28 Day Challenge – Day Four

February 4, 2013 § 6 Comments

Today has been a lazy admin day, so I haven’t even changed out of my dressing gown. I will observe the rules later when I go to the shops, but for now I haven’t broken them!

So I will indulge those wanting this to go more in the direction of a fashion blog and show you the vegan ankle boots I’ve been perving over online. One pair of these will be mine.

I found these:

…and assumed they just happened to be vegan. They’re made by ‘Madden Girl’. A bit of investigation makes me think that this offshoot of Steve Madden (whose shoes I fucking LOVE) are all synthetic uppers!



I have a full-on fetish for shiny docs (when on the right woman…) and these are LUSH! But not helpful. I need something with a heel in order to help me with the challenge.

Then there’s these:

Dammit. I want these. Massively impractical though they are.

And then I get caught in a web spiral and don’t get any work done at all…


28 Days – my gender challenge (Day 2: the story so far)

February 2, 2013 § 8 Comments


I’m a day and a half into the challenge I set myself to cross-dress every single day in February.

Already I’m feeling the benefits. Today for the first time ever I went out cross-dressed without shaving, just with a bit of foundation to hide the bit of growth that’s there since last night. I feel like what I’ve worn today (big boots, combat skirt, shiny leggings, hoodie, big massive bow in my hair, eyeliner, eyebrows strengthened) is way more gender-blurry than I ever normally dress. One of my hopes was to break down the binary, and that’s already happening. Brilliant.

I have decided to make some rules for the month. Number one: ‘cross dressing’ in this context will mean heels or a skirt as a minimum. Alas my shopping trip today for some wicked ankle boots with a little heel was unsuccessful (I’m vegan, so I don’t wear leather which makes it slightly harder) so it’s likely to be skirt-based for a bit. Number two: cross-dress at all times when out of the house (or hotel room). Indoors I’m usually in my pants anyway (ladies…). Number three: be positive. That’s it.

Yesterday, tellingly, I wasn’t sure I could be bothered to prepare myself just in order to pop downstairs to reception to ask for something. But I did it. I think the more I do this the less I will default to boy mode after the challenge is done. I’d really like to get rid of the gender of clothing in my mind. Break free of that conditioning.

It also helps that I can a lovely gig last night. I seriously can’t recomment the Glee Clubs enough. They’re in Cardiff, Oxford, Nottingham and Birmingham. You should go.

I’ll keep you posted about how it goes. I won’t post pictures every day, but I will post some. (My hit-rate on this blog goes through the roof when I regularly post pics. You saucy devils.)

In the meantime I’m happy to answer any questions you lot have. Fire away.


Compliments, part two

January 27, 2012 § 9 Comments

The other side to the issue of compliments is giving, of course. I realized today that when cross-dressed I am much less likely to give a woman I don’t know a compliment. I become hyper self-aware and worry that a comment about someone’s amazing heels might lose its value when given by a transvestite.
This is a big issue, and one I think worth consideration.
Comparisons with transvestites are often used as insults to women. When their performance of femininity is judged to be a bit over the top, they are compared to those for whom femininity is not innate.
Of course, gender-warriors* such as myself often really dig women who rock an unnatural look. False eyelashes and towering heels are the stock look for girls on the town at the moment, and I am convinced it’s a look that has come from the tranny scene, via gay stylists. “Girlfriend, you look fierce” is not a heteronormative phrase.
So when today on my travels I saw a beautiful pair of spikey knee-high boots, I held back from expressing my admiration on case she then wrote them off as the sort of thing a tranny would admire.
Which is a shame, I think.

Where Am I?

You are currently browsing the high heels category at Postmodern trannyblog.