Posted on September 29, 2014 by Sheery — 8 Comments
Squirt From The Hose
Image: terwilliger911 (Flickr)

Some of you out there may have, at one time or another (or always), dreamed about meeting that perfect girl crossdresser. You know, she show up beautifully made up, slinky dress, expensive pantyhose and heels and smells like a flower blooming after a rainy day in Italy. Then maybe after a little wining and dining, she takes you into your bedroom and proceeds to spank and pound your ass flat and tender.

Mind that this is only after you first get a taste slurping her girl cock until she tells you when. If you’re lucky enough, maybe leaving a generous tip in your mouth and down your throat.

If you unfortunately find this absolutely disgusting or appalling, cover your eyes, find your mommy and I’ll give you the opportunity to leave now.

Great, still here?

Have you ever had an attraction to other crossdressers whether it be in admiration, willing to go the distance with a passionate foray or been there, done that? Well, for those “bi-curious” waiting for the experience no different than a teeny-bopper anxiously anticipating getting her cherry popped, I believe I came upon (quite literally) a foolproof way to determine if you’re ready or not.

Ready?

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Posted on September 10, 2014 by Sheery — 4 Comments
Conchita Wurst
Image: VIPevents

Unfortunately, I’m in one of those negative moods today. Enough so to make me hate everything… well almost. Slipping into some Wolford tights, however, just isn’t the same, seemingly lacking in joy of digging into my femme side to ease the bad vibes. I don’t think new heels could even cure my case of get the hell away from me today.

So, in honor of negative bullshit, I feel it is my duty to call out on the seven things I really hate as a crossdresser, not in any particular order. They all pretty much suck, er, I mean can go suck.

1. Hair, That Which is Not on Thy Head

Have you ever shaved all of your body hair? It is a fucking tedious process that takes a minimum of two hours. And don’t get me started if the Remington isn’t fully charged. Afterwards, though, is a bliss of silky smooth delight, sliding around on your sheets and your pantyhose not having to hold back the wild forage overgrowing your crotch.

Then a week later, back to hairy and hours trimming. Maybe this time, I’ll remember to charge the damn shaver.

We’re not even talking about the beard either. Not even Estee Lauder can hide that 5 o’ clock shadow when you doll yourself up. Oddly enough, some other Eurovision winning singers can pull it off with class. Just don’t let this become a trend though.

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Posted on August 31, 2014 by Sheery — 4 Comments

Crossdresser Sheery

Admit it. There have been days where you have looked back to see where your silky little fetishes began. “Stealing” your mother’s panties and/or pantyhose (shame on you) and getting high off of the shame that comes with inappropriately wearing garments of the opposite sex.

Yet, didn’t it all start innocently enough just happening to try on that bra or slip into those pantyhose just to see what it was like? Or even as a joke? Who are we kidding, you don’t just start a fetish. They develop as we experiment as little youngsters and notice our little cocks get off when we keep doing them. Oooh, dressing in my mom’s lingerie turns me on and I don’t know why the fuck that is, but I like it!

Surely, back then, you never even heard of the word fetish or knew that this would turn into a lifelong compulsion. For me, personally during my teenage years, I thought I could “turn off” my crossdressing since I could see it being an inconvenience when dating girls as I went off to college. I did, in fact, turn it off for about six weeks only to return to crossdressing with an extreme vigor. This happen to coincide with receiving a Victoria’s Secret catalog and my first credit card then buying exactly what Stephanie Seymour was modeling on page 20.

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Posted on August 18, 2014 by Sheery — No Comments
Femskin Catsuit
Image: Femskin

I’ll be honest. I have never really dived into the world of complete transformation beyond using the typical makeup, wig and a padded bra. OK, maybe I’ll go for a padded panty, too, but that’s about as far as it goes. I prefer to take the purist approach to crossdressing which is not doing what a vagina-possessing woman wouldn’t do herself.

(Wild acts of varying degrees and screams while crossdressed not included of course)

That’s not to say I haven’t looked around at online shops at all the wonderful transformation items available, besides your standard wig. Breast forms, masks, gaffs, all things that can turn the ugly man-shaped body into a sleeker, feminine fantasy version to die for. Alright, maybe not to die for… more like a half man, half-freaky woman. But getting there is half the fun, right?

