I kind of understand where you're coming from, but my husband is discouraging in a different way: He doesn't really care whether I lose weight or not. In fact, he thinks the whole process is sort of silly. He has never had a weight problem, so when he sees joggers or people who join gyms, he scoffs ("So, let me get this straight: I'm going to pay someone so that I can work?"). If I'm ever tempted to eat something beyond my calories, he actually encourages me to do it rather than the opposite ("Oh, give me a break: You can't have one ice-cream?").
However, with all that said, he has gotten much better over the years because he has realized that no matter what he says or thinks about me losing weight, I'm going to do what I want to do. Once that sunk in, his comments have not been nearly as frequent. I think that direct confrontation is the best bet. People often think that they can get away with hurtful/discouraging comments because others won't call them on it.
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