I look like total crap with short hair. I can't go shorter than my shoulders. I have a round face. Anytime it gets the slighest bit above shoulders good friends have told me I took better with longer hair.
If you can rock it, rock it.
I also have a DH who hates short hair on women...though I am sure if it was Halle Berry or somebody like that he wouldn't mind

.
On a side note, I really wish my MIL would grow out her butchy short spiky do. She would look so much better with a bob-length. My mom went through a short hair phase and since 60 she has worn a straight elegant bob and it looks so much less aging.