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 ūüėČ

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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Sheery in DKNY bodysuit and pantyhose

As usual, I like to write here when I’m in the mood. That is, fully crossdressed and feeling like miss me. Over the years though, (and it has been quite a lot of years writing here) I’ve gone from slipping on some pantyhose and maybe lingerie to full-on shaving, makeup, wig, perfume and paying attention to those little details to transform myself into a more feminine persona. Oh yeah, and a spray of Chanel No. 5 really does help with that.

I know I’ve dived into this before but the more I’m transformed into a woman and see more of a woman in the mirror, I can’t help but to convince myself I just might actually pass for one. It’s definitely a feeling of empowerment and, not to mention, quite a high that I get off of. I don’t know, I would say kind of like an adrenaline rush I’m having even though I’m not actually out in public strutting my stuff if you know what I mean.

Of course all of this makes me incredibly horny yet in a way that truly distinct from my usual male self. It is just something about smelling that perfume or noticing that flavor from my lipstick or even noticing that warm silky feel of the pantyhose draping my legs. Or is it the wine? It is as if it is an experience of being an actual woman who feels turned on which, in itself, I can say is truly a pleasure I crave.

Then it’s moments like these that I occasionally break out the Fleshlight (with that little thing so I can mount it on my refrigerador) and desire nothing more than to be rammed in my backdoor, ironically, while standing in my heels and fucking my little toy. I have natural female-like boobs, too, (weird genetics) so I also like to pull down my bra and push my breasts together wishing a cock would squeeze right between and come right in the middle of them. Oh, and then I like to give a soft rub on my nipples which gives me mini-orgasms.

You can say my masturbation has evolved over the years.

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Sheery, chilling on the bed

I’ve recently touched on the subject of my ever-evolving bisexuality and, looking back, even my past foray into bi-curiousness nearly a decade ago. Oh my how I was the curious kid exploring sexuality in all its many strange facets. It’s hard for me to believe that there was a time in my life where I had the hard-core, church-abiding belief that sex with women was the only road that lied ahead. Of course, I had that little “likes to wear women’s underwear problem” at that young age which I had naively assumed would pass as an adult.

Um, yeah, I really envisioned back then, too, worrying about how many days I can go without shaving my legs these days.

But here I am in a comfortable camisole, pantyhose with panties over them, a satin robe, wig and a swipe of lipstick and quick spray of perfume. Oh, I forgot the glass of wine too. I like to “get in the mood,” even a little bit horny, so when I write here my thoughts come through clearly as my female alter ego. I enjoy feeling like a woman even if it doesn’t lead to sex or masturbation although, admittedly, I could use both at the moment.

My first thoughts in these free-spirited effeminate moments usually turn to fantasies involving other crossdressers. You know… like rubbing our nyloned legs together, smudging our lipstick together, lipstick staining our pantyhose or, ahem, other body parts. Then, of course, getting jackhammered in the back door until I’m unable to sit on anything for at least a day. I would say I’m still attracted to genetic women, however, sex with crossdressers take me to a whole other level of excitement.

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Selfie in Bustier and Pantyhose

It’s not often that I¬†go on a date with another crossdresser but I too often question myself as to why not just have a little “fun”¬†when I can. So I did¬†and¬†what¬†a rush it was! So¬†here is¬†my¬†little kiss-and-tell of that one very unforgettable date. Note that the name of my “significant other” has been changed to preserve her identity.

Read Part 1

Read Part 2

Sharon was excitedly busy giving me the blowjob of her life when I suddenly had a moment of realization. There I was lying on the bed in my bustier and pantyhose and with a hole in the back that I could still feel wet from the lube Sharon had used to wet her cock that pounded me a good thousand times or so. The sexy crossdresser making me her toy and actually getting my silkies dirty had always been a fantasy of mine.

