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…
To The Actual Woman, If You Stumbled Across This
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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