If you're making a whole box (1 lb) of pasta for your family, then that's a total of 32 points for regular pasta and 24 whole wheat pasta. Then you can take your portion from there.
I honestly don't like measuring anyting with cups unless it's liquid like milk. Or say something like flour, uncooked rice, juices and things like that which don't have room for error.
Like Kelly said, cooked pasta can vary depending on how long you cooked it. And a cup of cooked pasta to me, could probably look different to someone else.
What I normally do when I cook is I break down the points of the entire recipe then weigh the whole thing when I'm done and figure out points per oz. It's a lot of work, but after a while I have my "staple" recipes that I make a lot and I only need to do that the 1st time around. After that I just follow the recipe and I already know how much each oz is. It's probably too much for other people, but it works for me.
Good luck!