Every year I struggle with this in spring and autumn! Help a girl out...
I have a couple of daytime work events coming up, and I have no idea what to wear. In winter I'd be in a jersey type dress, black tights, ankle boots and maybe a blazer. Or jeans, silk top, blazer and boots. In proper summer, maybe a floral dress and runners or sandals.
What on earth do I wear when it's too mild for boots and black tights but too cold for summer dresses?! I don't need to be super stylish, just respectable. Not formal or stuffy environments but I don't want to make a fool of myself by over or under dressing.
I'm 40, frumpy, short (5'2") and fat (14-16). Will be travelling with laptop so need comfy shoes. Hourglass figure when slimmer, just sort of spherical ATM. 
Hair and skin are fine if not amazing.
I think it's the footwear I mostly struggle with. Are white runners too casual at this time of year?!