OOTD Solutions! Easy Fix For When Your Outfit Feels Wrong

As I was putting together my OOTD (outfit of the day) recently, I ran into a major styling issue. At first everything seemed to come together fine. I knew how I wanted to present. I’d chosen comfortable garments. The colors were blending nicely. But then I hit a snag. The struggle was real as I couldn’t figure out how to finish the look.

When Your OOTD Isn’t Working

It happens to all of us. You’re in the throes of getting dressed and then you hit a wall. Nothing seems to come together in the way you want. Maybe it’s the final piece that you can’t figure out. Or perhaps it’s the shoes (so often the case with me!). Whatever it is, your outfit isn’t working. And it’s frustrating!

The Overarching Issue 

One of the first things you must do when getting dressed is to think about the practicalities of your day. I call these your styling negotiables and they have to do with the external circumstances like – where you’re going and what’s the weather. Well, on this particular day it was unseasonably warm. And it confused my outfit planning!


I wanted to feel seasonable. But I also didn’t want to be a sweaty mess. So the first issue was figuring out what to wear that’s current, but also comfortable. The weather so often throws a wrench in our outfits, but it’s important to honor its overarching presence as it can have a great impact on your comfort level during the day. Always check the temps before getting dressed and plan your outfit accordingly.

Getting An Incomplete

Once I’d decided which garment would keep me comfortable during the day, the look was incomplete. I needed to find my final touch. And this is where my next issue showed up. If you’re unhappy with your outfit, make sure to bring in your cherry on top, or 3rd piece. It makes a huge difference when you want your outfit to feel finished. And don’t just try cardigans or blazers. Experiment with button down shirts which can serve the same purpose as a jacket, but they feel more accessible and easier to move in.

The Shoe Struggle

I know I’m not alone when I say that shoes can be a real problem. The other day I worked with a client who complained of the same thing. She told me that putting together her outfit goes smooth until she gets to the shoes. Then the whole thing falls apart. 

This is exactly what happened to me as I was getting dressed. I’d found a good base that worked with the weather. I brought in the 3rd piece to finish the look. And then when I needed shoes I got stuck. Nothing seemed to work! So I got creative and played around with some options — like tights and socks — to add new dimensions to the shoe situation.

🔝Click play🔝to watch the video where I share how to overcome your outfit issues with some simple styling know-how and creativity. I also take you through my stylist practice so you can see first hand how I got my outfit together when the circumstances made it difficult.

Which part of putting together your OOTD do you struggle with most?

If you want my help with your style, let’s talk! We’ll look at what’s working well with your outfits, what’s not working and what’s missing. Click here to book your call.