Yet this had turned into everything I imagined it would which struck me as odd. Does anything, especially a fantasy, ever end up being like you dreamed it would? “Maybe it would come close,” I thought as I watched Sharon’s head bob up and down and¬†drowning in her¬†sucking prowess. Nonetheless, I enjoyed the moment and the absolute “naughtiness” of our sexual encounter. I was at the peak of feeling feminine and sexy and never¬†wanted that to end.

Sharon stopped her her vigorous blowjob all a sudden and climbed over me and into the cowgirl position with her ass just above my still-hard cock. She pulled down her black Oroblu pantyhose just enough so her bare ass was exposed then leaned over and gave me a soft kiss along with her sultry smile. As she reached for the lube nearby, I caressed the smooth, shiny nylon covering her legs and indulged in the feeling as they even rubbed against my own pantyhosed legs with every movement she made.

In an excited rush, I grabbed a condom from the nightstand, ripped open the package and slipped it on as Sharon dabbed some lube on her hand then gave my rod a quick stroke to glisten it up. She then raised her ass, positioned my cock ready for the back door entry into her and began to let it slide in slowly.

I noticed the tightness of her sphincter which gave me a jolting rush from the incredible sensation on my cock. We both let out a loud moan in unison (girly voices of course) as she continued to ride my love rod with a very precise gyration of her ass. I actually admired for a second how Sharon could move her ass like that while the rest of her body remained stationary.

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Oroblu Bustier and Thong

It’s not often that I¬†go on a date with another crossdresser but I too often question myself as to why not just have a little “fun”¬†when I can. So I did¬†and¬†what¬†a rush it was! So¬†here is¬†my¬†little kiss-and-tell of that one very unforgettable date. Note that the name of my “significant other” has been changed to preserve her identity.

Read Part 1

Sharon giggled for a second and made a humored attempt at an access hole through my pantyhose by poking her rock-hard cock into it several times while I’m on my back with my¬†legs pulled as far as they go. As I anticipated her “entrance,” feeling her cock in and out and just barely teasing my ass was, in fact, a turn on. The tease made me so¬†wild with anticipation, I start to tremble¬†from the excitement.

Yet, realizing¬†that the nylon and spandex was¬†tough to break, Sharon ripped a small hole with her fingernails just below the crotch area and gently widened it exposing my asshole-turned-vagina. I even noted to myself, it¬†would have been wet as possible if it weren’t for those damn gender differences. Oh well.

I grabbed¬†a condom and¬†lube, conveniently laid¬†ready in place on the bed, and unrolled the condom onto her cock in a smooth, single stroke. Next, I¬†squirted a little lube¬†into my hand and softly stroked it over the condom-covered-cock while she let out a slow¬†“Ooooh.”

Sharon was very gentle at first, easing her slicked love rod through my sphincter which penetrated with a little resistance but gave me a shock of excitement throughout my body. I remembered thinking¬†“Oh my god, there is a dick inside me!” Even a wave of¬†panic came across me.

“Am I really being fucked in the ass?” I thought for a moment. “Should I be doing this?”

It wasn’t my first time, though, so in that exact same moment,¬†I consciously decided to calm the hell¬†down and enjoy the experience. Otherwise, things can go south rather quick which I did¬†not want to let happen.

“Yes, I should little bitch,” became my next thought. No going back then.

Sharon entered deeper, then deeper with her first few slow thrusts until finally making full penetration. There, she held her love rod in place while grabbing each of my straightened legs and pushing them back, using them for support. She flattered me by mentioning I have sexy, flexible legs which then gave her the green light to do whatever she wanted. I mean anything.

The real fun started, though, as she fucked with just more force than before which sent me through another wave of excitement, an exhilarating body high. I had always practiced anal penetration with¬†a dildo a similar size to Sharon’s cock, however, the real thing¬†was WAY different. There was no match of¬†the sensation of hot flesh pounding me from the ass masturbation of a hard rubber dildo I was used to. This was definitely something I could easily get used to. Oh, and any guilt and second thoughts I had… turned into shame as to why¬†I haven’t been doing this sooner.

