Well, I managed yet another cross-dressing session this evening and though I was not intending to setup for taking photos I could not resist using my phone to take a few selfies. On Monday evening it was my first time cross-dressed in two and half years and I felt I was well out of practice especially with my make-up. I made more of an effort today having had more time to get ready and right now I’m thrilled to be appearing as a woman once more.

Tags:   transvestite transvestism trainee tranny T-girl T-gurl gurl transgender crossdress crossdressing crossdresser transsexual transexual transsexualism female impersonator female impersonation gender illusion swap gender men who dress as women man in dress third sex male to female acting female portrayal man as woman gender swap transvestite video

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This video is literally me just having a bit of fun flirting with the camera which I filmed in slow motion on my phone, a wee experiment! I was so delighted to be dressed as a woman once more I simply could not resist having a bit of fun as I felt truly delighted and was loving it being Helene again.

Techie note: The video quality is not great on the phone when using slow motion capture and due to the ambient lighting being so low the image quality is quite degraded. It was though all about enjoying myself so this took priority.

Tags:   transvestite transvestism trainee tranny T-girl T-gurl gurl transgender crossdress crossdressing crossdresser transsexual transexual transsexualism female impersonator female impersonation gender illusion swap gender men who dress as women man in dress third sex male to female acting female portrayal man as woman gender swap transvestite video

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As a transvestite that enjoys wearing make-up, wigs and female clothing and, at heart a bit of a frustrated actor, I enjoy experimenting with looks and clothing when I dress up as a woman. My ambition is to one day create a convincing appearance of being female. I would love to venture out and be perceived as a woman and this motivates me to try and create looks that may work in the real world. Also, it’s great fun to experiment when cross-dressing, I love it! This picture (another selfie) is one of my wee experiments from last week. I came across a wig I had forgotten I even owned and I was very keen to wear this pink woman’s shirt which I also rediscovered in my collection. So an extra application of mascara, a bit of extra eye-liner and the delight of buttoning up my fitted shirt then playing around with the wig and here was the result…I enjoyed it, rather delightful fun actually. It was a different look for me and I felt it opened up my curiosity to experiment with more looks in the future.

Tags:   transvestite transvestism trainee tranny T-girl T-gurl gurl transgender crossdress crossdressing crossdresser transsexual transexual transsexualism female impersonator female impersonation gender illusion swap gender men who dress as women man in dress third sex male to female acting female portrayal man as woman gender swap transvestite video

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I think it’s fair to say my most recent cross-dressing session was built on different motivations to previous ones. I have become aware over the last few years, more so in recent weeks, that despite imagining I was fairly liberated in regard to my transvestism I was still exercising self suppression from my male self. By that I mean I was not entirely setting myself free to express my entire persona, the male still dominated. I think a combination of getting older, I’m now age 57, and awareness due to recent illness of my mortality has served to free up my outlook for the future.

While I admit I do not wish to transition and become a full time woman there most definitely exists a big part of me that is female. As I have lived as a male and have an established life as one I think fear of allowing the female side more freedom has restricted my occasional explorations into transvestism.

Let me be clear, I have no wish to jeopardise my relationship with my wife and family or lose my career, I do enjoy my male life but I also know I have this female aspect that really does need to exist now and again. Two weeks ago I had the delight of once more freeing up my female self and the whole experience produced quite a different emotional response from me.

I have no real idea how this occurred but I found it a lot easier, indeed I willingly embraced it, but transferring from male to female felt far more comfortable, far more satisfying, far more fulfilling and produced a real sense of peace than ever before. Something in my head made the transition a lot easier and on a more unconscious level than in the past. I believe this was all down to self acceptance and subconsciously removing the imposed barriers my male self held over me. The feeling of completeness and joy was pretty powerful and really took hold of me.

I was happy to have become a woman, indeed I felt I was one, how delusional! The truth is though I really felt I was finally female. I know deep down it is all temporary but the freedom this gave me and how my whole being responded to it was truly exhilarating. I would even go as far as to say, dramatic though it sounds, this was a turning point in my life. The woman within had finally emerged and I have resolved to spend more time as her in the future.

This picture was taken as a selfie on my phone camera using the in built self timer and though it is very casual and literally off the cuff I was incredibly happy. My hair and outfit are a bit untidy but I felt real and so incredibly alive!

Tags:   transvestite transvestism trainee tranny T-girl T-gurl gurl transgender crossdress crossdressing crossdresser transsexual transexual transsexualism female impersonator female impersonation gender illusion swap gender men who dress as women man in dress third sex male to female acting female portrayal man as woman gender swap transvestite video

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Apologies for the low resolution and poor image quality on this picture. It is actually a still video frame taken on my phone originally recorded in slow motion under low level ambient lighting conditions...not a great recipe for a quality still image!

However, I'm posting it, rather indulgently I admit, as a wee celebration to myself that I enjoyed a precious few hours as my female alter-ego. I had such an exhilarating and euphoric evening that despite nearly two months passing the delight still lingers powerfully within me. I love cross-dressing and adore the whole experience, it always feels so amazing and so emotionally rewarding.

Earlier that evening I had enjoyed a lovely video call with the delightful Amanda MJ www.flickr.com/photos/30935295@N05/ who greatly encouraged and inspired me to become Helene again after my two and half year break with my cross-dressing.

All I can express is I loved wearing this dress and wearing make-up on my face. I have always dreamed of being a woman so cross-dressing is an activity that holds great appeal and inevitable reward for me and so much more fun than just being a man.

Tags:   transvestite transvestism trainee tranny T-girl T-gurl gurl transgender crossdress crossdressing crossdresser transsexual transexual transsexualism female impersonator female impersonation gender illusion swap gender men who dress as women man in dress third sex male to female acting female portrayal man as woman gender swap

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