Posted on April 5, 2016 by Sheery — 4 Comments

Sheery in lingerie, tights and heels

It’s not news that I’m willing to stray from my traditional vanilla hetero side and indulge in an escapade with another sexy crossdresser. It was my first time and it was a little awkward, sure, but not any different from that first time with a GG girlfriend many years back. The seed had been planted, though, and the next time would be a far better experience for certain, much like where the vanilla hetero experience took me.

Bisexuality is still something relatively new I’ve dabbled into after straying in and out of the bicurious phase more recently. To be quite honest, it excites me now more than ever before and will go out of my way to explore it when I have the chance. Then, of course, I have to spill it all here, not to brag about the conquest, but rather share the experience. So keep in mind the name here is changed to preserve the identity of that dear crosslover.

I have to admit that crossing that line I’ve always been taught was taboo or “wrong” isn’t easy. Also the experience doesn’t always go as planned (read  the link above) but it can turn out an exciting fling which leaves you wanting more. So, whether or not you’re a relative newcomer, this could either make the bicurious in you think about that next step or possibly relive your tales of chicks with dicks.

So here goes my adventure (again)…

Me and Sharon had met online several months ago. After the usual hellos, flirty exchanges (a pic or two included) and chat room sessions, it was time for the meetup. In a hotel. So it wasn’t as if we were in the dark about what we were going to end up partaking in. Yet the anticipation of slipping into my silky lingerie and pantyhose in front of another crossdresser doing the same was enough to make me cum just at the faintest thought of it. Finally, came that magical day.

And there I met Sharon at the bar in our hotel who was a little bit older and a little taller than I was and fully dressed in a black sleeveless dress and long brown hair that wasn’t a wig. She was strikingly beautiful which intimidated me for a second since I was in public-male-mode (I still didn’t dress in public). Yet she fully understood this and we casually had a drink and chatted. We hit it off right away with the usual bullshit “What do you do?” which eventually led to conversations about our crossdressing lives to which we could hardly find an end to. As well, it was always a relief to share that side which is hardly discussed among others.

There is, also, nothing like casual crossdresser talk to get in the mood and we eventually made our way up the hotel elevator to room 505, a little tipsy and very horny by then. Feeling a mutual attraction, we even grabbed and gently held hands on the way from the elevator to the room. I felt very comfortable and  immediately attracted to Sharon after revealing that femme side of me dying to get out. Of course Sharon wore it on her sleeve which I admired and made her even more desirable.

We enter the room and my first course of action was to open my suitcase and pull out…

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Posted on March 20, 2016 by Sheery — 3 Comments

Wolford pantyhose and string teddy

I quite simply love pantyhose. It’s hard, though, to love something so much and not have it change your life in some way, if maybe a little perverted. Yet perversion is lovely, fun and sexy thing to dwell in so here are my reasons why my life will never be the same with pantyhose. Well, besides the obvious really…

10. Three words: hand wash, ugh.

9. The razor for my legs is more expensive than the one for my face.

8. I say things now such as, “bare legs… ewww!”

7. I spend more on a pair of pantyhose than on a date.

6. Suntan has a whole new happier meaning now.

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Posted on March 6, 2016 by Sheery — 2 Comments

Black teddy with nude pantyhose

I have no idea why it’s taken so long to discover but perfume has suddenly become a weapon of choice when I transform to my womanly self. Maybe it is because I always believed that if it can’t be seen then it can’t be sexy. WRONG!

So there I was one day browsing the usual close-out sales in February and came across one of those Christmas gift packages for sale. You know, the kind that comes with perfume, maybe some moisturizer and then some kind of special box or case to stuff them in. Well, my choice of the moment happened to be some Desire Me by Escada with body moisturizer and a cute little satin “vanity” case… at half off.

What the hell, right? I finally bought my first perfume ever, sight unsmelled.

Honestly, I did it more out of a necessity than a curiosity. I mean I have a ton a sexy lingerie, pantyhose, a couple skirts and dresses, makeup, wigs, etc. Yet I have never even given a single thought to masking up my manly scent with something other than deodorant. Really, what gives there?

Side note, I do use Secret deodorant which is strong enough for a man, woman or the everyday crossdresser alike.

So the day comes when it arrives in the mail. I open the box containing the black satin vanity case and admire it. OK, it’s cute, kind of like a purse without the strap. Next, I open it and pull out the moisturizer first then dab a little on my hands and apply some to my chest. I quite like it actually even though it is just everyday lotion with a great smell attached. I think I’ll save this, though, for those times with the sweaty balls just after some exercise where it will come in handy the most.

