Fall Fashion (or lack thereof)

I wore open-toed shoes yesterday. The high was only 60 degrees and the low was in the 30’s. It is not summertime anymore and I need to get the appropriate clothing to face these elements. Most of what I could get by with is at least 3-4 years old. I only have one pair of closed-toe shoes in black (boots that are falling apart) and one pair of closed-toe shoes in brown (which are also falling apart). I have some long-sleeved shirts and maybe two sweaters and I am wearing the same thin Old Navy work pants that I have been wearing all year- which are also somewhat frayed on the bottom due to the fact that I am border-line midget height and the petite sizes are still too long. I guess it’s time I found a good tailor (and a money tree) to avoid this in the future.

One thing I do have is cute coats. I got my first pea coat about 7 years ago and I was in love. Cute coats are just the best. They are just so darn expensive for a really good, quality one that fits well. And even though that is the one piece of winter clothing I am not lacking of, it is the only thing I am drawn to in every catalog and website that I visit. I must resist the urge to drop all of my winter clothing money on an item I don’t even need!

So, I am going to start with the shoes. This is because A) I can’t make it by on these shoes much longer before they fall apart and B) no matter how much my weight fluctuates, my shoe size remains the same so I don’t have to worry about buying a whole new shoe wardrobe when I get in “the best shape of my life” (yeah, #1 on this list is looking to be the most difficult and time consuming one of all!).

I am having a shoe struggle however. I used to never ever wear anything without a heel (being a border-line midget and all). I resisted the Rainbow craze forever simply because I didn’t care how comfy they are, I need a heel dad-gum it! Then this summer I gave in. I live in those stupid shoes now. In fact I never realized how much pain my feet were actually in from constant heel-abuse until I wore the Rainbows for about a month. Now every time I wear anything else my feet hurt. And I don’t like it.

I have been browsing online and have seen some cute stuff, but now that my feet know what it is like to be comfortable I am afraid they will reject anything that isn’t just the perfect fit, and you can’t tell that from a website. I guess I am going to have to try to squeeze in a little shopping on my 30-minute lunch breaks. (Is that even possible?)

But I need some advice- now that I am looking for new shoes, should I stick to trying to find something cute in my old shoe crush style- the wedge, or do I venture into flat territory? Any other suggestions on some winter-friendly/work-friendly footwear?