Some of those have gone through multiple transitions, of course. Punk: prostitute / catamite -> worthless / degenerate -> confrontational / obnoxious Nice: si

Some of those have gone through multiple transitions, of course. Punk: prostitute / catamite -> worthless / degenerate -> confrontational / obnoxious Nice: silly / foolish -> fussy / fastidious -> pleasant / good And "nice" is often used sarcastically, so you could see how the common meaning might in future go full circle.