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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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Sheery in Elly 40 pantyhose and a teddy

It’s not news that I have constant fantasies¬†of¬†other crossdressers (or anyone of the “T” variety really) who like to doll themselves up in silky pantyhose and later make a meal out of me. I can’t think of a way to feel¬†more womanly that to be violated on both ends then swallowing that hot creamed oyster for dessert. Being a woman is the name of the crossdresser game when all is said and done, right?

Yet¬†I never cease to wonder after such a passionate¬†sexual encounter, what kind of emotional attachment would result. Mutual kissing, sucking, sex¬†or even just rubbing my pantyhosed toes down a CD lover’s¬†smooth nyloned legs results in¬†an intimacy that I would believe difficult to leave behind after a single fling. Add to that the fact that we as humans¬†are drawn to pleasure and we’ll seek it where we know we can get it. If a fling turned out that¬†lusty sex of my dreams, I sure as hell would want more.

Ok, so maybe in the past¬†I haven’t had quite the sexy fantasy-in-lace experience I had hoped for. It was more of a man-in-tights going at it with the experienced transvestite and, no, I wasn’t the transvestite. I have to chalk that up to lack of experience, much like the first time having sex with that¬†genetic girl. I guess you can say that the cock/rear¬†access complicated things a bit since I had been used to a¬†vagina in all the years prior.

Then there is that fucking label. Am I bisexual now? Oh shit, I can’t say I’m hetero any longer. What’s a queer¬†little crossdresser to do?

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Nothing on but pantyhose and heels

Part IV: Wish Fulfillment

Part III: Reality

Part II: Happier Hour

Part I: Happy Hour

Part V: Acquired Tastes

Jim and Dave were each admiring to themselves the beauty that was before them. Yet they had no idea that underneath that well dolled-up woman named Carla, standing in front of them, was a crossdresser forced by his own wife to act out his fetish in pantyhose, lingerie and a sexy dress and heels. And now in front of other people or, better yet, men who Carla could tell were ogling her with their eyes.

Yet, despite the terrorizing fear she had of being outed, not only by Amy, she was almost equally excited bathed in the silky tightness of her lingerie, hearing her pantyhose rustle and knowing full well that she achieved the status of a passable woman.

After handing Carla, Jim and Dave their screwdrivers, Amy returned to the kitchen and prepared the dinner. Meanwhile, the other three began sipping their screwdrivers and their chit-chat. Carla continued in her feminine voice as before since it had done her well up to this point.

“So, what do you do Carla?” Dave asked.

“I’m a stylist,” she replied, obviously a lie.

The conversation continued with the usual boring get-to-know dribble when Amy came out from the kitchen and pulled Carla back into it, tugging on her dress.

“You’re going to do exactly as I tell you from now on,” Amy whispered angrily to¬†Carla. “If not, I tell everyone at your job, your family, EVERYONE about your little girly crossdressing side,” she continued, pushing Carla back toward the dining area.

“Ok,” was all that Carla could mutter.

“Oh, and I won’t skip the the part about those tranny sluts Chelsea and Jenna,” Amy added as Carla was leaving the kitchen.

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Pantyhose and heels in bed

Part III: Reality

Part II: Happier Hour

Part I: Happy Hour

Part IV: Wish Fulfillment

Carl returned home from work, and¬†a quick drink with his crossdressing “mistresses” as well, to find a note left by Amy saying she was leaving their daughter, Amanda, with their babysitter. “Hmm, this is odd” he thought, “Is she planning something for us tonight?”

In the meantime, he just couldn’t stop thinking about¬†Chelsea and Jenna and their sexy three-way romp the previous night. The thought turned him on so much, in fact, he wondered if he could slip into his favorite lace teddy and Wolford pantyhose hidden away in the trunk of his car and wank one out before Amy returned. Without giving a second thought, he ran back to the garage, retrieved his ladies wear and ran into the bathroom, slipping on the teddy and pantyhose,¬†and reliving every memory of that night with her greased up hand.

