what to wear: carefree casual

“Carefree Casual” is one of the most popular Wardrobe 911 style personalities and it is actually one of my favorite styles. Most woman who wear this style like to portray an easy-going and comfortable look. This may be your core-style if you don’t work in a corporate environment. Or it could be your sub-style if you occasionally integrate it .
Here is a Carefree Casual inspired outfit that incorporates fashion-forward and feminine sub-styles. The pencil skirt and flower belt buckle design show off your feminine side.
The belt buckles are artistically designed and handcrafted by Sarah Princess. There are various designs and they’re perfect for the carefree casual outfit and add a fashionable update to the most basic jeans and tees.
- Vince Cashmere Sweater – this cowl neckline flatters the hourglass, rectangle and inverted triangle body types. A belt is recommended with this top.
- Sarah Princess Purple Flower Art Belt Buckle – this is Sarah’s best seller and affordably priced! This belt should be worn low with this sweater.
- Habitual Shannon Skirt – a pencil skirt looks great on all body types and is a chic alternative to jeans. For the colder months, wear the reversible design SPANX ‘Two-Timin’ Tights.
- Ugg Elsey Boots in Chestnut- the wedge heel gives the outfit a casual yet modern look.
- Chinese Laundry Hobo – the mustard color brings out the yellow in the belt buckle.
If you want to learn more about the six different personalities, they are featured in our Style Guide which was created for personal stylists to use in a client style consultation. (Although we’ve known a few non-stylists that have used for guiding their own style reinvention!)



15. Oct, 2009 by 









Hi Maria,
I love the outfit. I am a rectangle. Is there a way I can wear the belt. or what acessory could I go with instead? Is it ok to wear a tee underneath – in Chicago it is real yucky right now and I am always freezing.
Rectangle body types can wear low-slung belts so it should work for you. You just don’t want to wear a belt at the waist. And you can also wear a tee underneath the shirt. Check out the Vince Sheer Rib Cotton Tee at Nordstrom or the LNA Long Sleeve Crew tee at shopbop.com.
Stay warm!
I read you almost every day and this BY FAR is my favorite outfit! I love the whole ensemble.. next time I’m out shopping.. I’ll get this longer skirt and those boots are rockin’!
I don’t work in the corporate world, but I still like to look cute, this will look great in my line of work and I still can keep the hip mom look when I go to pick my daughter up from high school!
Love your outfit and the boots are totally cute! I have been looking for something kind’ve different and I love these. It’s nice to check out all the latest styles and it makes it easier to pick out stuff! Thanks.