The First Ten Yards: Starting Your Journey

crossdressing decisions

The First Ten Yards

In the past, deciding to do the “first ten yards” could take me up to an hour.

And sometimes, I’d simply have to accept that I just could not do it. Sadly, I’d have to give up and either close my front door or simply start my car engine and head back from whence I came.

Can you guess what I am talking about?

Well, if you reflect on your own crossdressing experiences, your own concerns, and your own innermost doubts, then I'm pretty sure you know what I mean!

Decisions, Decisions

In fact, almost every T girl has been through the same sort of dilemma of indecision sometime during her journey towards womanhood: Do I or don’t I? Shall I or shan’t I?

"Phew,” you think, gently dabbing your forehead with a paper tissue, as sweat trickles down your neck, your hands all clammy and stomach churning, “What shall I do?”

“Now or in a few minutes? In a few more minutes or maybe I’ll wait ten… or fifteen more. Is there anyone around? Can anyone see me? Oh, is that someone coming? Hm, I’d better not.”

“Is my make up okay? Is my wig looking good? My dress nice and my outfit smart enough?”

Time to Own Up

Hands up if you have had similar thoughts while crossdressed in one of your smartest En Femme outfits. You surreptitiously peek out from behind the curtains of your living room, looking up and down your driveway, checking out both ways along your road.

Own up if you have had similar thoughts while sitting crossdressed in your car in a quiet location—maybe a supermarket or department store parking lot, or maybe the vastness of the parking areas of an empty sports stadium.

You sit debating, contemplating; thinking and thinking again; considering, agonising; wondering, trying to find some certainty to make that decision; trying to find something within you to dispel all of your fears and concerns, and propel you forwards, upwards and onwards.

You need something to propel you forward to take that first ten yards. It’s the first ten yards of the rest of your life.

Can I Really Do It?

Out you go into the all-embracing darkness of the night (it’s almost certainly likely to be the night as few, if any, crossdressers I know take their first steps out en femme in broad daylight—certainly not without some extenuating reason to do so).

So you’ve looked out of your living room window nearly one hundred times. Or you’ve sat in your car for nearly an hour watching a few passers-by come and go, watching the headlights of cars pull into and out of the parking lot. Nervously, you observe anything that moves.

"Can I do this? Can I really go out? I so want to, but yet I don't want to. To be honest I have no choice. I am going to do it. It’s just a question of when."

Doubts resurfacing: "If not tonight, then for sure next time, next week."

Doubts being dispelled: "Right! Right, let’s go for it!" The front door of your house or car door is partially open. "I’m going to do it. I am. Nobody will recognize me…"

Mental contortions. Psychiatric torment.

"But… but…"

I’m Out and Free!

But it’s too late now—and you are out of your house or your car. All that psyching yourself up seems to have paid off.

The exhilaration; the wonder; the beauty of the feelings; the incredible indescribable feeling of being out in the open air, in a public place, crossdressed.

The wind whispers around your legs, flutters your En Femme skirt. It tickles your nylon clad legs and brushes your cheeks, making a wisp of your hair come free. The air comforts you, gives you strength. It’s more exhilaration.

Don’t forget your demeanor and don't forget to walk like a “lady”. Control your shaking limbs, step carefully on your En Femme high heels—oh, and don’t over exaggerate the wiggle!

Try and keep your emotions in check; try and control the amazing sensations which dance around your torso—making you feel like you’re walking on air. What a buzz, what a feeling of ecstasy…

"I’ve done it, I’ve done it! I'm out and about dressed like a woman."

Worth It?

All that fear, all the trepidation has melted away and I’m out. I’m free! I’ve walked the first ten yards!

For those T girls who have achieved this milestone, heartiest congratulations. For those who aspire to do so, it’s just a question of time. And it’s well worth the wait!


  • M. J.

    Oh honey I past the first ten yards years ago baby but I'm a little rusty maybe after all its been 1 year and 7 months since the last time I dressed so maybe I need a small refresher course but I read this the other day honey I left a comment I think or at least I tried it is a good story though that first ten yards is tough and the nerves really never completely go away no matter how many times you've stepped out huh! Love M.J.

  • Barb

    I love this article and I can identify with it.
    I can only peek out of my closet during daytime so I have to be especially well presented and in a very demure way.
    So far I have been successful and as far as I know only once "made" by a sharp eyed bored mall store assistant as I browsed the fem stuff.
    I later kicked myself for not having approached her to ask what I was doing wrong that she noticed…..a learning moment missed.

    Now in the summer heat I must dress down even more so as to be inconspicuous.
    This means I cannot wear the softening nylons, longs sleeves, full shoe high heels or the magical transforming formal business suit.
    But I found a lovely light red loose but shapely knee covering summer dress with long sleeves and matching scandal strap high heels and red leather large casual purse.
    Saturday morning outings are fun…..looking for another summer outfit.


  • M. J.

    Kathy I'm not sure my previous comments actually made it into you but I'm not going type it all again I hope to start transitioning soon although I may not get to it as quickly as I would like I'm just really tired of living as a male when I feel the constant desire to live as a female or at least as close as possible I wish I had started long ago when I was a little younger but things happen which I'm sure you understand as you seem to be quite the expert on making yourself so beautiful I hope to soon be trying to make myself at least as beautiful as I can I wish you had a little more selection to choose from I love what you have but I feel you could stand to expand into bathing suits and bikini's for cd/tg

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