Sheery in the shadows

As a crossdresser, it is always nice to meet other crossdressers, especially given that other non-crossdressers you may end up hanging out with might not be fully into your thing if you know what I mean. Generally this would happen meeting someone online, establishing a little rapport about our tights and favorite girly items we like to wear and then may even end up exchanging numbers. Nothing really out of the ordinary unless you count that crossdressing thing.

Now, if things get a little flirty or (I dare say) romantic, then I can get into that too. However, I would also note that this is in the perspective of female me and not my usual male self. An important distinction because they are in fact quite different.

First of all, there is that whole establishing a “connection” thing. Sure we are crossdressers and obviously have that in common. Maybe we have fallen in love from that avatar picture in the profile and think the other is the hottest thing on earth since… actual women. OK, these are really men, dressed as women who no longer have that traditional male/female division to overcome in order to interact and maybe hook up if that is desired.

Well, it doesn’t quite work that way.

I’m not ashamed to admit that I did learn that the hard way with actual women a long time ago. Reversing that role though makes it all the more apparent. For miss me, it is downright scary some of the creepy crossdressers I have stumbled upon online. One in particular complained I never responded to her online, so I said sorry and gave her my number (side note… not a good idea). Then the messages started pouring in…

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Conchita Wurst
Image: VIPevents

Unfortunately, I’m in one of those negative moods today. Enough so to make me hate everything… well almost. Slipping into some Wolford tights, however, just isn’t the same, seemingly lacking in joy of digging into my femme side to ease the bad vibes. I don’t think new heels could even cure my case of get the hell away from me today.

So, in honor of negative bullshit, I feel it is my duty to call out on the seven things I really hate as a crossdresser, not in any particular order. They all pretty much suck, er, I mean can go suck.

1. Hair, That Which is Not on Thy Head

Have you ever shaved all of your body hair? It is a fucking tedious process that takes a minimum of two hours. And don’t get me started if the Remington isn’t fully charged. Afterwards, though, is a bliss of silky smooth delight, sliding around on your sheets and your pantyhose not having to hold back the wild forage overgrowing your crotch.

Then a week later, back to hairy and hours trimming. Maybe this time, I’ll remember to charge the damn shaver.

We’re not even talking about the beard either. Not even Estee Lauder can hide that 5 o’ clock shadow when you doll yourself up. Oddly enough, some other Eurovision winning singers can pull it off with class. Just don’t let this become a trend though.

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