Hello all, this is my story of how Polly came to be. I’m sure much of this will resonate with all of you. This is my journey and I write for the purposes of making sense of it all, not just for myself, but to share some insights with my wife–whom I recently came out to.

I started crossdressing in my mummy’s clothes around the age of 8. It was the classic thrill and excitement, to be followed by immense guilt. I wasn’t ever really caught crossdressing, but I did actually keep one of mum’s nightdresses in my chest of drawers for a while, as I wore it at night. It magically transported back to her room. My mum never said a single word, and I was worried for weeks. I think she knew about my penchant for women’s clothes, as a few years later when my parents booked tickets for a West End Show, my mum confided in me that it was Some Like It Hot. I’d never heard of it, but she said, with some emphasis, “You will really like it.”

Sadly, my mum is no longer with us and I never got to talk it through with her, which is a shame. I believe that she was understanding and would have been supportive.
My University days and during my early twenties it was a quiet time for my crossdressing. There wasn’t much privacy in shared dorms or the houses to safely crossdress The urge was never far away! I can’t recall questioning my gender back then, and I’ve always been certain about my sexuality. It seemed to be purely about the thrill of wearing women’s clothes. As I look back, the frustrating thing is that I could 100% have passed as a woman. Yet, I never took the opportunity to put it to the test as I grew a beard and bulked up.

Transgender Heaven - Gender Journey

I married in my late twenties, and we lasted 10 years. I kept my “hobby” well buried, but occasionally we’d partake in a bit of playful crossdressing. I suspect she knew it was more than playful to me. She was the one that ended it after 10 years; crossdressing was never cited as a reason for why her affections had waned. Maybe something had changed in me. Once, on the way back from our counseling sessions, she told me I was more of a woman than some of her girlfriends. If it was meant to be an insult, I didn’t take it as one. I’ve never thought of women as the weaker sex. I’ve always admired women, and perhaps on some level, aspired to be one.

For the next year, I went crazy and bought lots of clothes and shoes, only to purge the lot when I met my next wife. I was determined to keep it a secret, for fear of it ruining things between us. She is very perceptive and intuitive, and it gradually came out into the open. It caused issues to begin with; she didn’t understand. Luckily, we attended the stag do of a gay couple with whom we were friends. My wife met a crossdresser and had a long chat with them. He helped her to see that many of her notions and worries were incorrect, including telling her that he was straight and his wife was perfectly fine with him doing what he did.

After that episode we had “the talk,” and I fully came out to her as a crossdresser. I let her know that I didn’t want to transition. I have an inner female side that desperately needs to come out now and again.

She is more accepting of this and is ok with me having women’s clothes in my wardrobe, keeping my own makeup and jewelry. We’ve gone clothes shopping together for dresses (so exciting,) and I’ve spent several evenings as Polly with her. To her credit, she has been supportive and helped fine tune my dress sense and make up skills. I’m still hopeless doing my eyes, lol. I know how very lucky I am in this regard. I don’t intend to push my luck, so I still repress my need to crossdress. I cope by under-dressing and wearing panties.

I want to spread my wings further and go out in public, but I really don’t think I could pass anymore. It would be nice to meet up with fellow crossdressers, too.
I feel I’ve come to terms with my crossdressing, accepting that it will always be part of my life. I often wonder why I am like this. I’ve come to the conclusion, after doing lots of research, that I am definitely bigender. I’m comfortable with that term. I do think it’s misunderstood in the general public; I’ve not yet tried to explain it to any of my friends.

Interestingly, I just read about the whole ring finger verses index finger, their ratio and what it means. The difference is determined by how much testosterone you are exposed to in the womb. A man’s ring finger is usually longer than the index finger, due to testosterone exposure. However, my index finger is longer than the ring finger on both hands. Maybe I didn’t get enough testosterone as a fetus and hence this is why I’m wired a little differently? It’s just a theory; the science behind it is fairly solid. At the moment, it’s the best explanation that I have to go on.

I’m not sure what the future holds for Polly, but it’s so nice to have an understanding wife! It’s great not having to dread that I might be found in full dress or caught leaving a pair of knickers on the floor and then be accused of having an affair! I sincerely hope Polly gets to fly free and feel the breeze tugging at her hair and dress soon. Whatever happens, she is a part of my life. I love and accept her.

