I want to be comfy, everyday. I just prefer to not wear heels or stiff shirts. I will wear a nice wedge every once in a while, and I own close to 10 pairs of heels (I just can't get rid of them!), but I never feel 100% comfortable. I don't feel confident. I don't feel like me.
I feel like when the weather is chillier, dressing comfortable for work is easier. I can throw on some slacks, a sweater, and boots, and I'm good to go. I may look a little frumpy, but hey, we're talking about comfort here, right?
In the summer, it tends to be hot outside and cold inside. I'm lucky enough to have my own air/heating unit in my office, so I can get the temperatures comfortable for me, but tons of other people don't have that option. It's important to wear light layers so you can always be ready for any temperature.
This outfit is a perfect summer-y look, and oh so comfortable.

How do you stay comfy in the heat of summer?