Yet I came across something I’ve never seen or heard of before. Something that combines everything into one and can actually give you a shape, shall I dare say it, halfway passable. I had to look further into this thing they call the Femskin.

Upon the first image of it I saw, it seemed quite interesting with a very realistic shape to it, assuming it was modeled on a crossdressing man, of course. Aside from the subtle shine it gives off that gives away an artificial rubbery look, it is quite fascinating in that it stays true to every last detail of the female anatomy. You have to do a double-take and/or start groping around to realize it is a body form.

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Posted on July 5, 2014 by Sheery — 7 Comments

Setificato 40 Pantyhose

I have finally come to the realization that in my quest to try every available pantyhose that looks super sexy in an ad, or on a model in a pantyhose fetish site, I’m really just trying see if my beloved Wolford Neon 40 can be outdone. In the meantime, my collection has filled up a gigantic box and many have been rendered as stylish cleaning rags.

Yet this time, I came close in the Pierre Mantoux Setificato 40. Very close.

I had very high expectations when I placed my order for what looked like a perfect matching shade for Wolford’s “Gobi” color. In fact, much like the image above, the “Jasmine” option seemed like a dead ringer so, what the hell, I wanted one of those. Yet then, we get to the first problem…

The damn sizing chart is pretty fucked up to say the least. It seemingly put me at a large with huge hips and, since I no longer have a belly, I was wondering if I’ll need a belt to prance around in these. Not exactly inspiring confidence in my decision. OK, so these probably weren’t made for the everyday crossdresser, so I got one pair medium and another in large in that Jasmine color just to be safe.

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Posted on May 28, 2014 by Sheery — 9 Comments

Crossdresser in Teddy and Pantyhose

One thing I’ve always been curious about throughout my days of femme delight is whether crossdressing has the tendency to lead into homosexual relations, be it with a man or another crossdresser. Keep in mind, I neither care about putting a label on ourselves nor am I trying to prove true the ancient myth that crossdressers are gay.

It just so happens that, from personal experience, the crossdresser evolves into conforming more and more into, not only dressing the woman´s part, but acting out the part as well. It may be take form as going out in public in full dress or just meeting up with other CDs to have a meal.

Yet, since crossdressing is primarily a medium for sexual stimulation, this would also undergo an evolution over time to keep the stimulation at its peak. Much like the way, for example, a married couple might experiment with sex toys to keep their sex life new and interesting. Side note: this does work for crossdressers as well.

So, over time, the usual slipping on pantyhose, silky lingerie and maybe some heels and makeup would lose its appeal to repetitiveness and, ultimately, boredom. You could have a different silky outfit for every day of the year but wanking the poor little cock so many times, pretty much in the same fashion each time, might get you thinking, “Well, why don’t I wank someone else’s instead?” to make things a little more interesting.

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Posted on May 19, 2014 by Sheery — 8 Comments
Wonder Woman in Lovely Tights
Image: Sleeperkid’s World

I have no idea why, but I somehow never got into cosplay. You know, dressing up to the tee as your favorite superhero (but really superheroine) then meeting up with other nutjobs who do the same thing. THEN you act out role-play fights and the other shit they do in the cartoons and comics. There’s even a “crossplay” for those crossdressing as superheroes. Either way, it actually sounds good for shits and giggles.

Why, I’d happen to be the perfect candidate too. I spent at least eight hours a day during my whole youth watching nothing but cartoons. Those powerful, sexy men figures chasing evil villains in black around, sometimes getting captured or kidnapped. Then getting tightly bound in their skin-tight spandexy costumes and tights struggling to break free, unfortunately doing so. Essentially, they’re the precursor to bondage pornos yet just innocent enough to put on the tube for kids.

I’ll even go as far as to blame those cartoons for me tinkering around with a pantyhose fetish by first stealing my sister’s ballet dance tights, throwing some red knee-high socks (also hers) over them pretending they were boots and finally “cosplaying” like I was Wonder Woman. Of course, I’d also pretend that I was being kidnapped by tying up my legs with shoelaces, an ode to a later bondage fetish.

