Ok, it has been almost a month since Angie wrangled me into a few belts and I have been having mixed feelings. This is what I have concluded after some experimentation:

I can't wear stiff belts under any circumstances. It doesn't matter how thin or thick they are. They are just so uncomfortable and cut in too much. If I'm going to wear a belt, it has to be stretchy or easily (discreetly) adjustable so that regardless of whether I'm sitting or standing, it fits properly without being constraining.

Belts work best on me when they are worn with dresses or tunics, as a decorative accessory. Dresses and tunics are one long piece, so the belt doesn't cut me off as awkwardly as it would in a shorter top. The belt shouldn't contrast too much, but if it does, layering on top with a jacket or cardigan helps. I can't use belts to cinch or add structure to a loosely fitting garment though. It makes me look like a paper bag with a string tied around the middle. Not so fab.

I also can't wear belts with jeans. The waistband on denim is too rigid and messes with my flabby bits too much, making a belt both unflattering and uncomfortable. For skirts, I have been unable to find a belt that helps to shorten a long top, which was really the biggest potential benefit to wearing belts. It is very difficult to find a stretchy 2" belt, which is as thick as I can go. Most are over 2" and usually around 3", which is far too wide for me.

So, while I am not totally closed to belts anymore, I am still not really sold on them. Looking back at Angie's post on belt phobia, I honestly can't say that wearing a belt has "solved fit dilemmas and resolved ensemble challenges" for me. All they do is add a nice decorative touch, which I can achieve with any number of accessories. The belt Angie gave me is probably enough for now. If I find a stretchy 1"-2" belt that I like, I'll give it a try, but I won't be going out of my way for one. At least now no one can say that I haven't tried!