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I Kissed a “Girl” and I Liked It, Part 3

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.

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I Kissed a “Girl” and I Liked It, Part 2

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.

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I Kissed a “Girl” and I Liked It

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)…

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Daring to Date Another Crossdresser

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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I’m a Bit Tied Up Now, Sweetie, Maybe Later, Part V

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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I’m a Bit Tied Up Now, Sweetie, Maybe Later, Part IV

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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I’m a Bit Tied Up Now, Sweetie, Maybe Later, Part III

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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I’m a Bit Tied Up Now, Sweetie, Maybe Later, Part II

Part II: Happier Hour

“Don’t you look delicious,” Chelsea whispered to Carla, who just exited the bathroom.

“Oh really?” responded Carla, bashfully.

Jenna walked over from the kitchen with a stiffly made screwdriver in each hand and handed one to the both. She then took a quick glance at the sexy bra, panty and pantyhose ladened Carla and gave her a flirty nod of approval before returning to the kitchen for her own drink.

Meanwhile, Chelsea sat herself down comfortably on the sofa and motioned for Carla to join her, who did not hesitate to take a seat right next to her. Chelsea then began to caress the Wolford pantyhose covering Carla’s thigh.

“So you obviously like dressing up. What else do you like?” Chelsea asked with a grin then taking a large gulp of her screwdriver.

Jenna, meanwhile, sat herself on the other side of Carla and ran her hand through her wig, just to let her know she was there and also awaiting the response to Chelsea’s question.

“Well, for starters…,” Carla said beginning her lifelong story of the extreme lingerie and pantyhose fetishes and all the fantasies she had in them. She rambled on and on, nearly killing the sensual mood between the three. Luckily, the screwdrivers were keeping Chelsea and Jenna afloat, but just barely. That was until Carla got to the part about her fantasy being pantyhose bound and raped.

Chelsea’s and Jenna’s faces lit up.

“Well, we happen to like that too dear,” said Jenna, who got up clutching Carla’s hand and lightly pulling her towards her and Chelsea’s bedroom. Chelsea got up and followed them into the bedroom, drink in hand.

“Lie down on the bed,” said Jenna, to which Carla happily obliged.

Jenna then went to a drawer pulling out several pairs of worn pantyhose. Chelsea put her drink down, kicked off her stiletto heels then slipped out of her black minidress revealing a stylish black camisole, thong panties and, of course, her own natural shade of Wolford pantyhose underneath. She then grabbed a pair of the worn hose from Jenna and began tying up Carla’s legs wrapping them tight.

Chelsea took another pair of the hose and tied up Carla’s wrists behind her, then stuffed the last pair entirely into her mouth.

“Oh look, isn’t she so cute,” Jenna said to Chelsea with a wink. Carla was enjoying every moment letting out a girly whimper to communicate her joyously bound predicament. Jenna then slipped out of her own heels and dress revealing a more slutty blue shelf bra, exposing her “breasts,” a matching thong and the seemingly required pantyhose, her brand being Pierre Mantoux.

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I’m a Bit Tied Up Now, Sweetie, Maybe Later

Part 1: Happy Hour

Carl was just finishing up his work at the National Bank downtown. Normally, he would just get in his car and drive home but this particular day had taken a toll. Refinancing, mortgages and loan defaults… pretty much all of the negatives of his job happened to have come in a flood to which he grudgingly worked through it all.

Relieved after exiting his work, he made his way to the bar just a block away and ordered a stiff martini to unwind. Not a frequent occurrence since, besides not being much of a drinker, he had a wife and a five year old daughter waiting for him when he arrived home. He, however, sipped his martini without even a wince as if he’s done it at the end of every day of his career.

Truly tempted for another stiff martini, Carl exercised his restraint, paid for his drink and exited the bar. On his walk to the parking garage, though, he encountered a pair of provocatively dressed women who he could tell were transvestites, albeit very beautiful and convincing ones at that. Normally, he would have given them a flirtatious wink and walk right past.

This time, given his slightly inebriated state, he stopped in front of the two noticing their lovely legs in pantyhose and striking high heels.

