Posted on February 13, 2022 by Sheery — 6 Comments

My butt in a leotard and tights

I guess it is pretty telling of my age just even mentioning the leotard, the 80’s sexy symbol of the fitness craze of the time. Not to mention, they happened to never go without their sister counterpart, glossy colorful tights. I can even remember as a kid taking a liking to gymnastics so I could get the opportunity to wear them for, uh, comfort. Unfortunately, being labeled as “girly” at that young age quickly put an end to that.

That still did not put an end to my fondness for that tight, shiny body garment even though I grew more an more into the tights and pantyhose world. Luckily my mom and sister had a few of those workout VHS videos which I happily watched when they were not around (precursor to porn?). Anyway, my sister even had a couple leotards which I tried on every now and then… over her tights of course.

Obviously the leotard fell out of fashion in the 90’s and practically fell out of memory come the new millennium. Thanks to eBay, however, they still lurked around as “fetish” items. I gave in and got one long ago, as you see above, since I couldn’t help it. It was a nice flash from the past but those little kinks as a kid in the 80’s probably need to stay right where they are, as a distant memory. Sure, there are groups of leotard lovers, I guess even cosplay enter the picture here, but that just isn’t my thing these days. Long story short, it really clashes with my crossdressing.

I don’t want to be a Jane Fonda.

I checked and I think I even lost that shiny silver leotard. All I have is the photo 🙁

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Posted on January 23, 2022 by Sheery — No Comments

Pantyhose leg pose

It’s been a while since I posted a Top Ten here. Good enough reason to bring it back!

For those of us crossdressers, we aren’t just silly little boys trying out lacy underwear for kicks. OK maybe some of us do but, on to my point, eventually in our secret lives, we have to come to terms with this little thing we’re into. It’s not easy but we do have to admit them to ourselves. Here is a compilation to make it easy…

10. Women’s clothes are WAY more expensive than men’s.

9. We realize there is a woman inside us trying to get out. Then a man. Then a woman again…

8. Someone WILL catch you. Better look your best!

7. Window shopping for heels is fun, until you realize you like a pair but need a size 42.

6. Makeup and crayons are practically the same things to us.

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Posted on December 31, 2021 by Sheery — 6 Comments
Sheery in her Wolford body and tights
Me in a Wolford Anita bodysuit and Neon 40 tights

It all started that one fateful day maybe fifteen years ago. After scrounging up 30€ and heading down to the department store to finally buy a pair of those shiny tights that I had seen in all of those photos (that I downloaded of course). I remember buying that pair of Wolford Neon 40 in Gobi, running home in excitement and slipping them over my legs. That orgasmic moment was pretty much the beginning of my long love affair for anything Wolford.

Up to that point, I never really even knew of the brand except that the Neon 40 seemed to always be the pantyhose enthusiast’s first choice. Little did I realize it was a luxury brand, though the 30€ price tag on the Neon 40 tights was enough of a clue. Luxury aside, they were the most awesome thing I ever put on my legs, period, and every now and again I would get a new pair in a different shade.

Well, probably around six years ago (and many many pairs of Neon 40 later), I started browsing around their catalog and the bodysuits caught my eye. I remember one being on “sale” for 90€ and thought “What the hell, why not try it?” so I bought it, waited for the delivery and eagerly draped in on over some Neon 40s. I was hooked since it was something like a leotard (which I loved) but something more stylish and even something that could be worn in public.

Wolford on more Wolford was pure heaven!

Fast forward to today and I now admit I have a problem being hooked on Wolford. I collect them like bits of treasure… bodysuits, tights, skirts, arm thingies and (gulp) even shelled out for the most-coveted-of-all-time Fatal Neon tights. Now this may seem like an innocent affinity for just a brand of clothing. Hell, how many people wear only Nike or Adidas all the time? I’m quite sure even other crossdressers have their own preferences for their womanly garments.

Yet now I would have to consider it somewhat problematic for me given that…

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Posted on December 12, 2021 by Sheery — 1 Comment

Sheery posing in Wolford pantyhose

As I sit here right in my living room, I have just slipped on a pair of black Wolford Neon 40’s and then had thought that really made me stop and wonder. This beautifully sexy, silky garment is pretty much the basis for my entire life. Obviously it is something you know (I know you too!) but it is quite surprising to think of how it made me who I am.

I can remember vividly how it all started at five years old by falling in love with Mrs Rainwater and her navy blue pantyhose that she would wear with sandals. I think the real life shaping event, however, happened when my sister actually had a pair of navy blue knee highs at the time, which I stole from her that first time then eagerly wore them dreaming of “being” Mrs Rainwater. Little did I know the seed that this planted growing up!

Funny, though, I actually never really got into pantyhose until I was around 11 years old having worn knee highs up until then. But one day, I don’t know what got into me, but I was in a Circle K market and saw the rack of Legg’s pantyhose and just grabbed a pair of Sheer Energy in an Off Black color (yes, I do remember that first pair well) then brought it to the counter to buy. I remember the cashier saying “Don’t you hate it when your mom makes you buy these?” and I nodded in agreement (and reflief). Then I rushed home to get these on my legs. That would be the point where I never looked back.

My teenage years took a slight deviation, having to try out lingerie to accompany my legwear. This was probably the time where my crossdressing was in its infancy since I needed something more than pantyhose to satisfy me, yet while still enjoying them. I suppose there was a growing need to feel more girly and lingerie made me feel “better.” However, I only found it more as a compliment to pantyhose since I would never wore bras, pantys or other lingerie alone. In fact I exclusively wore lingerie with pantyhose but then I would wear pantyhose at any time, under pants or whenever and get myself off without anyone noticing.

