Transforming that summer dress into fall- Part 2

Well, I know I normally start out happy Wednesday, but I think I will be happier on Friday. We have a little bug running through the family. I think I will be the last to get it, but hopefully it will skip me. In the mean time this week, I am working on transforming my summer dresses into fall. I wore this dress here.  These are a few things I do before trying a new look:
1. Have 2 different layering looks in mind and try on both before you plan to wear it.
2. Ask someones opinion- I usually ask my daughter. She is a kid and has no filter, so I know I will get an honest answer.
3. If you don't care what about other people's opinion go with what makes YOU feel good.

For the first layer of this outfit, I used a men's style vest. It is pin striped. Smaller prints are great mix with larger prints. Mixing prints can take a little while to get used to and might have you feeling like you don't match. Don't worry this season you are not supposed to match.

 

For my next layering piece, I added a simple black blazer. By rolling up the sleeves, adding a pair of black cowboy boots, and a cream pair of tights this look is very casual.

 

 In previous years, I have used summer dresses in the fall . But I enjoyed this recent challenge, because it gave some of my older pieces new life. Also, it helped me not to run around in the morning to figure out what I am going to wear after I get the kids ready.

Do you plan out your outfits or do you pick it out spontaneously? What you do before you try a new look?


Linking up at What I Wore Wednesday at The Pleated Poppy.