How a Good Wig Transformed a Crossdresser to Pseudo Superheroine

Sheery in a Redhead Wig

At last count I had six wigs lying around the house. I think there is another one deeply buried in storage next to some old pantyhose from the year 2000 but we won’t count that one. They have all served their purpose at certain points as the icing on that delicious cake of me the crossdresser. Actually they have been more like the cherry on top, so to speak. Basically, a wig has been nothing more than a finishing touch when I am in the mood to dress.

Up until recently I actually haven’t given much though to that little cherry until I went out and paid for a decent one. I was always pretty much happy with the 30€ – 50€ ($33 – $55) bargain barn rugs that went on the top of my head but I had never given a second though to quality since it never really seemed to matter. If hair is fake, it is fake and, well, looks the part.

Then I figured why not try out a REAL wig as in a professionally made prosthetic piece instead of using the same old strands of plastic that I’ve been use to. I thought about it back and forth whether to shell out ten times the price I paid for the cheapos and, even more funny, thought about just getting another ten head rugs in different colors and styles. I eventually made the rational decision to go for the quality and maybe in a tint that I would not normally go for… the redhead.

So I forked over the several hundred euros from my credit card to a German company for the “Carlotta” bob wig in a “paprika” color. It is quite a lovely piece with curls and a length a little bit short of the shoulders. I decided I had to ready myself well for the trial so I showered and slipped into my girly attire and then spent a good hour doing my makeup. God I hate putting on makeup although I do really like the end result.

Then I carefully combed through the wig with my hands and gently placed it on. I nearly came when I looked at myself in the mirror.

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WARNING: Pantyhose May Cause Permanent Life-Altering Changes

My leg in Wolford Neon 40 pantyhose

Just moments ago I happened to find myself slipping into a pair of Capezio shiny dance tights that I found in a box tucked away in the back of a cabinet a little bit earlier. Of course I didn’t stop there adding a bustier, some tight-ass daisy dukes, heels, wig and some fucsia lipstick to round it all out. I pranced and posed in front of the mirror admiring what I see, and getting very much in the mood if you know what I mean.

So I had to do what any pantyhosed freak in a similar mood would do in that moment. A little self-loving and some frosting for the cake. Oh yes, I did have a taste in case you were wondering.

In the past (like decades ago), after these typical pantyhose-donning episodes, I usually came out of them in a rush to take off my pantyhose, feeling like I committed a serious sin and swearing I will never do this again (albeit fun at that moment). I always knew I would get these urges to “wrongly” wear silky pantyhose and lingerie in the future but I wouldn’t be able to sustain this forever. Or would I? I figured I would quit my experimental phase of crossdressing eventually and maybe have a normal married life.

If you have read around this blog, you would obviously find this is not true. And I have nothing but pantyhose to blame for turning my life upside down. Oh, why did you have to come into my life way back when I was a kid and give me that little “kink” of pleasure that I couldn’t stop thereafter? I didn’t even like women’s underwear or even looking like a woman way back then. Why why why?

Maybe you are into your own little fix of pantyhose and a wank, probably with a pair of panties thrown in (I don’t judge). However, take my warning, because pantyhose may become the gateway to the following…

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Remember Those Old Pantyhose Images You Saved Way Back Then?

An old Pantyhose Please image

Just this past week, I had an old external hard drive that I found and was about to toss during my spring cleaning. I had originally planned to take a heavy hammer to it and smash it to bits but, for shits and giggles, cleaned it up a bit and connected it to my laptop just to see what was still on it. It pretty much had all the usual digital stuff you accumulate… work, resumes, random documents and, oh, what is that?

My, that looks like the old treasure trove of pantyhose images I had collected from WAY back when! I realize how “sick” I must be since I have already spent a good two hours looking through these as if they were long lost family photos. The hell with that though, it was nice to go through my old stash of soft-porny images and getting off again like the good old days.

And those days I remember very well. Hours on end surfing the net for free pantyhose images. And not just any images, the shiny pantyhose ones I preferred (and with a bit of lingerie if possible). I distinctly remember there even used to be a website called Winnie Cooper Pantyhose Links from back in the 90’s that would post daily links to galleries where I could get a ton of free photos (like the one you see above).

I guess you can say I was pretty much a pervert back in those days but I’m sure I wasn’t the only one. To my defense, if you had access to free smut, why not take all you can? Although it was a bit of work finding the “good” pics, it was worth it, as I could see with my 25GB collection. I remember decades ago when moving to another apartment running into old Playboy magazines stashed away. Of course I paused and looked through those too.

Besides the actual images, I was also curious about timestamps from the images. From those you can kind of judge when the images were actually created. I happened to find some that were from 2001 from a site called Dodgers UK. Sadly, they don’t look like they are around any longer but, looking through those, I noticed some featured my all time favorite Wolford Neon 40 and I don’t think I realized it. The telltale sign of that being the waistband and unique shiny opaqueness.

Dodgers UK - Wolford Neon 40 image

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I Finally Realized That All Along I Had a Leotard Fetish Too

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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Top Ten Things to Come to Terms With as a Crossdresser

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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I Think I Have a Compulsive Wolford Disorder and Kind of Want to Stop

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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It’s Crazy to Think How Much Pantyhose Has Shaped My Life

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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I Love Stockings Now Thanks to Pearl and Poseidon

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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Do I Really Want to Be a Woman… Or Just Act Like one?

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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I Now Have Some Real Deal Heels

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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