is what happened. I had milkshake as my drink, sandwich as entree, and some kind of cheesecake as dessert.
When we went in 2011, we only wanted to use 1 adult TS and ordered a milkshake for me and DS (counted as the drink), a milkshake for DH (counted as the dessert), and a burger for DH (counted as the entree). (We then paid OOP for a burger for me and DS to split along with some onion rings-and drank water)