So today, I happen to stumble upon a few random images of a cute Wonder Woman clad in the red, blue and gold bustier-leotard thingy and shiny tights. It’s something about the combination of those thick Danskin tights, with a brilliant streak of light gleaming off of them, along with something tight and costumy/leotardy that spells instant hard-on thinking about those memories of my sister’s tights. Minus the sister of course.

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Posted on May 11, 2014 by Sheery — 4 Comments

Crossdressing Slave

Part I: I Know Your Secret

Part II: A Proposition She Couldn’t Refuse

Part III: A Perfect Toy For Couples

* * *

Part IV: A Toy Now Broken

Danielle, still bound tightly to the table, ankles bound one to each leg of it, doesn’t attempt to writhe herself free nor even says a word. The beautiful crossdresser that she is in her lovely black corset, black pantyhose, wig and now-smudged makeup lay helpless and broken, having been violated quite extensively at “both ends” by Greg and Alicia.

In a slight bit of irony, she somewhat enjoys her first foray as a crossdresser slave, having lived out one of her own secret fantasies of being bound by another and forced into submission while head to toe in silky lingerie and pantyhose. Unfortunately, it comes at the expense of that blackmail hanging over her head on the part of her captors. The world would end for her if news about her crossdressing became known to her girlfriend and family.

“Is this over now?” she wonders, pondering the wetness on her ass, now full of Greg’s come.

Alicia turns to Greg, both still on the sofa, and says to him “I want his ass.”

Greg smiles knowing exactly what is on her mind. He gets up and unties Danielle’s ankles and the long piece of cord securing her to the table. Yet he leaves her wrists still bound tightly behind her back. He then flips her over on the table so she is lying on top of her bound arms. Danielle doesn’t even resist, practically giving in to whatever they desire. A good slave she is, no doubt.

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Posted on May 6, 2014 by Sheery — 6 Comments

Sheery in a Teddy and Wolford Tights

In case you haven’t heard by now, I just love to play dress up. Just like my older sister probably made me do when I was half her size. I bet I could even win at that right now if we were to have a contest for the queen of the family. Unfortunately, only the sexy, sultry crossdresser (yours truly) has the real fun at this in my family.

So to try and be as sexy femme as possible, I exercise to stay fit and trim, shave everywhere possible and try to adopt feminine mannerisms that I can turn on like a switch, going from rugged male to sweet little Sheery. Then, of course, I top it all off by squeezing into that tight fitting lingerie and/or sexy club dress, high-end pantyhose (e.g. Wolford tights), wig, makeup and my newish stiletto heels.

Of course we don’t just want to have that transformed beauty in front of the mirror all to ourselves now do we? That’s why we grab the camera and snap a few shots, maybe a naughty one or two, and share with our good crossdresser/TV friends across the social networks. Nothing is more seemingly cherished than when you get those “hot ass” and “love your pantyhose” comments that you feel reassured in your feminine role, specifically when they come from other girlies like ourselves.

Then we get those same comments from the other side. Those that are either too lazy to dress up, don’t want to or just look at us crossdressing sisters like pieces of meat with a loose back door. Plus you get the feeling somehow that you know they are currently wanking to death behind that creepy avatar smile of theirs waiting for your reply.

Men, I’m talking about you.

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Posted on May 1, 2014 by Sheery — 1 Comment

Canda Elegant Support Pantyhose

When it comes to making my legs sexy, shining and stunning, I definitely don’t go for the cheap stuff when it comes to choosing a suitable pantyhose for my taste. So, naturally, I go for the Wolford Neon or the fine Italian Silvia Grand Silk 40 or maybe one day I’ll splurge on a $500 pair of Wolford Fatal Neon. Only champagne and caviar here for this here crossdresser.

Then again, I can’t resist a good deal. Especially when it comes to pantyhose. Especially when those said pantyhose are described as shiny and in a suntan shade.

So I splurged for the cheap liquor and potato chips, so to speak, hoping I could turn them into my gourmet meal of silky delight running around my room in my heels and total glee falling in love with my legs. Actually, though, I was just curious to see how “cheap” pantyhose would actually turn out and was fully expecting to use them later as rags in my kitchen.

Turns out the Canda Elegant Support pantyhose are quite a sexy surprise. I did run around my room and fall in love with my gorgeous legs in front of the mirror. Not to mention, “played” around in them wondering if they would suddenly disintegrate at the seams.

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