Jess - One more suggestion that I ran into when I started the weight loss. I really didn't have my mind into it.
Actually, I started following the WW program with another lady at work. My mental attitude at the time was "I have the diet and we can play this game for a while." Knowing that I really hadn't considered doing this, I really didn't expect to succeed. However, the more I played the game, the more obsessed I became with winning.
The first month was ****. I resented watching what I was eating, writing everything down and counting and weighing - especially while other people seemed to enjoy eating. But you know what? After the first month, I became so obsessed with losing, that everything I did was planned around my weight loss program. Try to grit your teeth and follow the food plan completely for a month. See what comes out the other end. I think you will be surprised at how much discipline and commitment develop over that time.
Until recently, I didn't go anywhere without my food journal AND wrote down everything before I ate it. In restaurants I would pour over the menu, calculating what I could eat and adjusting and readjusting my plan.

Now that I have been doing this for 11 months, I am at the point where, when I know I will be eating out, I either know what I am ordering off a familiar menu beforehand, or plan to have something like chicken or fish, or a steak (if it fits that day). I definitely don't leave the decision for when I get to the restaurant where I am hungry and not very well disciplined. The main thing is that I go to the restaurant with a plan. The plan often includes sharing a dessert with hubby, or eating half of my own dessert and boxing the rest to take home. Yes, that's possible and still lose weight.
Hubby and I often go to a Viet Namese restaurant that has fabulous food. We used to go once a week, but I now restrict it to once every two weeks. My favorite dish comes to 22 points on weight watchers. Since I am presently at 18 - 23 points, this is waaaay tooo much food for the meal. Soooo, I go, planning to eat half the meal (11 points) and take the other half home to enjoy another day. The restaurant now serves half the meal to me with the other sent to the table already boxed.
If you want to try the month first, there is a 21 day challenge somewhere here (I forget where). But the philosophy is that it takes 21 days to form a habit, so by committing to staying on your weight loss program for 21 days, you will be in the habit of eating differently, and making more healthy choices.
Try the challenge if you are having difficulty in the short term. You can do it, I know. Take care.