Finding My Style and Confidence as a Trans Woman: A Journey of Joy

Hello Gorgeous Friends!

My name is Kwin, and I am a trans woman.

I acknowledged that truth about myself and started my transition a few years ago. Every step has been challenging but ultimately rewarding. Removing the mask to finally be me every day has brought me immeasurable joy. My transition taught me so much about beauty, fashion, and self-love. I want to share what I’ve learned with all of you because I know how confusing and overwhelming it can be. Every day in this journey has been a new adventure!

The Early Days of Transition: Trying to Find Confidence

Once I acknowledged that I was trans, it was a genuine glass-shatter moment. My aversion to mirrors became not subconscious but conscious when I had to see myself in a mirror or photo. All I could see were my flaws. It was overwhelming and horrible to suddenly be consciously aware of something that had so profoundly bothered me before without my awareness. 

At the start of my transition, letting people in and sharing my identity felt like I was trusting them, with no actual directions, not to break the most fragile thing in the world. Just accepting myself was a constant battle. Just looking in the mirror and never seeing “me” led me to being constantly dissociated from myself. 

I did the only thing I could and started working to change things. It wasn’t as simple as marking something off on a checklist. 

Shopping for clothes for the first time? Absolutely terrifying! Let alone walking through the women’s department. I always felt like I didn’t belong. I was full of “what if’s?”

At this point, not only was I worried about how others would see me, but I also didn’t feel confident enough to ask others to see me as a woman. This lack of self-confidence translated to accepting less than I deserved in my everyday life. I didn’t feel “beautiful enough,” or I was “passing” enough. (Sound familiar to you?)

My Struggles with Beauty and Fashion

I quickly learned there’s a lot more to beauty and fashion. It wasn’t as simple as picking out a pretty dress, applying makeup, and voilà!—instant beauty. 

Early on, I found that the things I wanted to wear or was drawn to didn’t fit my body. I was trying to make my body fit the beauty standards of the world around me, beauty standards I didn’t naturally fit. Instead, I needed to learn to love and appreciate my body for everything it has carried me through and will carry me through. 

Time and time again, I explored influencers, blogs, and videos to find outfits. I would try clothes I thought would look amazing on me, only to find they didn’t quite fit right or didn’t flatter my body shape. 

Eyeliner? Let’s just say we had some tough battles! And every beauty tutorial I watched seemed too advanced for someone just starting. I’d see something that looked simple but failed miserably when I tried it myself.

Shopping for clothes came with its own set of challenges, too. I was scared out of my mind about what others might say or think when they saw me browsing the women’s section or checking out with feminine clothing. It felt like I was lost in a whole new world—the sizing was confusing, and the sheer quantity of styles was overwhelming.

Don’t even get me started on makeup shopping… yet. There are so many brands, shades, and products. It’s so easy to feel lost and just give up. I mean, where do you even start? 

Early in my transition, I gravitated toward things I saw on others and thought they looked beautiful. I went straight for the party dresses, crop tops, and skinny jeans. I’d try them on, look at myself in the mirror, and melt into a puddle of despair.

Whenever I put something on and didn’t see the most stunning woman alive, it was soul-crushing.

The important thing is that I kept on trying. It doesn’t magically happen, and I wish I had someone to show me that confidence and beauty come from embracing what makes you different and unique.

The Turning Point: Building Confidence in My Own Skin

I was lucky enough to have help from a fantastic spouse who introduced me to clothes that fit my body. We would dive deeper into why I felt a particular way about clothing and refine what I loved to create the shapes I wanted to see. Their advice gave me the confidence to keep experimenting until I found what worked.

There was still a lot of trial and error, but I had a starting place. Building my own style was a process of collecting little bits of knowledge and insights from across the internet and using them to refine my own clothing choices. I needed to focus my choices to highlight and create the shapes my body lacked, especially early in my transition. 

With all of that, I finally had outfits that made me feel good in my skin. That changed everything. My health and fitness became important. I no longer dissociated from my body, but through fitness and fashion, I began to truly exist inside my body. 

Why I Created This Blog

I know so many feminine-presenting people face these same struggles and more. You step into the world of beauty and fashion and feel utterly lost. So many of us never developed a sense of fashion because we lacked role models or guidance. Maybe you’ve been pulling ideas from the media, but it never quite fits your unique needs. Nothing looks or feels right, and without the support I had, it’s easy to get discouraged. 

The sheer volume of information can be overwhelming, and most of it feels too advanced or inaccessible.

That’s where I come in! My goal is to create a space where we can all learn together from the basics and build our confidence step by step.

What to Expect from This Blog

I am still learning and finding my own way, but I want to be one of the guides that helps you along your journey to self-confidence and embracing the beautiful human I know you are.

Together, we’ll explore everything from the fundamentals of makeup to body typing, skincare, and building a wardrobe that works for you. Whether you’re just starting or are well along your journey, I’m here to help guide you.

Femininity and beauty are more than just clothes or makeup; they’re about celebrating who you are and feeling good in your skin. We’re all in this together, and I can’t wait to see the beautiful person you are inside.

I look forward to being a guide on your journey and sharing mine with you!

XO,  
Kwin

Don’t forget to subscribe to my newsletter to stay updated on the latest tips and tricks!

Leave a comment