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Posted on February 21, 2016 by Sheery — 6 Comments

Nude in Oroblu Pantyhose and Clogs

There’s one thing I’ve come to realize is becoming a common theme as I write here. It was somewhat explained in my last post to the women readers (maybe all two of you). Yet, I’ve noticed a trend going way back to even the early days of filling up this website with page after page of endless dribble.

I’m almost always horny when I write and, if not, I try to get there somehow.

It’s funny how it has even grown through phases of turning the light on, if you will, before typing away on the keyboard. At first, it was just slipping into a pair of any old pantyhose and waiting for that erection to begin to kick in (see image above). Nowadays, it’s more complex. I slip into one of my few favorite pantyhose, a chosen piece of lingerie or even a camisole and mini and a select pair of heels. Then I finish it off with a wig and some makeup.

A little more time consuming now, yes, but I’m actually more into my female persona and, while I could just peek into a crossdresser chat room and get some filthy talk and camera exchanges going, I prefer to express my current “on” state in words that may get archived somewhere in digital land so the future crossdresser can look back and go “Huh?”

What’s different now, however, is that the more I do to become my woman self, not to mention the extra hour involved, the more I take pleasure in actually being that woman. Do I still get my seemingly required erection? Definitely, but I also get a deep body buzz of excitement from just looking in the mirror and knowing I’ve transformed to a woman. It is a sexual thrill still yet, equally, it is a sensual power trip that is completely intoxicating.

In fact, it is so overpowering, I nearly orgasm without having to polish up the bishop. Yes, really. I never imagined it would come to this but there’s just no going back to those days of getting my jollies from just a rag pair of pantyhose. No way.

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Posted on February 14, 2016 by Sheery — No Comments

Pantyhose and Polka Dot Heels

I typically like to write when I get in the mood. That meaning it’s usually morning time and I just crawled out of bed, still in my slightly wrinkled satiny camisole and pantyhose, and put on a silky robe and then some coffee on the burner. The jolt of coffee then kicks in what I would call my crossdressing buzz. In other words, I feel a little horny so I might as well write.

That said, my perspective then becomes not one of deep insight and philosophical analysis of why we are who we are but rather a reflection what I personally feel at the moment, crossdressed. So there you have it, a man draped in satin, lace and nylon writing in sexual overtones which, when you realy think about it, boils down to a man writing about sex. It may be geared for the average crossdresser or male pantyhose enthusiast but women may find it as just guy chat down at the bar, albeit, a bit kinkier. “Um, no thanks,” I can hear as you click away to Zappos. I understand.

Not that I’m looking to pander to women or, all of a sudden, cater to the audience of women or even a date for that matter. That’s not the point. Then again, I don’t want women to leave here thinking us crossdressers (really, this one in particular) are a bunch of pervy weirdos either. OK, so we might be (this one in particular), however, there is a side of me, and maybe others, that has a lot more in common with our mimicked counterparts than what is likely perceived.

I’ll try to explain it further. Call it a sort of enlightenment from a man happily in pantyhose and drinking coffee (and a bit turned on). Please note one thing and that is that crossdressers are very fluid in their beliefs, interests, sexual preference or even choice of garments. So I don’t speak for all, per say, just your truly.

The Feminine Side

I firmly believe that all males have a feminine side to them. Some acknowledge it naturally without knowing, while others may not even try at all. I particularly know it is a major part of who I am and act it out, if you will, accordingly. In my case, that female side of me is primarily sexual, so I want to feel like a woman, be desired like a woman and express my femininity as a woman which, in turn, fills a need to validate the female side of myself.

Now, I neither claim to be a woman or even being similar to one, nor do I wish to become a woman now or in the future (but who knows what the future brings). I prefer instead to enjoy the sensations of femininity whether it be by slipping into sexy lingerie or simply just shaving my legs. I have that need to step into a role as a sexually attractive woman, then validate it by being desired by other men, women or other crossdressers.

The cherry on top for me, and ultimate validation, is to be ravaged and cummed on as a woman. Yes, I know the gender parts don’t equate by I do have a “hole” too.

The Taboo

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Posted on February 7, 2016 by Sheery — 5 Comments

Guess Geary Sandals

It’s no secret that succession of crossdressing phases goes something like this: slip into your mom’s pantyhose as a wee-tot, then try on a bra and heels and maybe her makeup a few years later. Then at point when you can pay for all this shit yourself, you buy them all for your very own. So shoes and in particular, high heels, would typically be a part of that equation. I’d say for most crossdressers in my opinion.

Well, somehow after all these years from the wee-tot stage, I still seem to have an aversion to high heels. I think they look sexy and I want to love wearing them since they are clearly the perfect accessory for gorgeous pantyhose over freshly shaven legs. I even splurged on some gorgeous leather clogs thinking that would spur my lust of the heels world. Sadly, those very lovely clogs have gotten few uses to grace my pantyhosed feet ever since.

