Welcome to Hurray Kimmay
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Hurray Kimmay is where undergarment education meets real confidence – for bra wearers & bra fitters alike. Discover your best fit, embrace your body, or learn to fit with accuracy and empathy. You’re right where you’re meant to be.
Start with my free fit guide or dive into The Fitters’ Formula!
Everyone is welcome at Hurray Kimmay.
This is a safe space and you are welcome here no matter your gender, breasthood, size, or background. Every body is welcome to say hurray!
And there’s no airbrushing. Hurray!
Do you dread bra shopping?
You’re not alone! Most people have been wearing bras for decades and have no idea how they should actually fit, how sizing really works, or how to find one that feels comfortable. And it’s not their fault!
We have passed down misinformation about bras and bra sizing from one generation to the next and its lead to confusion, discomfort, and even shame!
The misinformation stops here!
Learn how to find a comfortable bra for your unique, beautiful body without feeling like you have to wear one. Yep! Let the old stories about why you “should” wear a bra melt away and be the decision maker of your body (and what you wear right over your heart), including no bra at all. Hurray!
Without your prompting, I would have NEVER have gone today and I wouldn’t have found undergarments that fit me like a glove and make me feel confident again.
Stephanie, Hurray Kimmay follower
Ready to fit others with more accuracy and emapthy?
The Fitters’ Formula™ is your step-by-step blueprint for mastering bra fitting and building a thriving business with heart. Designed for both aspiring and experienced bra fitters, this program combines a course AND community to give you the tools, confidence, and insider knowledge modern fitters need to elevate every client experience.
You’ll learn the technical skills that make bra fitting seamless, how to fit with heart and compassion, plus the sales strategies that turn your passion into profit. Whether you want to grow your staff, launch a fitting service, or refine your craft, The Fitters’ Formula meets you where you are. We’re all Bra Nerds and here to learn!
This isn’t just about bras – it’s about empowering you to create confidence for your clients and yourself. Go through the quizzes and earn your diploma while you get guidance on sizing, shape, and comfort, along with tips for handling tricky fits and building lasting clientele relationships. The Fitters’ Formula is for anyone ready to level up their skills, expand their reach, and make a bigger impact in the bra-fitting world. You’ll never feel stuck or be alone. Because bra fitters need support, too.
Join The Fitters’ Formula and transform your passion into a business – and a life – you love. Hurray!
Kimmay Caldwell can actually make bra fitting as jaw droppingly exciting as the thrillers I read right before I go to sleep at night.
Rachael Ray
What is an Undergarment Educator, exactly?
Undergarment Educator and “self-love coach” isn’t something you can major in while in college. But that’s when Kimmay got her start! At just 20 years old in 2005 she was studying musical theater in New York City and in desperate need of a better paying job. When a friend said a bra fitting shop was opening up in Soho, she jumped at the chance to make $10/hour to get her through school. What she didn’t know was how much fitting folks for bras would change her life.
Those NYC fitting rooms were filled with people of many backgrounds, ages, sizes, and needs. And yet they all had something in common: each one had something negative to say to themselves in the fitting room. Every. Single. One. It was then that Kimmay realized how harsh she was being in her own self-talk and to her body, and decided to make a change. And that propelled her to support people beyond the bra in a fitting session. More than a decade, thousands of fittings from AA-N cup, a sudden move from NYC to rural Oklahoma, and numerous no-airbrush photo campaigns and TV appearances later, she is sharing her wisdom with you on Hurray Kimmay!
This website is your go-to for all the truth about bras and undergarments. We’ve all been sold misinformation about what a “normal” cup size is, or how we “should” look. On Hurray Kimmay you’ll find the tools to be the decision maker of your own body, especially your bust, which is that important and sacred area right over your heart. Say hurray inside, outside, and underneath with Kimmay. Get started with her Free Bra Fit Guide and Class and find your comfort and confidence again. Hurray!
Fit = Comfort = Confidence
Kimmay’s Comfort Fit System™ focuses on fit, which allows you to release size confusion and escape bra shopping complications and finally flow into comfort & confidence. Kimmay has two decades years of fitting AA-N+ cup sizes since 2005, educating folks all over the world (including bra wearers and fitters), and sharing her expertise on national and international TV. And now, she’s sharing it with you.
You deserve to feel comfortable and confident every day. Every single day. It’s yours, it’s possible, let’s do this. Hurray!
Let’s get intimate.