 

 

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32 Comments
  1. *skippy1965(Cynthia) 9 months ago

    Lovely article, Polly! I agree with you that your experiences likely resonate with many here. Thanks for sharing your story!
    Cyn

  2. Ambermaria Martinez 8 months ago

    Omg poll just a nice story. Sorry to hear your marriage did not last but from reading your story it seems your very very content on being more polly
    Then ever before. Let her out let her be happy and let her walk tall and look forward to a wonderful life ahead as the woman she is

  3. Peggy Ann Culpepper 8 months ago

    Hello again Polly, Thanks so much for your advice after my last post about coming out to my neighbor. Here is a little follow up. I have never been out Completely dressed as Peggy, except to the mailbox , about 100 ft. and as i was when caught by neighbor as explained in the post. I guess i must have been encouraged by that success ? My wife called this past Sunday and asked if i wanted to eat lunch with her, my Youngest daughter and her small. ages 4 and 8. Of course i said Yes, Well, here is where Peggy Began to take over. On my last trip to Wal Mart i had breezed through the Women’s Clothes section and found this beautiful blouse, i dont know much about material(learning) . It is very soft and changes colors as you move. Feels VERY Good. Anyway, AS i said Peggy was taking over, She did her underdressing thing, thigh high stockings, panties, satin bra, with the new blouse(greyesh black) with gray dress pants. and lite makeup. I knew my Wife would go balistic, but Peggy was counting on my Daughter(she has been the most supportive of our 7 children) to settle her down. I was a bervous wreck by the time they arrived. And as expected, my wife gave me th evil eye but my daughter calmed her by telling ME how nice I looked and how Pretty MY new blouse was. (Whew). We went out to my favorite restaurant, I am very nervous. I have to use a cane so got a few looks when we were being seated and then everything went smoothly.
    I related my story(icalled it my coming out feel good story) tomy daughter and Wife as we were eating Lunch. My daughter commented, that is wonderful daddy, even got a big smile and nod of ok out of my Wife. LIFE is WONDERFUL. Slowly Letting PEGGY OUT of PRISON> LOVE TO YOU ALL>Could not have done any of this, without Your Support.

  4. Joanna Knight 8 months ago

    I really do hope that you get to go out even if its for a min. or 2! I go out to smoke at night all dressed up and I enjoy the time I get to be Joanna and at times I spend time indoors dressed as Joanna and love it.

  5. MARCY BLUE 8 months ago

    Polly very nice story. we all have a chance in life to be exposed for what we are. i did it a few times and really enjoyed the softer side of ladies clothing. plus the excitement of maybe getting caught by someone else. you never know how people might react. i was caught by an old girlfriend with my makeup on. we were both speechless. then all the twenty questions. i have known for a long time i was bisexual and i told her everything. so now and then we go shopping together and buy clothes. i am lucky at least i have a ex girlfriend who is very cool about it. thank you again. it is nice to talk to someone that understands that people are different.

  6. Janine 8 months ago

    Hi Polly
    Great story of what you have been going through
    A lot of what you said I saw in my story to
    I started crossdressing at around 10 or 11 wearing my sisters clothes.
    Went through puberty and I continued to want to dress in women’s clothes and still do.
    One thing that I didn’t know was that I am attracted to men.
    I always thought that I was stright but on vacation in the Florida Keys I was living as a female for the entire time I was there I met a man who I was attracted to which I didn’t expect it to happen.
    The inner women inside of me made me want to do what a girl would do when she’s attached to a man
    He made me feel so feminine and girly which is something that I always wanted to be able to feel like but never really did until I met him
    He is gay and I accepted him as being gay.
    I enjoyed being with him and I surrendered myself to him both mentally and physically.
    We had a wonderful time in the Keys and now that I’m home I am questioning my sexuality
    Should I feel like I’m gay or is that just something that just happened while I was on vacation?
    I’ve never felt like this before
    One part of me wants to go back to the Keys and continue to be with him and another part of me tells me to forget about it
    What a dilemma.
    All I know is that I felt like a woman and that’s what I want to feel like. I really enjoyed being the woman in the relationship and giving myself freely to him
    I guess that I’ll have to sort it out and come to a decision
    Thanks for letting me tell you something that I never thought that I’d be able to

  7. Lucinda Hawkns 8 months ago

    sorry to hear about your mom passing away. my mom did also and left all her dresses and skirts and purses, so now they belong to me. my mom kind of knew about it but never said a word. i dress up allot now compared to when i first started. it was in a school play wearing tights i was hooked. now that i am 55 and married wife finally knows of my dressing up, she sees me and talks to me but will not be in same room and watch t.v., but she can come to my bed room and look at me while i am dressed up and talk. she tells me i put on too much perfume allot. i believe we all started the same way in a sense. love your dress by the way. thanks for sharing your story

  8. Jasmine Jeffries 7 months ago

    Polly I just love your story it’s so crazy how much all of us girls on CDH have in common hugs and kisses sweetheart Jasmine XOXO

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