The author, Sheery, right after shopping

For about the last, oh, couple of decades, we’ve had the convenience of shopping online which means 1) Waking up in the morning (or drinking wine before bed) 2) Thought comes to your head to buy something (sexy) and 3) Browse around and eventually click the Purchase button, but then 4) Wait that day or two for that “special” package to come.

Particularly for the closet crossdresser, this is fairly standard procedure… easy, you get what you feel like you want and no one else needs to know or doesn’t care on the other end. I mean would you rather have to pick out your silky treasures in person and then get that side-eye from that real female taking your payment? There use to be that day when having to shop in person use to exist you know.

Wait, hold on, you can still shop in person?!! Lingerie, pantyhose… makeup too?

OK, I’m sure there are many crossdressers out there who do actually buy their femme gear in person which nowadays isn’t anything out of the ordinary. So I happened to be near a large department store last weekend and, knowing they have my favorite Wolford Neon 40 tights, decided to go in and “have a look around.” Now, truthfully, I usually have bought pantyhose in person every now and then (even lingerie when I was 16) because it always gave me a bit of an adrenaline rush. There was even one time when I was purchasing the aforementioned Wolford Neon 40 tights when the sweet cashier lady commented to me “Wow, you just went right to those quickly!”

Um, yeah, caught. I’m pretty sure I blushed as I handed her my credit card.

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Sheery in her favorite Victorias Secret teddy

My first love has always been pantyhose since I was a kid. Yet as I grew up through my weird pubescent years I grew a fondness for lingerie way back when there were paper catalogs that had lingerie sections which I collected, my comic books of sorts I guess. I would fantasize and obsess while gawking through those pages, not at the typical ladies in bras and panties, but the more sultry garments. You know, anything with garters or all lace or “push-up” but what really caught my eye were the teddies. I fell in love with how they were basically a bathing suit but far sexier.

Then there was that time when I was still in high school, I had just got my drivers license and started working in a shitty fast food job earning minimum wage but my own fun money basically. So what did I do with that first paycheck? I drove right down to the mall, gave into my urge to try lingerie that wasn’t stolen, and bought a sexy camisole set. Wearing it later that night, with pantyhose of course, was at the time probably the most erotic and sensual experience I ever had.

Of course, being able to shop and afford things myself, my lingerie purchases didn’t stop there. With my fascination with teddies, I remember ordering a hot pink lace teddy with underwiring and a very high leg cut from a Sears catalog. Then I excitedly picked it up a few days later, rushed home and slipped it on, again, over my pantyhose. It was another sexy, sensual moment in the books but this teddy was something that truly felt amazing having on. I wouldn’t say it was a very feminine feeling but more like a sexual excitement and of course shortly after came the gratification (pun intended).

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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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Sheery in teddy and tights

If you’re like me (of course you are), then after all those years of slipping into your favorite pantyhose and lingerie, you have those few items that you have and will always love forever. By the way, I estimate I have worn approximately 500 pairs of pantyhose and around 200 pieces of lingerie in my lifetime. Yet there are only a few items that I still have that are very dear to my heart.

Note that I’m not talking pantyhose here. Don’t get me wrong, they are my first love and I still have my very first pair of Wolford Neon 40 on display in my bedroom (now too worn to wear). Lingerie, however the complement to my beloved  legwear they may be, is still a valued treasure in my book though.

So back to that lingerie. To the day there is that one very piece I continue to wear, a black Victoria’s Secret teddy, purchased five years ago on a whim. It was one of those rare purchases that was actually much better when you have and hold it than what you see in pictures before buying. And what a beautiful teddy it was.

I usually have issues with wearing teddies being they are too constrictive and/or the fit is off or, worse, it just plain looks bad. I get it. They are not made for men or an effeminate one at that. However, this one, while coming out of the package looking very teeny weeny tiny, actually fit to perfection. Not only that, but there were no restrictions in movement whatsoever. In other words, it was nice and comfortable. Up until now, a comfortable teddy was practically a paradox.

But comfort is just a small part of the equation. How it looks, at least to yourself, is what really counts doesn’t it?

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Like my new bustier?

NOTE: I know it’s been a while since I posted here. Let’s just say a lot of life has happened between 2018 and now. I’ve thought about closing up shop here during this time but, you know what? I’m still a crossdresser and, to be honest, I am now more than ever. Like really seriously into it 😉

A couple months ago, I did a Google search for a particular (feminine) garment I was interested in (can’t remember what it was though) and I came across a new website I’ve never seen or heard of ever, Vinted. That garment was for sale brand new at a price that I thought was rather low. Well, I didn’t happen to buy it but I did spend a good couple of hours browsing around in there. The OMG moment finally came around.

