Hey Jim,

A lot of it depends on your level of ability to style and tweak where needed during your morning routine and of course the style you wear. Initially you will spend a lot of time on it but as you get past the learning curve, less and less. If you show a hairline then it's going to be a lot more work more often keeping it looking natural.
I wear a comb down style so I dont spend a lot of time worrying about something being off throughout a normal day. I do check it in the mirror whenever I go the men's room just out of habit mostly. And if it's really windy when I go out at lunch I check it when I come back in.
I've never been busted in public. That's not to say someone didn't notice and just didn't say anything but I'm pretty critical myself so I doubt anyone ever notices.
Avoiding detection during intimacy is the most difficult, have to make sure the sides and back are secure so fingers don't catch an edge. And of course when your hair looks good people natuarally want to run their hands through it !

Klifford