Yet before she was just about to¬†erupt into orgasm, she heard the front door open and close. Quickly, she slipped out of her lingerie and pantyhose, hiding them under a towel, ¬†turned on the shower and got in. Carl didn’t bother to blow his juicy wad, opting instead to finishing¬†his usual post-work shower and¬†greet Amy afterwards.

Little did he know, however, what¬†Amy was up to already being in the know about his affair. Initially, she was extremely shocked at the fact that it was with, what she considered, sex with two gay, crossdressing men. Yet, despite several moments of rage, she had quickly¬†come to terms with Carla’s secret lingerie and pantyhose¬†fetish and the deep desires that came with it.

And Carla was about to be on the receiving end of those terms.

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Black Pantyhose in Bed

Part II: Happier Hour

Part I: Happy Hour

Part III: Reality

The¬†excitement of Carla’s trist with Chelsea and Jenna began to fade as Carla realized it was already late into the evening and she needed to get home.¬†Carla slipped out of her lingerie and crotch¬†ripped pantyhose¬†and changed back into his suit and tie. He then went into the bathroom, grabbed a washrag¬†and scrubbed every last bit of makeup off of his face thinking of excuses he could tell his wife Amy for his tardiness without even a phone call.

“Let’s do this again,” a cleaned-up Carl said to the two satisfied crossdressers and still high from their foray with Carla.

“Anytime,” Jenna responded as she and Chelsea walked him out the door along with giving a peck on the cheek, which Carl quickly wiped away.

Carl walked back to the garage just a few blocks away, got into his car and into a panic. “Let’s see, we had a crisis at the bank and an emergency meeting that lasted hours,” he thought to himself as the excuse he was going to tell his wife. “Yep, I’ll stick with that.”

He arrived home to a visibly angry Amy as he walked through the door.

“Where the hell have you been? I was worried sick!” Amy said. “You don’t even answer your phone?”

Carl, realizing he left his cell phone at the office, was at a loss. “I’m so sorry dear.”

He proceed to tell his lie about how he had spent the last few hours, obviously omitting the details about the romp in his lingerie and pantyhose with two crossdresser he had just met at that time. Amy listened, appearing to believe every word, but really knew Carl well enough to tell the signs of when he lied.

“Well, OK, next time call though please,” Amy responded with a noticeable change in tone from anger to sympathy. Carl believed his story had worked and was off the hook but, little did he know, Amy was on to his scent. Quite literally, too, as she could smell traces of perfume on him, yet she didn’t say a word. Instead, she¬†would be doing a little¬†detective work on her own.

The very next day, Carl left for work, business as usual. Amy, however, had her own plan to leave their daughter, Sara, with their neighbor for a couple hours, then see what Carl was really up to after work. As the hour where Carl left approached, Amy positioned herself, parked in her car, and with a clear view of the entrance of his bank.

Like clockwork, Carl exited and made his was up the block towards the garage. Amy got out of the car and followed closely on foot but out of his view. By coincidence, and perhaps bad luck, Jenna and Chelsea just happened to be along¬†the way in Carl’s walk to the garage.

“Hello darling,” Jenna said to Carl, who gives each a warm kiss on the cheek. The sight of the two in their skin-tight dresses, sexy shiny pantyhose and stilettos gave him chills of excitement just like the previous day.

“Shall we have a quick drink?” Carl asked the two pointing to the patio bar just in front of them. “Oh, I mean screwdriver,” he added flirtatiously. Chelsea and Jenna took¬†him up on the offer. Amy, heart dropped to the floor, stood in a hidden spot across the street and looked on.

As the three seated themselves and ordered a round of screwdrivers, Carl couldn’t help but to slide his hands, caressing the pantyhose on the legs of Chelsea and Jenna who were to¬†either side of him. Jenna instinctively reached down his pants and discovered he had on a pair of Wolford Neon pantyhose as she playfully pulled the waistband up and out of his pants.

“You naught girl you,” Jenna said the Carl, still with a grip on the waistband.

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