About the Owner

Chappy Windsor, founder and CEO of Dakota Chappy, is a fashion inventor, an entrepreneur, and has been a small business champion for over a decade with a passion for changing lives and serving women through mobility, utility, and functionality in women’s clothing.


Chappy is a market disrupter and created fashion's first camisole, pant, bra, panty, and shaper all-in-one garments, known as the Dakota Chappy Total Creations. Chappy’s heart is with the everyday woman, the young mom, the grandmother, etc, who struggles not only with her clothing but her self-image in a world where an unrealistic and impossible bar of beauty has been set. She is on a never ending mission to change lives and serve women by providing the very best clothing that life has to offer.


From the words of Chappy herself:

We know what you are going through

As a woman I know what it's like to get up in the morning in preparation for the day to go to the closet and try several things on and to feel frustrated, overwhelmed, literally baffled. How is it possible that we could have a closet full of clothes and still feel like we have nothing to wear. It is a combination overload of option overload, decision overload, expectation overload. Everyone wants to reach their full style potential and the first decisions we make each day as women is how we are going to present ourselves to others which is woven into our self concept. Our goal at Dakota Chappy is to change lives and serve women. We do this through our empowering message of encouraging women to write their own definition of beauty while creating and providing solutions that support that shift in thinking. These versatile pieces we call the foundation to fashion freedom system of dressing keeps a suitcase from getting grossly overpacked, a closet from suffering indecision tornado, and a woman feeling like a failure before she has even walked out of her door in the morning. Give yourself the gift of a chameleon closet and you will understand why simplicity is the ultimate sophistication and how liberating it is to conquer decision. 

This is a logical approach to need meets, comfort meets, presentation. For example you need a top, you need to be warm, but you might get hot, to sleeve or not sleeve, the California Cape worn as a bolero is going to give you modesty and warmth worn as a vest it's going to give you interest and airflow. This doesn't require that you completely change your ensemble, simply the way you are wearing. These pieces answer every objection your wardrobe throws at you. Solutions we are about solutions because we believe that we are where fashion means freedom not failure. 

Having a chameleon closet also means that as your body changes shape and size that these clothes change with you to meet your need where ever it is up the scale down the scale, pre, mid, post pregnancy. Every age, every size. The total tight fits on a 70 lb. swing. It's all about cost per wear the most expensive item you will ever buy is the item you don't wear. These pieces give you a chance to get out of your own way and wear something more dramatic for an hour of you want, while you sip some Pinot Grigio and then go back to something less dramatic an hour later with nothing to regret because you had nothing to loose. This and so much more is waiting for you..... It's your better life, come get it, you are way too cute to dress average.