transvestite

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Ladies and germs, welcome to this special edition of our Open Mic Night, this week coming to you from the corner of Liz’s Basement! <smattering of applause intermingled with chatter and the clinking of glasses > For our first act, coming all the way from… here… we have Liz, who’ll be playing a few of your favourite hits by Alanis Morissette and Jewel! Seems like she’s a bit shy, so let’s welcome her on to the stage! Whoo, talk about some feminist angst there. Ok, next up, we have… uh… Liz! Keeping the “lass” in “classical”, she’ll be performing some […]

Open Mic Night

 tagged crossdresser / crossdresser pics / crossdresser pictures / crossdressing / goodpics / heels / lipstick / make up / makeup / photoshoot / Pics / shoes / transvestite / wigs
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As has been previously noted, I’m fairly open about my crossdressing. I don’t shy away from it at all any more – I post pictures to my personal Facebook account, I talk about it with friends, etc. But as much as I’ve grown confident in my ability to be authentic about who I am, it’s not done without worry. A few days ago, a friend of mine who I’ve known from college (oh, so many years ago!) posted something that made clear their feelings toward the LGBT community: A petition to remove any reference to “sexual orientation or gender reassignment” […]

The dark depths of your acquaintances

 tagged crossdresser / friends / hate / LGBT / life / rant / thoughts / transvestite
Following on from my previous blog post, I wanted to talk a little about making dressing up and getting out there a bit easier. The number of days where I had decided I was going to dress up, only to end up not doing so, is depressingly large, and each time, there was always some reason why it wasn’t practical to do so. Fear, I suppose, was one of the biggest hurdles to get over. That’s still a bit of a work-in-progress – each time I dress up, there’s always a little bit of fear, and given the long hiatus, […]

Pragmatic Crossdressing: Getting out the door more easily

 tagged crossdresser / handbag / makeup / shaving / tips / transvestite
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So I hadn’t dressed up in… oh god, like a year, actually. We’ve had a lot going on, as I’ve talked about before, but this weekend I got some blessed time to myself :D Things to note: 1: We did some construction at home, and split our big downstairs into two rooms, one of which IS NOW MINE. I have all my wardrobes and my vanity down there, so it’s all miiineee yassss. 2: I got a tattoo. You shall see it shortly. I was planning on doing one of my standard photoshoots, but after trying (vaguely) desperately to deal […]

A Plague of Selfies

 tagged crossdresser / crossdresser pics / crossdresser pictures / goodpics / heels / instagram / leggings / lipstick / makeup / photoshoot / selfie / selfies / tights / transvestite / wig / wigs
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You’re so vain – I bet you think this post is about you, don’t you? You might be right. I tend to be an over-analyzer. My teenage years (which I might counter-intuitively deign to leak far into my twenties) were plagued by late-nights in bed trying to sleep, playing conversations with people I’d had that day over and over in my head trying to glean more meaning than was superficially apparent from the words that they actually said, whilst also worrying about whether or not my responses were appropriate, or whether I was able to make myself fully understood. That […]

The Vain Crossdresser: A Defence of Vanity.

 tagged crossdresser / narcissism / transvestite / vanity
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One of the first questions we ask ourselves once we realise that we’re crossdressers/transvestites is “Why am I like this? Why am I a crossdresser?” Usually it’s not from a place of genuine curiosity, but a place of shame, or of misplaced guilt, or of anguish, because we’re suddenly assaulted by this reality of being different from everyone else – not by choice, but by circumstance, as if Fate has dealt us a shitty hand that we have no choice but to play. Well, ok. That’s one way to look at it. Another way to look at it is as […]

Crossdressing: Nature or Nurture?

 tagged crossdresser / crossdressing / gender / question / questions / thoughts / transvestism / transvestite / why
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Ok, this is definitely a bit of a low-effort post, but I took some pics recently and I thought I would share. I apologise for their selfie-nature. NO WAIT, I APOLOGISE FOR NOTHING! Ok, maybe I apologise for the instagram-like nature of some of these… Although that filter really made this picture a lot better.

My Long Weekend Pics

 tagged clothes / crossdresser / crossdresser pics / crossdresser pictures / eyebrows / goodpics / lipstick / makeup / nail polish / transvestite / wig / wigs
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From another recent email I received: Are you ever afraid that, or do you ever have the feeling that just “dressing” isn’t or won’t be enough for you? That’s actually something I’m not worried about at all. For me, dressing is basically where it ends. I’ve never had any long-term desire to be a woman – indeed, the rare, short-term thoughts on it I’ve had have evaporated faster than what to watch next on Netflix. Further steps, like transitioning, hormones, voice-coaching, etc are just not something that drives me, or appeal to me. Quite the contrary – although I will […]

Ask a Crossdresser: Is just dressing enough?

 tagged crossdresser / enough / transition / transvestite
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This is probably one of the hardest posts I’ve had to write because I’ve desperately struggled with finding the right words to explain how I feel about this subject. Curiously enough, words, I’ve decided, are exactly the problem. (Word of warning, I’ve deliberately tried on this blog to not be too navel-gazing, but this post is exactly that, and feels a bit self-indulgent. You have been warned.) Let me preface all of this by talking about the day I am currently having. It’s a Saturday morning, and I’m sitting on my couch, wrapped up in a blanket, perching my Macbook […]

An existential answer to “What is a Crossdresser?”

 tagged crossdresser / thoughts / transvestite
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Ok that title is a bit of a paraphrase – here’s the full question I received: I’m still figuring out crossdressing with the support of my wife. The biggest challenge for me is how do you balance your feminine and masculine side? And did you ever feel guilty for being a married crossdresser, like you’re letting your wife and/or yourself down? If so how do you combat those moments? GREAT question! How do I balance the masculine and feminine side? I don’t really know, to be honest – the way I stay most sane, I think, is that I accept […]

Ask a Crossdresser: How do you deal with guilt?

 tagged crossdresser / guilt / question / shame / transvestite