Posted on October 8, 2023 by Sheery — No Comments
The Thruster
Credit: Mashable

By chance the other day I ran across an article on self thrusting dildos. Don’t ask how I got there, just take my word for it OK? Anyway, it definitely peaked my interest (as in OMG I really want one of these like right now). Maybe those lonely Saturday night masturbation sessions can get a little more interesting in that proverbial never-have-to-leave-your-home sense. At least it would seem like the possibility.

Yes, this little pleasure giver is called The Thruster and the description definitely intrigued me…

Teddy is a best seller in our Thruster mini sex toy series. It is designed to deliver powerful orgasmic thrust in a package that’s just the right size and an economical price. Meet our entry level Thruster Mini TX – Teddy, a revolutionary handheld thrusting vibrator dildo that can flex and bend while thrusting, making it ultra-fun and easy to use! No arm fatigue or discomfort.

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Posted on October 1, 2023 by Sheery — No Comments

Sheery relaxing in pantyhose

I finally did what many a crossdresser has done before me. Admittedly it was difficult but very much necessary. Not just for me but, my god, this should have been done more than a decade ago at least. Yes, I’m talking about the “purge” but not for the usual reasons a crossdresser would do this. No, it was a far different reason…

I had too much shit.

Now keep in mind, this isn’t to cast a shadow over the typical crossdresser purge. That is throwing away anything feminine linked to one’s crossdressing due to shame, anxiety or pressure from social norms to be “normal.” This can be a serious distress and a challenge to get over mentally. While I have never actually purged my collection before, the social pressures have taken a toll in the past and I can sympathize with that.

There were times, however, I have actually wanted to purge my pantyhose, etc. in the past but I was either afraid someone would catch me doing that or I realized that I had to get new femme gear if/when the urge came around again. Basically, I knew it wasn’t practical. Oh, and the shame after wanking one out of the park while in my skimpies was definitely a frequent occurrence in my early girly days.

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Posted on September 9, 2023 by Sheery — No Comments

Sheery in bed and in Wolford head to toe

It goes without saying that we as crossdressers have wild thoughts going through our minds, especially when relaxing, sipping wine and getting in the mood. Yes, our fantasies take us to uncharted waters, hold no boundaries and give us moments of that little adrenaline rush for what could be in complete ecstasy. OK, maybe we may get a good wank out of it. No boundaries remember.

Now I won’t speak for all crossdressers but I will say a good part will have one or more of these fantasies. You don’t have to admit it!

10. Wish a push-up bra worked for the belly.

9. Wish someone would say with a straight face that I’m the prettiest thing they ever saw.

8. … Or at least let me know I have a run in my pantyhose.

7. Be a normal man again, but with only a couple of feminine tendencies.

6. Wish there were an easier way of dealing with the “bulge”… or to be in fashion for actual women to have one.

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Posted on July 30, 2023 by Sheery — No Comments

Sheery in pink bodysuit and Wolford pink tights

A while back I told of my absolute joys of being a crossdresser, so why not get all dolled up and let out all my frustrations today? Don’t get me wrong though. If you came here looking for reasons to really hate crossdressing and give it up, you would be out of luck. I LOVE my crossdressing life and the way my new bra hugs the natural curves of my chest. Like anything in life, however, it does have its pet peeves and annoyances from time to time.

Sometimes those pesky problems can get the best of me. Most times I brush them off. Well, now it gives me a little writing material.

So, as I sit here in my black Wolford bodysuit, Neon 40 tights (black) and a black miniskirt (plus my favorite heels), time to begin the tales of things I really HATE about crossdressing…

The Guilt

This use to be an issue in the past but not so much over the last decade or so. Nonetheless, it’s worth a mention… getting that urge to slip into some pantyhose, throw on some lingerie and get a quick wank out of the way. Then the post-climax being the need to stop doing this from now on.

I can safely say this was due to me not being comfortable in my own skin. Hey, once I realized this crossdressing thing won’t go away at all then there was no choice but to embrace it, pervertedness and all.

Shaving

Smooth legs are awesome. Smoothness everywhere else is nice. Shaving sucks. So do those little nicks and cuts from shaving. Why do I have to make an appointment in my calendar every week or ten days to do it? My god, shaving sucks.

