"clown, prankster," short for hobgoblin (q.v.). Hence, to play (the) hob "make mischief" (by 1834).
"clumsy or awkward youth," 1530s, of uncertain origin and the subject of much discussion. Suspicion has focused on French or Anglo-French, but no appropriate word has been found there. First element is probably hob in its sense of "clown, prankster" (see hobgoblin), the second element perhaps is French de haye "worthless, untamed, wild," literally "of the hedge."
also catawampous, cattywampus, catiwampus, etc. (see "Dictionary of American Slang" for more), American colloquial. The first element perhaps is from obsolete cater "to set or move diagonally" (see catty-cornered); the second element perhaps is related to Scottish wampish "to wriggle, twist, or swerve about." Or perhaps the whole is simply the sort of jocular pseudo-classical formation popular in the slang of 1830s America, with the first element suggesting cata-.
Earliest use seems to be in adverbial form, catawampusly (1834), expressing no certain meaning but adding intensity to the action: "utterly, completely; with avidity, fiercely, eagerly." It appears as a noun from 1843, as a name for an imaginary hobgoblin or fright, perhaps from influence of catamount. The adjective is attested from the 1840s as an intensive, but this is only in British lampoons of American speech and might not be authentic. It was used in the U.S. by 1864 in a sense of "askew, awry, wrong" and by 1873 (noted as a peculiarity of North Carolina speech) as "in a diagonal position, on a bias, crooked."