Crossdressing Articles

My thoughts about how to approach life as a crossdresser, and how to deal with it.


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One of the things I mentioned in my Crossdressing Goals post earlier this year was that I thought it would cool and entirely terrifying to fly dressed (I believe “Flying Pretty” is the accepted terminology, but i don’t like it. Seems presumptive! I’m not sure I’d personally add “pretty” to the list of adjectives that could’ve described how I ended up looking that day, but so I’ll leave that decidedly in the eye of the beholder). Also mentioned in the Crossdressing Goals post was the fact that over the course of the last few years, I’ve been trying to be […]

Flying Pretty (and a Las Vegas Adventure)



I cannot describe to you how much I love The Little Mermaid. The movie is permanently stuck in my brain. Sometimes when I’m a little bit drunk, I find myself humming “Part of your world” on the way home. I have a bunch of assorted Ariel artwork on my wall. I have at least six t-shirts featuring Ariel. I have a Little Mermaid edition compact mirror I use to check/adjust my makeup on the go. I have a limited-edition Little Mermaid eye-shadow palette that I got from Sephora. I have a dress with Ariel all over it. Oh, and I […]

Liz and The Little Mermaid



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The last few years, as part of my general plan to be better at certain things, I have a habit of setting a year-long goals for myself, with some monthly sub-goals. One of my goals was to write a blog post every month. So far this year, I’ve written nine – this will be number ten! 83% completion isn’t the worst, especially given everything that’s happened this year. I also have a goal to read a book every month (currently at 50%), to run (33%), and some others. My dressing goal is at 9/12, so 75%. Not the worst, I […]

Crossdressing Goals



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I couldn’t tell you what triggers the need to dress. It’s a lot like… uh… herpes? Like it’s just bubbling under the surface for weeks and months everything’s going fine and then BAM IT IS TIME FOR SHOES AND MAKEUP OMG!!!11oneone etc. People have mentioned being triggered by stress, or dressing to relieve stress, but it’s not something I’d ever experienced before until very recently. My last post talked about the death of my dad. We knew it was coming for 18 months, and while it was awful all the way through, it wasn’t unexpected. A month before he died, […]

Crossdressing and Stress



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



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Many years ago, I made a promise to my wife that if and when she became pregnant, as a show of solidarity, I would sport a beard the whole time for her benefit, as a lover of a good beard. Then, at long last, sometime last year she got pregnant. Thus began the long hiatus of Liz. Actually, that’s probably not fair. My dressing up had slowed to a crawl before that, and I hadn’t really dressed at work for many, many months. I suppose that I was already on a down-swing, and the bearded-ness, and general mental-fuzziness from there […]

Dressing again after a long hiatus