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Posted on June 29, 2023 by Sheery — No Comments

Wolford emergency bag

I hate to admit it but I am not always in my heels and hose prancing around all over town or in far away places. However, when I do get out of the house on some trip, I do like to take along a garment or two, pantyhose (of course), a wig and some lipstick for good measure. Pretty normal for a run-of-the-mill crossdresser I would say.

Yet I also have this one peculiar habit that I’ve been doing for a number of years now. I managed to snag one of these small little Wolford silk bags which I believe were for some of the designer masks they sold during the pandemic. I didn’t find the masks that appealing (surprising) but something about tiny little silk bags somehow blows wind up my skirt. I got a couple of them and I think they were overpriced at that. But, hey, who didn’t buy crazy shit during the pandemic?

The little bags are quite cute but I was I was really thinking was that a pair of pantyhose could fit perfectly into one of these. So I ripped open a package of shiny new Wolford Neon 40 tights in a Gobi shade (of course), folded it nicely and, lo and behold, they do fit perfectly! So I left them in there nice and snug and have taken this little bag everywhere I’ve been travelling ever since. My perfect little silk bag of some emergency Wolford tights in case I get stuck in a bind in some god forbidden place with no access to pantyhose. The horror!

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Posted on May 30, 2023 by Sheery — No Comments

Sheery in Wolford Iris bodysuit and Neon 40 tights

I’ve noticed over the years that the more involved I am in my crossdressing, that is getting all the little woman-like details sorted out, the more I’ve come to appreciate it even more. There use to be a point in my life where I thought it was a curse (well, many points actually) but when I came upon the realization it will never go away, I guess I thought, What the hell, I might as well enjoy it while I’m alive.

The truth is I actually feel like it’s WAY more fun immersing myself in my own feminine world. Trying that new lipstick color, searching for those perfect heels (still), finding out my perfect wig color is dirty blonde or just enjoying that feeling of being all dolled up. I haven’t even gotten into the sexual kink out of it all either which, I might add, is also pretty awesome at this stage of the game.

Anyway, here is my list of things that enjoy most about crossdressing (in no particular order)…

Sensuality

It’s difficult to describe that feeling when I’m completely transformed into miss me. It is kind of a warmth all over sexiness knowing this could be dangerous. Maybe it is the combination of noticing the tightness of that miniskirt or that sweet smell of Chanel that also heightens and arouses the senses to an unbelievable degree. In any case, I like this and don’t want it to stop.

Escape

I hear and read about it all the time how crossdressing is used an escape from your real self and I can say that it is true. Life is hard and we all have our ups and downs, especially me, but getting into our alter-selves does really separate myself from the real world, even if just for a moment. It is honestly the only thing to make me forget about those Zoom meetings at work coming up in the next couple of hours. Um, yeah sorry, it looks like I’m having trouble with my camera here…

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Posted on April 17, 2023 by Sheery — 2 Comments

Sheery in Wolford Tights and Sonia Body

If you’ve been here long enough then you may already know pantyhose is definitely a passion but not the so-called fetish it always use to be. Don’t get me wrong, I love and wear them as always (like right now even) and they never lost their erotic appeal, not for a second. Way back, however, there was a time where they were the only focus… slip some on, have a quick wank and go on with my day. Or I’d just wear them under my jeans and take notice of that swishy noise and silky feel as I’m walking in public. Alright, I still do that from time to time.

What I’m getting at is that the days of the panty(hose)-boy with the “fetish” are long over in favor of doing this whole look like a girl thing. It’s funny, too, that I never understood how this possible evolution could even happen. I even quite stupidly thought that eventually I would grow out of that kink. Maybe I would just have to take a few minutes to get away from the family, sneak out in the woods, slip on my Wolford tights and come on a pine tree every now and then.

Let’s just say it didn’t quite work out that way.

Not that I’m unhappy being a (way) more girly me. I just never thought it would come to this, no pun intended. Over the years, I’ve read many crossdressing blogs and also have met others online that started with the typical pantyhose fetish which eventually led to full on transformation and, in some cases, changing gender completely (aka Caitlyn and, yes, she did have a pantyhose fetish in her past). What was really strange to me, however, was that it seemed like in many cases the whole thrill we seek by wearing pantyhose in the first place seems to have disappeared in the process.

