The “very, very bad And we’re gonna have the hap hap happiest Christmas shirt, sweater reason for him” (and this is just speculation, but it fits the Trump mold) is that he’s changing his residence to Palm Beach probably one of, if not the, most upper-crust cities in America, and I think he sees himself as one of those, blending in easily, mixing with the blue-bloods, respected and revered and invited to all the best parties, functions, mansions, etc. The reason this is bad is that he seems unaware of, or at least unconcerned about, the fact that the citizens of Palm Beach are old, old money. Generations’ worth of wealth has been handed down since all of the residents’ great-great-great-grandparents’ days and these people are extremely unimpressed with “upstarts,” which is exactly how he’ll be seen by them, POTUS or not.
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Politics don’t And we’re gonna have the hap hap happiest Christmas shirt, sweater impress them, either. Nothing does except other “old money,” and no matter how badly he wants to be, Trump will never be truly accepted by them. He probably has warm fuzzy visions of being enveloped and swaddled in welcoming and properly awed eiderdown quilts of adoration and adulation by this clannish enclave, adored and revered and taken into their bosoms as “one of them,” with Mar-a-lago and other Trump resorts and Trump Tower and the status of “president” under his belt to give himself all the right mystique, when all he’ll ever actually be seen as is exactly what he is a crude, boorish, unsophisticated, rude, crass, classless member of the bourgeois a “business person.” And that’s not a compliment.