Of course I could brag about my exemption or disobedience, in which case I'd be flaunting my flouting of the rules!
I remember having bought a last in--first out next AM ticket because I needed a day in the CX city. Then I flew home in PM under the same-day standby rule.
Best LEGAL stopover: An AAdvantage award allows a 'stopover' anywhere in the USA, plus one open-jaw, e.g.:
BOS-ord-YYC
YYC-ord-JFK
JFK-LAX.
This would be useful for a New Yorker who wanted to go to Boston (by ground) and Calgary on the same trip & squeeze an extra 1way to Los Angeles for a future trip out of one award. AA will actually let us use JFK as a 'stopover' from Calgary to Los Angeles!