If you’re not familiar with Vinted, it’s more or less a website that promotes clearing out your mass of unused clothing and/or buying it from someone else who wants to clear out their rejected threads. It’s almost identical to eBay in a way, however, eBay is, really, too hard to find what you are looking for. Vinted is pretty much just for finding clothing and that’s it.

In the nearly two months that I’ve used Vinted, I’ve been obsessed with it. I’ve not only found awesome second hand clothing but also new items still with tags that people just happen to have sitting around. What a concept!

Of course, I could have looked around and shop for regular male clothes but, hell no! I went after all the womens’ wear that I have always been dreaming about draping over my body. Miniskirts, bodysuits, lingerie and of course my most sought out items… anything Wolford.

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Item m6 bodysuit, rear view

While I do have some bodysuits in my vast collection of lingerie, I only have the ones that lightly drape over my body, kind of like a leotard. For the most part, they are comfortable and perfect for lounging around as feminine me. Then there are those bodysuits that are strictly for shaping, tightening you up in all those loose places. Those, however, tend to make me feel like a sausage and look like someone out of a 80’s Sears catalog.

One day, in my occasional lingerie browsing, I came across a bodysuit that looked incredible (of course on a female model) but was a shaper type. Normally that makes me look on but I couldn’t take my eye off of this, the Item m6 Shape String Body. It appeared somewhat like a swimsuit but was a typical style I normally like in a non-shaping bodysuit.

Regardless, I bought one… and was quite surprised by what I slipped into.

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Edith Body teddy over Filodoro pantyhose

I’ve been devoting quite some space here to pantyhose lately, almost seeming to forget their other silky (and just as sexy) counterparts… lingerie. The real reason for it’s omission is I haven’t really found anything in a while that I like and I rely on slipping into an older piece usually bought from a lucky whim. It’s primarily due to my issues with the typical lingerie found these days, not just from the point of view from a crossdresser, but I’ll go out on a limb and say for women too (OK, maybe some):

  • It is cheaply made from only nylon and/or fishnet and in the same black, red and white colors. Not to mention pricey for the tacky styles and low quality.
  • Or you find something you can just picture draped elegantly over you. Then the price tag let’s that dream die hard.

So, it usually means an undies purchase for the femme me is in the form of pantyhose, pantyhose and more pantyhose. Well, that is until I randomly came across a sexy teddy that caught my eye, overpriced of course. However, after a little digging in Google, I reached the ultimate candy store for crossdressers, SeksownaForYou.pl, from Poland.

This site appears to be the umbrella shop of Polish brands of lingerie, Avanua, Casmir and Passion which, to tell the truth, I had never heard of until I found the website. Yet, the selection of silky threads was amazing and now I’m extremely elated after tearing into that unmarked package that I received this past week.

First of all, while browsing the website, I was quite content to find lingerie styles that looked like fashion made actually made for this season. In other words, none of that run-of-the-mill fishnet bullshit you would see at your local sex shop. No, I could see there was the possibility of some quality in that stretch satin visible in many of their pieces. At least enough so where I absolutely had to try them out.

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Black Body Slip with Black Pantyhose

After going through my treasure trove (read: massive suitcase full of lingerie, pantyhose, tights and other womanly things) one recent evening, I came across an item that I have had for over twenty years now. What better way to bring back the old memories of this lovely charm than to slip in on for old times sake and see if I still “have it.”

I remember buying this body slip, when I was sixteen, at a JC Penney after seeing an ad from the Sunday paper. I recall thinking that I absolutely had to have this while, at the time, I was experimenting with wearing lingerie for the first time. Lingerie, along with my teenage pantyhose fix, made me horny like nothing ever before during my youth in those days. Even more so than girls.

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Pantyhose and lingerie collection
Image: Flickr

Today is a beautiful sunny morning so I decide to take a walk down to the mall just as it is opening. It’s a Wednesday, which I have off from work and I think to myself why not start out with a glass of wine at the Ruby Tuesday, just because I feel like it. I walk in, seat myself in the patio area and start sipping away.

A couple of glasses later, I find myself  in an elated mood. Maybe it ‘s the bright sun or my one day of freedom from the toils of work but I feel happier than normal. Yet, simultaneously in my joyous demeanor, I being to feel incredibly horny. I just want to rip my clothes off and go into crossdressing mode which means slipping into something sexy (e.g. pantyhose and lingerie) making me feel irresistibly feminine.

After downing yet another glass, I get an idea. Instead of heading home to my silky collection in private, why don’t I just head into the Macy’s and try out theirs. I’m pretty sure they don’t allow you to try on undergarments (nor anyone really) but I feel pretty buzzed and seemingly invincible enough to give it a go. The idea overwhelms me enough for me to immediately pay my tab and walk right into the Macy’s next door.

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