This isn't necessarily a word or phrase but a social schtick that scrapes on my nerves. A person who is commonly known throughout the community to be extraordinarily rich who constantly jokes about "being broke" and "wish he could afford to do that" when among people who are several tax brackets below him. Here's how this normally works. A group of guys are standing around and all of them (except him) are basically middle class folks. As they stand and wait for baseball practice to be over they shoot the bull about things guys normally talk about. Anything from fishing, vacationing, hunting, sports, vehicles etc. One of the middle class guys say "We just got back from Pensacola, FL on vacation." Then this guy demonstratively pipes in "Man I wish we could afford to do that. Must be nice." Over the course of the conversation he does this more times than he should to the point of being annoying. All the while never mentioning the pics he and his wife posted on FB of them vacationing in Scotland just a few weeks ago. Maybe he's trying to "fit in" because he knows the company he's standing around isn't in the same stratosphere when comes to tax brackets. And that's his way of just trying to be one of the guys. But geeze, it actually does the opposite.