Posted on December 10, 2023 by Sheery — No Comments

It’s that time of year, ho ho ho. Ok, whatever, another year of getting socks, candy and a couple of t-shirts. Woo hoo! Well, your crossdressing friend (wink wink) always has a few things on her wishlist when returning home for the holidays. I understand it is not always easy to shop for that little girly man but, take it from me, these suggestions can help…

10. A stocking for the other leg.

9. A free pass to go ahead and dress away in front of the whole family. No one can say a word or they get shot.

8. Your conservative, law-abiding, church-going and happily divorced uncle decided he won’t be making it this year.

7. A good time to repurpose that perfume gift set from last year that you didn’t like.

6. An official pardon form your sister for stealing all her shit from her closet.

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Posted on December 3, 2023 by Sheery — No Comments

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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Posted on November 19, 2023 by Sheery — No Comments

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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Posted on November 14, 2023 by Sheery — No Comments

Pearl & Poseidon stay-ups

A while back I got my hands on some Pearl & Poseidon stockings being rather curious about a company that doesn’t hide the fact that they cater specifically to pantyhose fetishists. Stockings weren’t my thing until I tried them out and now they even get a legwear rotation with a garter belt every now and then. Not to mention, they haven’t seemed to wear down with the usual snags, runs or heel scuffs. Real keepers these are!

So with the holidays approaching, time for the shopping for loved ones (me) and I usually splurge on some girly items Santa Claus wouldn’t otherwise give me. Up there on the wishlist (actually there for a while) was to try something new from Pearl & Poseidon. Since the last couple of years since my last purchase, their collection has expanded quite a bit. I’m not ashamed of being on their mail list either so I already kind of have an idea of what is coming out, probably the reason I need more of their fetishy stuff like right this minute.

I wouldn’t say the P&P items are exactly for dressing up for a quick stroll on your local sidewalks, maybe even a bit of a stretch for Carnival too. Yet they have this allure to them… shiny, silky and sheerness draped all over your body and not just the legs. Although I’ve only tried the stockings, I would gladly take their pantyhose for a spin too. Would they replace my dear Wolford tights? I wouldn’t go that far hun.

Yet this thing is something I would gladly slip into…

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Posted on November 5, 2023 by Sheery — No Comments

Shaved legs in pantyhose

Oh yes! It’s that time of year when I can finally ditch the shorts for another half a year or so but, more importantly, I can finally have those smooth hairless legs I always love. Keep in mind that I am still (somewhat) in the closet with my crossdressing to my family and close friends so I’m aware that something like no hair on my legs could arouse suspicions. Sure, there are plenty of excuses at my disposal and/or maybe I could wear pants or jeans in 100 degree temperatures but I prefer a tendency to keep things discreet and unassuming if you know what I mean.

That said, in the warmer months, I do happen to shave my legs above the knee and use a #2 electric razor to thin out the lower leg roughage which doesn’t happen to be thick or bushy to begin with. Underneath my beloved and oft-worn pantyhose, it is barely perceptible so I generally stick to this routine in the summer months though I do tend to get lazy with it. By the way, my legs are clean shaved in the image above so I don’t want to hear it.

Come fall/winter, however, I like to ALWAYS keep things very smooth everywhere, and I mean everywhere. I especially love smooth legs. They feel nice under pants, pantyhose and, oh, silky sheets as well. Plus nicely shaven legs just look feminine and sexy, enough reasons for me!

I usually have a supply of razors and various creams and gels to get the job done. As well, I also usually dread the task of shaving every nook and cranny of my body which takes what seems like hours plus leaves me with a few nicks and several spots that I somehow missed. So call it a love/hate relation with hair removal that I have if you will. I could only think about the final product (me) where I can freely slide around on my sheets afterwards and not see even a stub poking out of my precious pantyhose.

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Posted on October 28, 2023 by Sheery — 2 Comments

Similar heels that I injured myself in

Well, it finally happened. Probably the greatest peril of being a crossdresser other than getting beat up by other men with other secret fetishes. Not to mention, it took a little hit on my femmy ego. I actually injured myself…

First of all, I just have to say I love tall heels. If they are not at least four inches tall, they do not even get to touch my lovely pantyhosed feet. Oh, and that one inch platform in the front, yes, I’ll have that too! I love how they make my legs look super long, or at least fool me into thinking so. Then there are those tall stiletto heels that look like they balance on needles… my favorite.

Well, I happened to be wearing said stiletto heels not too long ago to go along with my favorite black Wolford Neon 40 tights and a sexy bodysuit. As usual, I like to prance around on the carpet, check out how my ass swings and, if nothing else, get a little practice in walking around in my most treasured footwear. Then I got a new lesson on what really needs to be practiced for the wannabe woman in stilettos taller than her ego…

Standing.

You heard me right. Hell, it is the first thing you learn once you slip into heels for the first time. It is quite a daunting feeling and experience at first but you eventually get use to it. Same with walking around. Heel, toe, heel toe. Admittedly it can be a bit scary at first but it easy to maneuver around with maybe 15 minutes of practice. Even with those tall  four-inchers!

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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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