crossdresser

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I read an article not-too-long ago at The Onion, titled Woman Feels Like She’s Finally Ready To Start Receiving Unsolicited Vulgar Messages Again. (If you’re unaware, The Onion is a solid satire site). This particular article, as with all good satire, is both hilarious and extremely pointed – it hit its subject matter squarely on the nose – or went cleanly through it and continued on a path out of the back of its skull, if we insist on sticking to our ‘pointed’ metaphor. As a male on the internet, I in no way stand out. No one cares what […]

Male Attention (or “How To Make Me Not Like You”)

 in Crossdressing Articles  tagged communication / crossdresser / facebook / Pics / public / rant by
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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?

 in Crossdressing Articles  tagged crossdresser / crossdressing / gender / question / questions / thoughts / transvestism / transvestite / why by
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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

 in Crossdresser Pics  tagged clothes / crossdresser / crossdresser pics / crossdresser pictures / eyebrows / goodpics / lipstick / makeup / nail polish / transvestite / wig / wigs by
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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?

 in Ask a Crossdresser  tagged crossdresser / enough / transition / transvestite by
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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?”

 in Crossdressing Articles  tagged crossdresser / thoughts / transvestite by
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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?

 in Ask a Crossdresser  tagged crossdresser / guilt / question / shame / transvestite by
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Excerpt from a recent email: I would like to pose a question to you, for your “Ask a crossdresser” section; How to be a supportive friend? It may seem like an silly question, but I think that there are many questions and insecurities that cross a person’s mind when faced with news about a friend/loved one’s crossdressing interests. In essence, a healthy dose of common sense combined with good communication is often the key, but maybe there is more? Are certain things okay to ask, others not? Is it better to be inquisitive, or best to stay quiet and wait […]

Ask a Crossdresser: How to be a good friend

 in Ask a Crossdresser  tagged crossdresser / friend / friendship / relationship / transvestite by