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Simple Ways to Add Style to Your Casual Outfits
The Dress Up Box

Simple Ways to Add Style to Your Casual Outfits

The Dress Up Box Issue 007 šŸ‘—

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Katie Winnen
Jul 25, 2025
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Simple Ways to Add Style to Your Casual Outfits
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So you want to feel comfortable and put together? Maybe you reach for casual staples like leggings, jeans, bike shorts, or tees, because they’re easy, familiar, and functional. But when you look in the mirror, something still feels a bit… off. Maybe it looks a little too relaxed for how you want to show up that day, maybe you feel like the outfit doesn’t quite reflect your personality or style, or maybe it’s just too simple and not giving what you’d like it to give.

You don’t want to give up comfort, but you do want to feel confident, cute, and a little more elevated. You just don’t always know how to get there. Maybe the idea of ā€œdressing upā€ feels too complicated or uncomfortable, and scrolling through Pinterest just leaves you overwhelmed and wondering how people are able to magically look so effortlessly cool.

The truth is, most of us are wearing a few simple outfit formulas on repeat. In my experience, putting together an outfit that feels intentional and stylish is actually way less about the clothing pieces you’re wearing, and so much more about what you do with them. And with just a few small tweaks, you can absolutely make this happen for yourself.

Today I’m sharing how you can make six common casual outfit combinations feel more styled and pulled together with just a few simple changes and additions.

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