rupert
What does rupert mean?
A British Army commissioned officer — particularly a young, posh, Sandhurst-fresh one. The squaddies' name for the officer class, ranging from mildly affectionate to openly contemptuous depending on tone and how the Rupert in question is performing. The Hugh Grant of military slang.
Origin
British Army squaddie slang, in wide use from at least the 1970s. The name 'Rupert' was chosen because it sounded suitably plummy and upper-middle-class — the stereotype of the young Sandhurst-trained subaltern.