“Wow, I just love those heels!” he exclaimed, not to either one in particular, and succeeding with his “pick-up” line as the two transvestites looked back at Carl, utterly flattered.

You see, underneath the suit and tie of that nine-to-five day worker hid the other side of Carl, Carla by his (or shall we say, her) own naming, and her oh-so guilty pleasure of closet crossdressing. She loved it all: lingerie, pantyhose, dresses, wigs, makeup, you name it. She could wear them like a pro, or like the two beauties in front of her.

Acting out her own crossdressing fantasies, however, turned out to be quite the challenge. Carl’s wife, Amy, was a very conservative woman who was the type that would never deviate from the same missionary sex, over and over. That meant no toys, no doggie-style and definitely no crossdressing on the part of Carla.

Carla even went as far as to keep her entire wardrobe of women’s clothes, underwear, shoes and accessories in her secret rental storage space nearby where he worked downtown. There was no way in hell she would let Amy or his daughter catch her in the act at home. Unfortunately, this also meant her crossdressing was strictly kept to the confines of the storage where she would pose dolled up in front of the mirror installed on a wall and wank one out before she left.

Yet given Carl’s schedule at work and his duties at home, times where he could escape as Carla were few and far between. As well, his sexual frustration for his beloved fetishes often mounted day by day to the point where it completely obsessed his mind and he was likely to do something out of character, which really meant against the conservative nature of his wife’s wishes.

Take, for example, drinking a martini and chatting up a pair of transvestites…

Chelsea and Jenna introduced themselves to Carl while giggling in their flattery of his flirty comment.

“Oh, and I love men in suits,” Chelsea says while flirtatiously grabbing Carl’s tie and pulling it toward her.

Jenna followed her lead, gently touched Carl’s face and asked, “So like like us ‘girls,’ don’t you?”

“If you only knew,” Carl replied. “It’s my dream to look as gorgeous as the both of you.”

Chelsea and Jenna stared back at Carl, speechless but curious.

Carl, meanwhile, couldn’t believe the words that came out of his mouth. Then again, he couldn’t believe the two were flirting back at him which excited him like nothing ever before. Against all his instincts as the straight and narrow husband and father, he decided to see where this could lead.

“Can I invite you ladies for a drink?” he asks them.

Jenna didn’t hesitate,”Sure, let’s go to The Vine just down the street.” Chelsea silently agrees. No need to convince Carl.

The three then proceeded to walk The Vine bar, an easygoing place for all walks of life with Carl ordering his second martini and Chelsea and Jenna ordering each a screwdriver. Then, as if he were seated on a therapist’s sofa, Carl proceeded to tell his whole life’s confessions on his crossdressing fetish. Everything from stealing his mother’s pantyhose as a kid to her fantasies of trists with other crossdressers and, yes, even her secret storage stash located nearby.

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Allow Me to Pull Down Your Pantyhose and…

Usually when I post here, I’m very much “in the mood.” That is, not just dressing the part but living up to it so to speak. It is usually morning time, I’ve had my cup of coffee and am in my cute satin robe that just barely covers my ass. Of course, I have on silky pantyhose, high heels and, to feel extra sassy, throw on some lipstick (now a regular thing).

While it is a major turn-on to see my silken self shine, I’ve embraced my feminine role enough now to go beyond the usual crossdresser frolicking and into a realm which hasn’t been penetrated to the full extent yet (excuse the pun).

Namely, I can’t stop thinking about that feminized penis that wants to violate me and make me believe I’m a true woman.

Maybe five or six years ago, the thought would have never even crossed my mind. I was a happy-go-lucky crossdresser content with throwing on a pair of nice pantyhose with a cheap bra and panties, wank it then call it a day. You know, the typical practice during the some twenty years prior. Then one day something dawned on me, or you can say the little girl in me was starting to bloom.

It feels quite sexy to look like a woman in her skimpies and admire it in a mirror but what would it be like to feel and take pleasure like one? Rolling around in nylon and lace isn’t quite the same so there I was one day, laying in bed (lingerie, hose and all) getting into various positions and pretending I was on the receiving end of a good pelvic clapping. The fact that it made me question my, at that time, heterosexual self (I’m not gay, am I?) actually made it even more alluring.

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