I often have trouble deciding what shoes to wear with an outfit. Sometimes it’s because part of me wants comfort while the other part wants style and, honestly, not every shoe I have gives me both. Sometimes it’s because two different but similar shoes look good with the outfit. That’s what happened when I put this look together! I had two pairs of cognac shoes, both with heels, and both looked great with this outfit.

The oxfords were the shoes I originally had in mind when I saw this outfit in my head. I think it’s a great fall transitional look, when the weather is starting to cool down, oh so slightly, so that it’s still warm enough for shorts but cool enough that you can wear a long sleeved shirt without melting into a pool of sweat.

Of course, the same can be said for spring, which is when I would normally wear these sandals. I decided to try them with the outfit because I’ve seen a lot of bloggers wear heels with shorts, which is a bit outside of my comfort zone but I wanted to try it anyway. I think the result is gorgeous!

Oxfords:

Sandals:

I love both pairs of shoes and, even more, I love both pair with this simple outfit. So how do I decide which ones to wear? Which ones would you wear?

Linking up with More Pieces of Me | The Pleated Poppy | Induffinitely Me

Top: Banana Republic
Shorts: Annabella via Francesca’s
Oxfords: Crown Vintage via DSW
Sandals: Banana Republic
Earrings: Wal-Mart
Necklace: Banana Republic