“I don’t really think that goes together,” my husband bravely said when I tried on my new popback score of The Draped Plaid Top (sold out but similar here and similar plus size here) with my zig zag skirt from 2013.

I was slightly disturbed by this because I had purchased the shirt with the sole intention of it going with this Waverly A-line Skirt (sold out, similar here).

“Well, I like it. A lot,” voiced my daughter from her spot on the couch.

“Thank you!” I exclaimed. “I like it, too!”

She studied it some more, “In fact, I don’t think that top would look good with anything else.”

I turned around and looked at it in the mirror.

“I don’t know.” I pondered. “I bet it would look amazing with a brown floral skirt.”

“Oh yeah!” My daughter agreed. “But you don’t own a brown floral skirt. I was just thinking of things that you all ready have.”

I almost completely agree with her. I could still wear this top with a black, denim or cream skirt but it would not have that “special” factor one looks for in an outfit.

I love this shirt and skirt together so much. I lived in my pajamas while my kids were on winter break and it was so nice to be able to dress up again.

Since I have been dieting since January 1st, I have to feel good during the day or I will fail. I will eat until I feel bad about myself. Then I will feel bad about myself and eat. It is an endless cycle. Putting on something that gives me more confidence is kind of like a food barrier.

Speaking of food, I wore this outfit out to lunch with my husband and the waitress was so complimentary about it. She yelled out the door at me, “Keep rockin’ your style! I love it!” Which is the sweetest thing to say ever. I will admit it put a bounce to my step as I skipped back to the car.

I am trying really hard to wear what I all ready own this year. I have so many outfit ideas swimming around in this head of mine that I cannot wait to try. I love this skirt. I have previously worn it here and here. I like that the plaid top breathes new life into it.

And I have a crutch. These boots. They were $50 almost four years ago at the flea market. The best $50 I ever spent. But since they go with everything, I tend to be lazy and pair them with an outfit without any thought to the other boots in my closet. And I have lots of other boots that I do not utilize enough.

But these are my favorite.

Plus they’re always out in plain sight so I don’t have to tear apart my closet looking for them.

Do you have an outfit crutch? Are you trying to break the habit or are you okay with it? I think I am a little of both.

P.S. I shared this on The Pleated Poppy and Reasons To Dress.