Lynn's crossdressing success story of courage

Crossdressing Success Stories are real stories from real crossdressers who have overcome some obstacle in life to achieve their own measure of transgender success. Whether it’s the first time going out dressed, a major life realization or the first purchase of a feminine delight. The crossdressing journey has many joys and these stories are shared to provide hope, encouragement and upliftment to all in the transgender community. If you would like to provide strength to a sister, please go here to share your own crossdressing success story, and I’ll post your story on Crossdresser Heaven within a few weeks.

Our first story comes all the way from the UK, from a friend I met over the Internet through her thought provoking transgender website – Yet Another T-Girl Blog. Thanks Lynn for being the first to share your story – which I’ve titled ‘Courage and Communication’.

Meet Lynn Jones

My name – or at least my TG name – is Lynn Jones. I live in the UK, the midlands to be precise, and I’m in my mid 30s. I’m married to a lovely woman and we’ve two young kids. I’m out to my wife but I keep this side of my life away from the children. I feel no shame in what I do, I just don’t think they need to know. But that’s a story for another day. 🙂

Lynn’s Crossdressing Success Story

Like a lot of TG people I dreamed of going out. Making yourself all pretty at home is one thing, but it can get tired after a while. I wanted to meet other people like me and, if I’m honest, to feel included. Email and blogs are one thing, but I don’t think they’re a good substitute for a trip out.

After a few weeks of mental hand-ringing, I asked my wife if it would be okay. While I was already ‘out’ to my dear wife, she (understandably) had some concerns: Would I be safe? How would I get there? What’ll happen? Where would I get changed? We talked about all of these questions and more. I think that talking is the key. It isn’t easy, us blokes, well, we’re not exactly the most communative gender are we. 🙂 Still, I tried hard and it was worthwhile for two reasons: Mrs Jones’ peace of mind and also to question why I wanted to do it. Other than the rush of going out, because we can feel that, would meeting up with other transgender people help me? I hoped that it would.

A week or so later I packed a bag and set off for the venue. I’d agreed to meet up with a friend I’d met on the Internet (hi Maddie!) at the venue. The place was a quiet out of the way community hall somewhere in Nottingham. We were met by a friendly (genetic) lady who helped run the group and shown where I could get changed.

After some time I was ready. All my male clothes were packed away in my bag and I took one last look in the mirror. My lipstick was okay and at least my hair (wig) was on straight. Was I too smartly dressed? I had no idea what to expect! I clearly remember my hand resting on the door handle for a few seconds. I took a deep breath and opened the door. I shouldn’t have worried, but you can’t help it can you? What if people laugh? What if I look a mess or if I met someone I knew?

None of these bad things happened. Instead, I was made to feel very welcome and I had a great evening talking to some very nice likeminded people. Most people were trannys, but there were one or two wives present too. It certainly didn’t feel like some kinky joint, more like a parent’s social evening! My nerves made me babble a bit, but no one minded.

If I’m honest it helped me feel that it’s okay to be a tranny. Sure, what we do is unusual, but there’s a big difference between “unusual” and “abnormal”. That first visit was many months ago, years in fact, and I’ve made some good friends. The fact that I can go and see the group means I no longer ‘panic dress’: rushing to the cupboard when I’ve got a day off and the house to myself. Indeed, I don’t dress at home much and there have been times when I’ve been happy to go along simply for the good company rather than for the chance to get all dressed up.

Well, unless there’s a party on. You can’t ignore the chance to wear your party dress can you? 🙂

The following two tabs change content below.
Dedicated to creating a safe, supportive and welcoming environment for everyone in the transgender community.

Latest posts by Vanessa Law (see all)


Leave a reply

Your email address will not be published. Required fields are marked *


  1. romi chambers 11 months ago

    Love the story , but to feel feminine I think wearing panties doesn’t matter what kind as long as female apparel ! Can give a feeling of female intuitiveness !

  2. Lynn Jones 9 years ago

    Ooo, my name in lights 🙂

    Vanessa: Thank you for throwing open the floor. I hope there are many more stories to follow.

    Petra: ‘quality of life’ = spot on IMO.

  3. Petra Bellejambes 9 years ago

    Lynn – lovely story thanks!. One note really hit home for me ..

    “…The fact that I can go and see the group means I no longer ‘panic dress’: rushing to the cupboard when I’ve got a day off and the house to myself. Indeed, I don’t dress at home much …”

    SO, so true. When this part of the life goes public, even in small measure, the quality of life goes way up. Panic dressing is the perfect desription of the condition. Its rewarding to get beyond that in ways that are unexpected. I wish that feeling on everyone so inclined.

    Happy dressing and everything else! Petra

    • Vanessa Law 9 years ago

      Lynn, you’re welcome – your story is uplifting!

      Panic dressing is very apt, I can relate to it quite strongly 🙂 I think the opposite could also be a problem, where there is a set regiment (say once a month) for dressing, I’ve felt constrained and rather than feel free when I do dress, I almost resent the constraints.

      I think if I could I would dress 3-4 times a week. Though I don’t think that would be well accepted where I work, nor by my loving wife. But we can live in hope 🙂

Log in with your credentials


Forgot your details?

Create Account