I have short (pixie cut) hair and glasses, and got so sick of the 'jeans and a top' default outfit that I banned myself from wearing jeans in Jan, and haven't looked back!
I have been wearing... jumper dresses, a pinafore style dress (much nicer than it sounds!), short denim skirt, chino style trousers, a denim shirt-dress, and a range of tops/blouses/shirts.
I love both Yumi and Sugarhill Boutique (both online) and Oliver Bonas (in the sale).
Once it gets too warm for jumper dresses (which I have LOVED) wearing, I'll bring out some nice culotte-style trousers from last year, and probably get some more wide-leg trousers. I seem to remember spending most of last summer in shorts, but can't imagine we'll be that lucky again this year.
Do you watch the Sewing Bee? They heroed the Buffet Dress this week. Never heard it called that before, but they are very on trend. The style doesn't do much for me, but I do have one and love wearing it - with a cropped denim jacket, I can get away with it.