An image of me, Sheery

Oh yeah, I remember those days, decades ago, where I couldn’t get enough images of legs in pantyhose on that original favorite of mine, Winnie Cooper pantyhose links. It wasn’t really even porn I was there to look at, just legs, skirts, heels, lingerie and pantyhose… the bare bones of my growing fetish for years to come. Anyway, that was me over half of my life browsing for those images. Hell, fairly recently I even went through some files I saved from before the year 2000!

Today, of course, finding images is rather ubiquitous… pretty much anything, anywhere, anytime. It is almost as if they lose their charm being so easy to find. I still revisit the good old favorites, such as Art of Gloss, on occasion, but it just isn’t like it was before. And I won’t blame my age or changing tastes for that since I still love looking at lingerie and pantyhose pics as always. However, I’m finding a new source of scantily clad pics to be taking a serious hold of my interest these days.

That is me, myself and I.

I know it sounds narcissistic as hell but I actually made it kind of a hobby to take the best photo, en femme, I can. The ultimate goal being to look like a perfectly passable woman and have the proof right there. I also really shouldn’t have to say but without the help of Photoshop either. I actually came to a realization that that is a rather lofty task but who says I can’t try? So trying I did.

Funny, too, I even had some old self images taken with a digital camera taken nearly a decade ago and had a nice laugh looking at them. There they were, an obvious dude (or dud?) in womens underwear posing like a dude in womens underwear. Hardly anything to brag about and I was even ten years younger at the time!

A few years ago, though, I started to take photos and actually trying to make them decent shots of my girly self. I began to realize that meant not missing the finer details such as the part in my wig to the silvery eye shadow and, of course, making sure the lipstick doesn’t smudge. Most important though was getting the pose down. In case you don’t know yet men and women pose very differently when a camera is pointed at them. So let’s just say that the posing part took quite some practice and many many shots to get right. Better yet, just happen to get right by chance.

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Sheery wearing perfume with her lingerie

A little over five years ago, I bought my first perfume seemingly for the novelty of trying to be the sweet smelling woman. It was a nice scent, Escada Desire Me, and on sale for half off. Basically it was a half-ass trial at incorporating another new dimension to my crossdressing routine. Since then, every now and then I would dab some on, then forget about it not really remembering that I have it on. Then I would annoyingly have to remember to wash it off as best I can when going out in public.

(Side note, I did get a comment on my “deodorant” when I forgot to do this one time.)

Basically perfume had never really done anything for me. Fast forward to this year and that has changed completely which also happened to coincide with my crossdressing evolution. When paired up with going the full gamut dressing up (yes including the wig and the hour spent on makeup), perfume becomes the icing on the cake and completes stimulating all the senses. And once you stimulate all the senses, you have a moment you can never forget.

This is how I view my own sensual stimulation:

Sight – Looking at myself in a mirror, taking a photo (duh)
Sound – That noise when you rub pantyhosed legs together
Taste – That vanilla-like flavor from a good lipstick
Touch – This could be a number of things, ahem, pick one
Smell – Perfume

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Sheery in denim mini and Wolford tights

While I can’t speak for all crossdressers out there, I firmly believe that eventually a line gets crossed where one goes from the occasional pantyhose-under-the-jeans to the full-on appearing (more) like a woman. Or, at least hoping to appear like one.

Calling it growing up or hitting puberty if you will. Really, there are those little things you do just like a little teeny-bopper girl. Shave your legs and armpits (and beard A LOT more), exfoliate and lotion all over, manicures, pedicures, etc, etc. They not only make you look more feminine but FEEL more feminine as well. And feeling more feminine makes you act more feminine, too, which is kind of the end goal of this whole crossdressing thing. Well, in my book anyway.

One way I found to validate myself as a crossdresser was to have at least have a decent photo. That is definitely the hardest thing to do since you either have to hire a friend or photographer to do the deed or learn how to use the auto feature on your own camera. Then, of course, the most important part: the pose.

There is always the easy way out… taking a selfie or a mirror-selfie. How lame is that, though, since the selfie is so ubiquitous that they are really hardly even noticed. Maybe one here or there is OK, but if a portrait collection consists of only selfie photos,  then why even bother?

I know I’m being a bit snotty but, coming from a crossdresser who has taken many a bad photo and has quite the collection to prove it, having a good photo of yourself where someone viewing it has to ask, “Man or woman?” is the ultimate joy of growing into my own feminine self.

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