Hmm... still in a quandary on this one.
This link has one line that stood out to me:
http://shoes.lovetoknow.com/Red_Shoes
"When choosing your red shoes, remember that a very bright red can look a little cheap. Deeper, more earthy tones, on the other hand, are easier to work with, and create a more classic look."
Maybe this is one issue I'm having... and maybe I should have started with something more toward the "garnet" side of red.
Like these: http://www.zappos.com/product/7371547/color/1141
or: http://www.zappos.com/product/7484500/color/3828
Of course these are way more expensive- the bright reds in my closet were a steal. (But I especially love the ones in the second link above...)
Cciele- thanks for pointing out the style goal issue... I will pursue this line of thought and try to get a handle on what my goals actually are. That might help! ;)
Thanks for the suggestions on how to wear these... I love the idea of having them "peek out" and think I might be able to handle that.
April- shoes vs. handbag... at least you can choose to leave your handbag in the car if you chicken out. Shoes are more of a commitment. :)