Always

Do the right thing when people are not watching. Do the right thing for your vendors, customers, employees and yourself. You will never regret this.

If you do the questionable thing, play in the gray area, you will regret it adventually. There are no short cuts.

Everytime I have been ask about these "gray" areas, the person asking already knew the answer. Go with your gut.

PS I had to figure out Gray VS Grey. Who knew;

"Google Answers"

It appears that the "gray" varient appeared later, as an American
English varient of "grey". Both have mostly the same many meanings:

"gray1 also grey ( P ) Pronunciation Key (gr)
adj. gray·er, also grey·er gray·est, grey·est
Of or relating to an achromatic color of any lightness between the
extremes of black and white.

Dull or dark: a gray, rainy afternoon.
Lacking in cheer; gloomy: a gray mood.

Having gray hair; hoary.
Old or venerable.
Intermediate in character or position, as with regard to a subjective
matter: the gray area between their differing opinions on the film's
morality.

n.
An achromatic color of any lightness between the extremes of black and
white.
An object or animal of the color gray.
often Gray
A member of the Confederate Army in the Civil War.
The Confederate Army. "