“What gives?” I’ve been thinking to myself. I can’t go out with just pantyhose and regular shoes. My high heels just aren’t “doing it” either for me if you know what I mean. Then I finally realize the issue while browsing for heels one day: I never chose the right heels… duh.

Here’s a quick rundown of my collection of high heeled shoes…

  • Six inch clear plastic heels and, yes the stripper kind. Cheap, uncomfortable and painfully obvious what they are for. Seemed like a logical purchase at the time.
  • Six inch over-the-knee glittery boots. No, they are not made from leather or even faux leather but fish-scale shiny fabric. Bought with the heels above. Ditto on the logic.
  • Wedge sandals. Found in a steal of a deal on eBay. Had to glue a strap back in place not too long ago. They still haven’t made me feel quite like a supermodel.
  • Leather clogs. Definitely the most upscale high heels I’ve ever had but they are just not quite me and are, therefore, rarely used. I must not like heels then?

Yeah, I can see other crossdressers shaking their heads at me. Enough said.

First, let me start out by saying that one telltale sign of a true woman is her ability to look through and pick out a pair for herself. I found this to be quite a journey through hell at first. There aren’t just a few high heels to chose from but THOUSANDS. I’m talking just high heeled sandals, too, not boots, flats, casual and whatever else to which there are millions more to browse through. OK, so this is what it is like for a woman when shopping for shoes… I almost call it a day. Almost.

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Posted on January 24, 2016 by Sheery — 2 Comments

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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Posted on January 10, 2016 by Sheery — 3 Comments

Teddy and Pantyhose

It’s probably a given that if you are reading this right now, you might have tried at some point to stop crossdressing, only to come back as if falling off the wagon of masculinity… again. No worries, your inner woman always welcomes you back and asks you, “Who the hell are you kidding?” If you need more reinforcement, here are ten reasons to listen to her.

10. It’s either those pristine, always hand-washed pair of silky thong panties or those old tighty-whities with the skid mark still showing.

9. You never have to leave the house to hook up with a woman.

8. You don’t have a fucking clue what else to do with your heels collection.

7. Bruce Jenner has been your hero from the beginning.

6. The hormones have already kicked in.

5. You’re still the starting catcher on your team.

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Posted on December 28, 2015 by Sheery — 2 Comments

Pantyhose and painted toes

I can say without a doubt that my crossdressing has taken leaps and bounds since my first days experimenting in my sister’s tights as a sort of pre-pubescent indulgence in erotica or, as we all may know, the pantyhose fetish in it’s infancy.

Shaved legs, hell yeah. Whole body? Yep, that too.

Makeup… just now learning how to do up properly.

Wardrobe? Check, including the mandatory minis and fuck-me dress.

Heel collection: I realize how addicting that can get… and how much I drool over Louboutins.

Full public view, well, maybe that’s in the near future.

Despite my love of trying to bring out the inner woman in me, not to mention the sexual thrill it gives, I always seem to end up obsessing over my first real (non-human) true love: pantyhose. They are always my first item of attention when dressing and, even if being the only thing I have on, makes me feel more feminine than even the perfect makeup session (or those Louboutins). Well, OK, if I had those Louboutins over my pantyhosed feet, I think I would shoot my load on the ceiling.

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Posted on November 29, 2015 by Sheery — 4 Comments
Cecilia de Rafael Libero seamless pantyhose
Image: Shapings.com

Stop paying attention for a second and, all of a sudden, you miss what gorgeous new products that will happily feed our never-ending pantyhose fetish. I’m usually always on the lookout for something new and sexy to drape my legs in. However, the glossy look has given way to matte opaque tights and leggings which women go crazy over these days. Not exactly great news if you’re the high-shine loving fetishist like I am.

Yet there are some new developments that have just caught my eye that I just can’t wait to get my legs in…

Cecilia de Rafael Libero Seamless Pantyhose

I couldn’t believe my eyes when I saw these. Finally, the reincarnation of the Wolford Fatal Neon tights, albeit a very sheer 15 denier as opposed to the 40 denier of the Fatal Neon. Of course there was a previous attempt at a revival with the Krystelle 30 seamless which didn’t quite live up to expectations. The CdR, however, looks promising and just look at that shine!

Not too long ago, I may have balked at the sheerness but, now that I shave my legs regularly, the Libero will be a welcome addition to the collection. Likewise, if you’re still sporting the gorilla legs, the Libero should unquestionably be given a pass. That or keep the legs out of public view (please).

Note that these are so new that they haven’t been manufactured yet. They are due out sometime in December so have your legs nicely shaved and ready (please).

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