The Fall Beard - Cool or Homeless?

I hate shaving. Aside from just not liking the clean-cut look, I like the contradiction of being well dressed, but with a 3-5 day scruff that embodies sprezzatura...plus chicks dig it. When the weather starts to cool down, beards are like a turtleneck for my face. So I tend to grow it out a little longer.

But the there is a fine like between 'cool', and 'homeless' when growing a beard. I personally need to trim my beard after about 2 weeks of not shaving. Everyone knows their threshold. Beards are cool, but only if you look good rockin' one. So before you leave the house, I encourage you to look in the mirror and ask yourself... do i look cool, or homeless.