I do the same thing. Some of my custom foods are "Jambalaya whole recipe", usually I eat 1/4 of the pan so I put .25 servings in the log. "Chili 2 cups", because I've measured my bowls and I know one bowlful holds 2 cups. "Beef stirfry 1 cup", because I don't have a cheat for measuring that one, I put it in a measuring cup and then on my plate : ).
If I keep starting over, eventually it will stick, right?
Current weight: 140
Goal weight: 135