They say things like:
- “I should wear more of my wardrobe, but I don’t know how.”
- “I should dress better, but I feel lost and end up wearing the same outfit over and over again.”
- “I should pay more attention to fashion, but I don’t have the time.”
I always tell them the same thing: Stop shoulding all over yourself. The only thing you “should” be doing is being kind to yourself. So, when you catch yourself “shoulding,” reframe it as a question that helps you reclaim a sense of control.
- Do I want to wear these individual pieces?
- Do I want to wear a completely different outfit every day, or do I want to create a low-maintenance uniform for myself?
- Do I want to incorporate trends, or do I want to fully embrace a more classic style of dressing?
Asking yourself what you want transforms negative self-talk into a solution-oriented mindset and helps you reconnect with your sense of style.
Step Two: Save, Don’t Shop
Many of my clients come to me with a closet full of clothes they don’t wear. Many times, these mistake purchases were inspired by an influencer’s feed.
On the surface, shopping on your favorite creator’s LTK provides a more curated experience that can feel less overwhelming. But algorithms show you what performs well, not what’s actually right for your life or your body. This often leads to clothes that are objectively nice, but don’t flatter your body, work for your lifestyle, or pair well with anything in your closet.
Instead of immediately purchasing an outfit or piece you like, screenshot it and save it to a dedicated note on your phone. I recommend titling it something like “Looks I Like” to reinforce the idea that this is a process of curation, not a to-do list.
I also recommend saving:
- Photos of outfits you see in the real world
- Selfies of outfits you felt really good wearing
- Beautifully styled images from retail sites and online magazines
Remember: algorithms are built to show you what gets the most engagement, not what works for your body or your life. Keeping your mood board separate from Pinterest or Instagram, empowers you to take more ownership of your style.
Step Three: Identify Repetition Over Time
After just a few weeks, you will have created a non–algorithmic feed full of styles you’re organically attracted to. Review your mood board every month or two and ask yourself:
- Are there common colors or themes between all these looks? If so, what are they?
- What do I have in my closet that could replicate this vibe?
- What’s preventing me from dressing like this right now?
The last question is key. If the answer is “I don’t have the right pieces,” or “I don’t know how,” then your next step is to proactively solve this problem through shopping, expert help, or both. But if the answer is “I don’t have anywhere to wear this” or “This doesn’t work for my body,” then delete the photo.
In this way, you’ll begin to recognize and refine your taste without that “should” feeling, And when you do feel called to go shopping, you can measure every piece against the benchmark you’ve set via your mood board.
Stepping into the woman you’re becoming requires attention, patience, and a willingness to put yourself first in small and subtle ways.
You don’t need to become someone new. You’re simply dressing for your next era.