It depends if my wife is home or not. If she is out of the house, it is one of those days to smoke a good bold cigar with a stronger aroma. Those cigars drive her crazy, but I enjoy the taste of a good strong cigar, at least sometimes.
When the wife is around, I tone down the power a bit and go with cigars with a lighter aroma, maybe a touch of fruitiness or spiciness. She tolerates those scents much better.
As a few people have mentioned, a big deciding factor is how much time I have. I will choose a cigar I know I can smoke leisurely during my allotted time. I hate to rush a cigar. I would estimate I take about 5 minutes to choose the cigar of the evening.