
hey huniebunie,
It does take planning or at least preparing. First, if you can, find a copy of the WW "Dining Out Companion" and keep it in the car or your purse (I've seen them on ebay). That way, no matter where you end up, you can probably figure out what you might want ahead of time.
It doesn't have every restaurant, but the major ones are in there. Look through the places you frequent and highlight your faves or the lower point options. Over time, you'll become familiar with the values at the usual places.
If you can't get that book or don't find the places in there, go the restaurant websites and look for menus and nutrition info. Print a copy or pick up a menu next time you are there. I go through the menu and write points down on it and/or highlight my best options.
This has led me to avoid some places all together either because there isn't anything low enough on the menu (IMHO) or they don't supply enough nutrition info for me to make an informed decision. For example, Sonic and iHop fall in these 2 categories. Sonic's burgers are appallingly high in fat

and iHop doesn't provide clear nutrition information

(at least the last time I checked). McD and Denny's have better choices for a comparison.
Some places are tricky

- items that from their description appear to be great choices end up having a lot of hidden fat or sugar. (I ran into this with Panera Bread- most of their sandwiches should be shared and even then they are really high. Although, I think they recently introduced some better choices which I haven't tried yet.)
The bottom line is you have to plan as likenoother said. Her suggestion to always have a snack with you is also good. I always throw a meal bar (SB or Kashi) in my purse for those times my errands take way too long. There are lots of choices for those and some both you and your son might like.
Take a couple pieces of fruit (

or apples) or some nuts (almonds or peanuts) and even the pre-wrapped string cheeses can tolerate staying out of the fridge for a few hours. And water of course. Never leave home without it. If I have something to nibble on that is around 3-4 points, that will usually tide me over until I get home, if it's between meal times.
Also, somewhere on the internet

, there is a site with restaurant lists and points values. Maybe someone else knows it. It's a challenge, but not insurmountable. Good Luck!