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Posted on November 1, 2021 by Sheery — 2 Comments

Sheery posing in Pearl and Poseidon stockings

To be honest, I have never really been into stockings during my entire crossdressing existence. They always seemed like just really long socks with no real erotic value like my beloved pantyhose. Not to mention, I find hooking them to the garters is actually quite annoying. If anything, maybe you’ll catch me in some stay-ups but that was as far as I was willing to go.

So I have no idea why I wanted to try out the new kid on the block, Pearl and Poseidon, a rather new brand of “shiny pantyhose” oriented fetish wear. I’ll admit, I was quite drawn to to it after first coming across the brand in an online hosiery store. In particular, the bodystockings and tight skirts and dresses made from sheer shiny nylon on their models really caught my eye.

Well I decided to order some of their Zenia stockings and give them a shot. I had expectations they would be worn once then thrown into a drawer of once-worn trials for the rest of eternity. Adding to my doubts was the fact that they came in only one size. Usually that means low quality shredding-on-first-wash garments. It never hurts to try though, right?

Then I received my pairs of shiny black stockings and another pair of nude stockings and was completely blown away. However, kind of bewildered initially.

First, while removing them from their package, I noticed they looked rather tiny. “Are these even going to fit my legs?” I’m thinking. But more intriguing, was just the feel they had. The stockings had a microfiber feel to them, not the typical microfiber, but an extremely fine microfiber. Plus they had a matte appearance. Quite strange since I thought these were suppose to be shiny.

But then I slipped on the first black “tiny” stocking and, wow, what a stretch it had. In fact, it had easily fit over my leg and probably could have fit if my leg were even double in size. Oh yeah, then the shine really came through appearing out of nowhere… really bizarre since I’ve never seen or worn anything with this kind of nylon material that is so stretchy. If you know me, I do know my pantyhose and this really took me by surprise.

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Posted on September 23, 2021 by Sheery — 1 Comment

Sheery pondering being a woman

At times, while being little miss me, I get an annoying thought that goes through my head… am I really just a wannabe girl? You know, doing my best impression to fool the unsuspecting but with none of the weight of being an actual GG (genetic girl). Now I’m not saying I’m a perfectly passing pretty girl prancing around town pretending every chance I get. Yet I can’t imagine myself taking on the real chores, shall we say, of womanhood. These would primarily be the social roles, sexualization and, oh, dealing with men just for starters.

To further explain, as I have gotten older, I’ve grown more to staying true to myself. I don’t lie or pretend to be who I’m not and I expect the same from others, AKA, being a good person or trying my best to be. You could chalk it up to maturity or maybe even being comfortable in my own skin (or both). When I’m all dolled up, however, I change to that other person in me, the feminine one, but still hold those values I have as regular male me underneath.

So the dilemma comes from ultimately trying my hardest to appear and act like a female when I go head to toe full gamut. Oh yeah, the posture, voice, walk in high heels, etc, you better believe I’m working on all of those. Well, if I make this much effort to trying to be female, not to mention have gotten quite far in that journey (and still progressing), then is it time to take on the more heavy duties in my female skin?

Or do I just conveniently transform back to male me when I get tired of playing little missy me, which pretty much is always the case?

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Posted on August 15, 2021 by Sheery — 2 Comments

Sheery wearing Sebastian stiletto heels

When I’m usually slipping into one of my million pairs of pantyhose, sometimes I like to slip those hosed feet into one of my, now, many pairs of heels I’ve collected over the last few years. As of now, I have a dozen plus a pair of boots (I guess those are a must). I normally go window shopping online and if a pair catches my eye, I’ll bookmark it, look at it several times later and then just buy them if I’m still interested. More often than not, they are at a sale price which doesn’t take anything away from heels, I just happen to get them a little cheaper.

However, there was one pair that I had my eye on FOR FIVE YEARS. And they were absolutely stellar, a pair of black Sebastian (Italian) patent leather stilettos with a natural wood platform. Why five years you ask? They retailed for 500€ (roughly $600) and went on a clearance sale online, ahem, five years ago for 200€ which I dismissed as too much yet I was drawn to those size 41 beauties. I also had a feeling those would be around for a while. After all, a size 41 is not the most popular womens shoe size, but for this crossdresser it was the perfect fit.

So, every once in a while, I kept coming back to that bookmarked page, just to check up on them.

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Posted on July 3, 2021 by Sheery — 2 Comments

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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Posted on June 6, 2021 by Sheery — 1 Comment

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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Posted on April 24, 2021 by Sheery — 5 Comments

Sheery, chilling on the bed

I’ve recently touched on the subject of my ever-evolving bisexuality and, looking back, even my past foray into bi-curiousness nearly a decade ago. Oh my how I was the curious kid exploring sexuality in all its many strange facets. It’s hard for me to believe that there was a time in my life where I had the hard-core, church-abiding belief that sex with women was the only road that lied ahead. Of course, I had that little “likes to wear women’s underwear problem” at that young age which I had naively assumed would pass as an adult.

Um, yeah, I really envisioned back then, too, worrying about how many days I can go without shaving my legs these days.

But here I am in a comfortable camisole, pantyhose with panties over them, a satin robe, wig and a swipe of lipstick and quick spray of perfume. Oh, I forgot the glass of wine too. I like to “get in the mood,” even a little bit horny, so when I write here my thoughts come through clearly as my female alter ego. I enjoy feeling like a woman even if it doesn’t lead to sex or masturbation although, admittedly, I could use both at the moment.

My first thoughts in these free-spirited effeminate moments usually turn to fantasies involving other crossdressers. You know… like rubbing our nyloned legs together, smudging our lipstick together, lipstick staining our pantyhose or, ahem, other body parts. Then, of course, getting jackhammered in the back door until I’m unable to sit on anything for at least a day. I would say I’m still attracted to genetic women, however, sex with crossdressers take me to a whole other level of excitement.

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