Like many have listed, my biggest weakness is dining out. Since 2012 I went on a meditation retreat, and since leaving I've made major strides in reducing my attachment to material, which happens to be a core philosophy here on MMM. I easily spend anywhere from $500 to $800 just on dining out. It's accumulated from taking my family out, occasional work lunch, dining with friends, and mostly dining with my significant other. I also happen to like eating out, it's a joy to check out different restaurants and see what the chef has cooked up.