Confessions of a part-time girl

Cross-dressing for teenagers: a guide
6:11 p.m. -- 2008-06-27

Let's leave the soul-searching out of it for a while. It is Friday, after all. Also, I've written quite enough about sex. I even mentioned BDSM in my last article... I'm going to be hitting all the wrong targets in the search engines!

Have to be more careful. There might be kids reading! And I hope so, because here's my guide to cross-dressing for teenagers. Not about how to do your makeup or any of that stuff, because you can find enough of those kinds of articles elsewhere. No, this is about the actual business of dressing up, when you still live at home with your family. Personally, I think it's best that they don't know. Even if you decide to tell them, you probably want to do exactly that... tell them, not suddenly get found stumbling around in a panic with a pair of tights around your ankles. (In the US, that's pantyhose, but the result is the same...)

So, you're going to want to dress up in privacy and safety. That requires more careful preparation and planning than some military operations! But you don't have to learn as you go along. Instead, I present my masterclass in cross-dressing for teenagers:

Firstly, make sure the house is empty. A casual wander from room to room will ensure that everybody HAS actually gone out. It would be kind of a mess if some distant relative has come to stay, and nobody told you.

Now... lock the front and back doors of your home. You could even 'accidentally' leave a key in the lock, if that prevents others from opening the door from the outside. Anyway, locked doors buy you some time!

Assuming you haven't actually obtained girlie clothes of your own, you'll be borrowing them. You need to treat your mother or sisters' stuff with respect - not least so that they don't know you've been wearing their knickers! Before you start rummaging for things, note the position of each door and drawer... in my family, they were seldom all neatly shut. You'll need to re-create this feminine chaos once you have completed the mission. Within each drawer or cupboard, note the arrangement of items. Putting something back in the wrong place is not wise.

While stealing your sisters' underwear (which is NOT a good thing to do, and we're only going to let it pass because you're a tranny and you have tranny urges...) make sure you can't be seen from the street. A sister who comes home early could see you in her room, and even if she doesn't know precisely why, you're in trouble!

Don't be greedy. Borrow one set of clothes only.

Do not change in-situ! Take everything to a bathroom that you would normally use. When you strip off your boy-clothes, leave them in the bathroom. That way, you have a place to run back to if you hear somebody arriving home... and you can change back into your boy-clothes there. (The girlie ones can then be concealed in the laundry hamper or somewhere similar, until you find the right time to sneak them back where they belong.) The bathroom is a great choice of bolthole - better than your own room - because it's entirely reasonable to lock yourself in, and there's a taboo on bursting in on somebody in the bathroom.

When you feel the need to cross-dress, make sure you are recently-showered, not stinky or sweaty. Treat your female relatives and their stuff with a bit of respect! Being clean is good, but being covered in deodorant is bad. Your deodorant could leave white marks on clothes that the 'donor' thinks are newly-washed. Also, your deodorant probably has a distinctive boy-smell that you don't want transferred onto her clothes.

Don't be tempted to borrow tights or stockings. Wearing them really stretches them out; there's a distinct difference between newly-washed ones and worn ones. So you'll have to raid the laundry hamper for worn ones (ew), or obtain your own.

Experimentation with makeup is problematic. For one thing, you'll probably look awful, without assistance from a real girl... at least until you learn a good, basic look. It also compounds the risk of getting caught: the two minutes or so of 'changing back time' that you can obtain by dashing into the bathroom won't be enough to get makeup off. Also, there's the danger of getting makeup on those borrowed clothes... Anyway, you're young! Enjoy being young, and don't put on masses of makeup. Many teenage girls wear little or none.

Assuming somebody has come home, forcing you to terminate your cross-dressing activity with my patented Bathroom Scramble, don't forget to hide everything away... and then flush the toilet and wash your hands before you leave. That's your alibi, dummy!

In a parallel universe, boys who want to dress as girls just say so. "Instead of that Nintendo for my birthday, can I have a little back dress and some boots?" Ah... if only. Back in this universe, life is a lot more complicated. But aren't you impressed with the degree of cunning and cleverness that transvestism can instil in the teenage boy? I should have become a secret agent.

"The name's Bond. Jane Bond..."

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