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My Journey into Crossdressing: Embracing Femininity and Self-Discovery

Started by Natali400, February 06, 2025, 08:19:47 AM

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Natali400

It all started with a fascination a deep attraction to lingerie, bras, and underwear. At first, I didn't think much of it. I'd try things on, enjoy the moment but also laugh at how funny they looked on me. I had no idea how to dress, how to style myself, or how to even begin expressing this side of me. But something kept pulling me back. 

Over time, that curiosity grew into something more. I began to shift my focus from just wearing lingerie to exploring what it meant to truly embody femininity. It wasn't just about looking sexy; it was about becoming a woman who looked and felt good. I wanted to embrace every aspect of it the grace, the elegance, the confidence. 

The journey wasn't overnight. I started small, learning the basics of makeup, experimenting with different styles, and figuring out what clothes fit me best. Each step brought its own challenges, but also a sense of joy and fulfillment I hadn't expected. I found myself spending hours practicing makeup techniques, researching fashion tips, and discovering how to present myself in a way that felt authentic. 

What surprised me the most was how much I enjoyed the process. It wasn't just about the end result; it was about the time I spent learning, growing, and connecting with this side of myself. The more I embraced it, the more I realized how much it enriched my life. Crossdressing became more than a hobby—it became a form of self-expression, a way to explore my identity, and a celebration of femininity in all its beauty. 

Looking back, I'm amazed at how far I've come. From those early days of awkwardly trying on lingerie to now feeling comfortable in my own skin, this journey has been transformative. It's taught me to embrace who I am, to find joy in the process, and to celebrate the beauty of being authentically me. 

To anyone exploring their own path, I'd say this: take your time, enjoy the journey, and don't be afraid to be yourself. Whether it's crossdressing or any other form of self-expression, the most important thing is to do what makes you happy. 

Natali400

Don't be surprised this is me today

This photo is a snapshot of where my journey has brought me. It's not just about the clothes, the makeup, or the styling; it's about the happens, joy, and authenticity I've found along the way. This is who I am, and I'm proud of how far I've come. Thanks for allowing me sharing this journey with you all! 

Lori Dee

Natali,

Thank you so much for this. Although my journey began much later in life, it followed a similar path. I never started experimenting with cross-dressing until after my diagnosis of gender dysphoria. For me, it was a way to prove or disprove the diagnosis. Like you, I found that I not only enjoyed trying these things, but I was very happy with the results. After that, I embraced the idea that "this is me!".

Now, I will never go back.
My Life is Based on a True Story
Veteran U.S. Army - SSG (Staff Sergeant) - M60A3 Tank Master Gunner
2017 - GD Diagnosis / 2019- 2nd Diagnosis / 2020 - HRT / 2022 - FFS & Legal Name Change
/ 2024 - Voice Training / 2025 - Passport & IDs complete
  • skype:.?call
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    The following users thanked this post: MaryT, Sarah B

Natali400


Lori Dee

My Life is Based on a True Story
Veteran U.S. Army - SSG (Staff Sergeant) - M60A3 Tank Master Gunner
2017 - GD Diagnosis / 2019- 2nd Diagnosis / 2020 - HRT / 2022 - FFS & Legal Name Change
/ 2024 - Voice Training / 2025 - Passport & IDs complete

ChrissyRyan

Always stay cheerful, be polite, kind, and understanding. Accepting yourself as the woman you are is very liberating.  Never underestimate the appreciation and respect of authenticity.  Help connect a person to someone that may be able to help that person.  Be brave, be strong.  A TRUE friend is a treasure.  Relationships are very important, people are important, and the sooner we all realize that the better off the world will be.  Try a little kindness.  Be generous with your time, energy, wisdom, and resources.   Inconvenience yourself to help someone.   I am a brown eyed, brown haired woman. 

Camille58S

Hi Natali!
My journey also started later in life. What started as a fun idea during playtime with my wife turned into a powerful exploration of who I am. I'm constantly amazed by it!
I do see similarities between people's stories. I know that our stories are different in many ways,but there seem to be moments that are the same. Like, for instance, when you make the leap from just wearing lingerie to exploring daytime clothing. That seems to be a quantum leap for many of us!
I too love the journey. I feel inspired by all the ways that crossdressing has enriched my life!

Sephirah

Quote from: Natali400 on February 06, 2025, 08:19:47 AMTo anyone exploring their own path, I'd say this: take your time, enjoy the journey, and don't be afraid to be yourself. Whether it's crossdressing or any other form of self-expression, the most important thing is to do what makes you happy. 

That's a good mantra for life, honey. And something a lot of people don't learn until it's too late. Whatever it is, whatever makes you happy... in the end, the only person you have to answer to is yourself.

Go you.
Natura nihil frustra facit.

"You yourself, as much as anybody in the entire universe, deserve your love and affection." ~ Buddha.

If you're dealing with self esteem issues, maybe click here. There may be something you find useful. :)
Above all... remember: you are beautiful, you are valuable, and you have a shining spark of magnificence within you. Don't let anyone take that from you. Embrace who you are. <3

Natali400

Quote from: Camille58S on February 06, 2025, 07:18:01 PMHi Natali!
My journey also started later in life. What started as a fun idea during playtime with my wife turned into a powerful exploration of who I am. I'm constantly amazed by it!
I do see similarities between people's stories. I know that our stories are different in many ways,but there seem to be moments that are the same. Like, for instance, when you make the leap from just wearing lingerie to exploring daytime clothing. That seems to be a quantum leap for many of us!
I too love the journey. I feel inspired by all the ways that crossdressing has enriched my life!
❤️
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    The following users thanked this post: MaryT

Natali400

Quote from: Sephirah on February 06, 2025, 07:40:19 PMThat's a good mantra for life, honey. And something a lot of people don't learn until it's too late. Whatever it is, whatever makes you happy... in the end, the only person you have to answer to is yourself.

Go you.
Absolutely 👍 ❤️