I mean once you are hooked, how could you want to leave your love of pantyhose?

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Posted on March 26, 2023 by Sheery — 2 Comments

Obviously a Pantyhose Fetish

Sure, long gone are the days of secretly hiding your pantyhose stash out of view from your parents. Maybe on occasion they caught on to it. These days, however, likely it’s still not ideal if the general public catches wind of your secret hobbies. No worries, yet you may want to pay attention to those little details you may have forgotten that are just about to out you…

And so we have the top ten dead giveaways of your pantyhose fetish activities, you weirdo.

10. You no longer have socks in your drawer.

9. People are suspicious of you describing everything as silky and shiny.

8. All you ever complain about are runs, and you never ran a day in your life.

7. Old pantyhose litter your house like old war trophies. Guilty here.

6. You hang around the Hooters in sunglasses a bit too much.

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Posted on February 23, 2023 by Sheery — No Comments

Sheery in a DKNY bustier and Wolford tights

It’s not news that I have my own erotic fantasies whenever I’m dressed and (almost always) in the mood. Yes, there is that vision of hot crossdresser sex with that beautiful crossdressed lover having her way with me or even tying me up helpless as I am wrestling around in my pantyhose. Yet there is always that one little fantasy that I’ve had for as long as I can remember… getting hot and horny in front of the camera (and maybe with that beautiful crossdresser).

I’ve actually seriously considered this and have looked into creating a CAM website or a live feed of me all dolled up and ready to go… well wherever, whatever. My motivation is pretty much directly proportional to the level of how turned-on I am which, unfortunately, is not 100% of the time. I still pick at that itch from time to time browsing for that perfect web camera, or something I would look oh-so gorgeous in while on camera. Hell, I even thought of adding it as a part of this website. Maybe a little blinking red button to enter my private room for a little show if you know what I mean 😉

However, more recently I’ve been hearing about OnlyFans where pretty much anyone gets in on the sexy camera action and, not to mention, have a little side gig or even a primary income source while doing it. It seemed really intriguing to me, especially not having to deal with website development costs and, in return, leaving around 20% of earnings for the OnlyFans take. And if it does not work out or is not suited for me, no real time or effort (or money) is wasted. Sounds like a deal a bit hard to pass up.

Now there may be some work in drawing fans to watch me, which I’m well aware of, but that might actually work in my favor. I would probably need some camera time under my (garter) belt to make me less nervous as I do my thing in front of the camera for the one or two peepers getting off on it. But, honestly, I can’t really think of anything more exciting than getting into femme mode, slipping into some sexy lingerie and pantyhose and finishing it off with hot miniskirt, heels and makeup. Then I would get to do my little striptease and… hmmm let’s see.

So what would I do exactly on camera and all hot and excited? I’m thinking one or more of these…

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Posted on January 15, 2023 by Sheery — 2 Comments

Sheery in the shadows

As a crossdresser, it is always nice to meet other crossdressers, especially given that other non-crossdressers you may end up hanging out with might not be fully into your thing if you know what I mean. Generally this would happen meeting someone online, establishing a little rapport about our tights and favorite girly items we like to wear and then may even end up exchanging numbers. Nothing really out of the ordinary unless you count that crossdressing thing.

Now, if things get a little flirty or (I dare say) romantic, then I can get into that too. However, I would also note that this is in the perspective of female me and not my usual male self. An important distinction because they are in fact quite different.

First of all, there is that whole establishing a “connection” thing. Sure we are crossdressers and obviously have that in common. Maybe we have fallen in love from that avatar picture in the profile and think the other is the hottest thing on earth since… actual women. OK, these are really men, dressed as women who no longer have that traditional male/female division to overcome in order to interact and maybe hook up if that is desired.

Well, it doesn’t quite work that way.

I’m not ashamed to admit that I did learn that the hard way with actual women a long time ago. Reversing that role though makes it all the more apparent. For miss me, it is downright scary some of the creepy crossdressers I have stumbled upon online. One in particular complained I never responded to her online, so I said sorry and gave her my number (side note… not a good idea). Then the messages started pouring in…

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