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I started cross dressing about five years ago. At that time, I was still in the Canadian military but on permanent sick leave. It started small. I had always had a fetish for women’s undergarments, and it seemed only natural that I would try and wear something myself. I would wear panties at home and it provided a degree of sexual excitement, but it also sparked something deeper inside me. A few years later I was medically released from the military for severe depression, substance addiction, and PTSD. It was not something I wanted; I considered myself a career officer in the Navy. It was a bitter pill to swallow, but in the final years, I realized and understood that I was not wanted by the military.
After almost 20 years of loyal service, I was given my packing papers and I moved to the country north of a city called Peterborough, in Ontario Canada. I moved to the country to escape the stress and anxiety of living in a city. That was almost two years ago. The transition was difficult, but initially being released gave me a great deal of relief. My cross dressing experience had expanded somewhat. I started buying more clothing, both hidden and outfits that I could wear at home. Wearing women’s clothes brought me a great deal of comfort. Although I was considered handsome, I was overweight after years of alcohol abuse and a lack of exercise from my depression. I felt attractive and sexy when I wore my outfits. It’s not that I identify as a woman, and I don’t find men attractive but I felt so much better in my new clothes
To this day, I continue to expand and explore my cross dressing. I am experimenting with lipstick, nail polish, etc. It is difficult for me to get ”supplies”. I live in the country, and even the closest ”city” is not very understanding of anything outside the ”Men are men, women are women” philosophy. Every day is an education: how to put on makeup, how to buy online and how to identify myself as a cross dresser. I am still struggling with my PTSD, depression, and alcohol abuse, but being a cross dresser gives me a great deal of relief. Finding this site has provided me a level of support that I never experienced before.
The journey continues. Love Sasha.
Sasha there will be many here willing you help you as you make that journey. Sharing our experiences and feelings helps us to discover that there really are others who know how we feel.
Online purchasing is a great bonus but don’t be too afraid of buying in person. In the worst case scenario, ask for help and say it’s a gift. I’ve even asked if they do a gift-wrapping service. Nowadays I shop in person in male mode with no trouble at all. I’m sure you’d find the same.
Thank you for sharing your story.
2016_personal stories: Sasha Skye original post:
I started cross dressing about five years ago. At that time, I was still in the Canadian military but on permanent sick leave. It started small. I had always had a fetish for women’s undergarments, and it seemed only natural that I would try and wear something myself. I would wear panties at home and it provided a degree of sexual excitement, but it also sparked something deeper inside me. A few years later I was medically released from the military for severe depression, substance addiction, and PTSD. It was not something I wanted; I considered myself a career officer in the Navy. It was a bitter pill to swallow, but in the final years, I realized and understood that I was not wanted by the military.
After almost 20 years of loyal service, I was given my packing papers and I moved to the country north of a city called Peterborough, in Ontario Canada. I moved to the country to escape the stress and anxiety of living in a city. That was almost two years ago. The transition was difficult, but initially being released gave me a great deal of relief. My cross dressing experience had expanded somewhat. I started buying more clothing, both hidden and outfits that I could wear at home. Wearing women’s clothes brought me a great deal of comfort. Although I was considered handsome, I was overweight after years of alcohol abuse and a lack of exercise from my depression. I felt attractive and sexy when I wore my outfits. It’s not that I identify as a woman, and I don’t find men attractive but I felt so much better in my new clothes
To this day, I continue to expand and explore my cross dressing. I am experimenting with lipstick, nail polish, etc. It is difficult for me to get ”supplies”. I live in the country, and even the closest ”city” is not very understanding of anything outside the ”Men are men, women are women” philosophy. Every day is an education: how to put on makeup, how to buy online and how to identify myself as a cross dresser. I am still struggling with my PTSD, depression, and alcohol abuse, but being a cross dresser gives me a great deal of relief. Finding this site has provided me a level of support that I never experienced before.
The journey continues. Love Sasha.
Ok, long story short. I am now a transgender woman and For the first time in my life, I love myself. It all makes sense now, that, “Ah hah” moment. I call it my Awakening. I owe that to this website and the CDH chat. You all fanned the flame, lit the spark that became a beautiful maelstrom.
It happened about two weeks ago. I have only told my therapist and you all. Yes, I looked really cute.
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