To Paint or Not to Paint

Stinson and I have been trying to decide what colors to pain the house.  We have talked about lots of different options for our house, but I am not quite sure what to do.  Things always seem like a great idea in my head, and then once I act on them they never quite turn out like I hoped.  So, I am going to ask some advice and opinions of those who wish to give them.

My initial thoughts on painting our house were to do the base color of the house a light shade of grey, pain the scallops that are under the eves of the house white, and paint the front trim black because we have a black iron fence on the porch and our screen door  frame is black too. We would top it all off with a red front door.

I think the black trim is a little risky, but I thought it might frame the house nicely.  Another thought for the trim is to do a darker shade of grey so the contrast isn't quite so drastic.  Here is a mock up of what it could end up looking like.  I think it would give you a better feel if the garage door were closed (which is white).  The garage is nearly identical to what the house would be.  We plan to do a test run on half of the garage before we fully commit ourselves!

This is a rough sketch of what it will look like from the Sherman Williams Site