Blog Archives

The Summer of Crossdressing

Ah, it’s that time of year again. The weather heats up and we all come crawling out of our solitary caves, out for whatever piece of life that exists beyond our abodes. For us closeted crossdressers, that means skipping all those layers over your pantyhose and bra and getting out there to flash some femininity in public.

One image I can’t get stuck out of my head this time of year is Catherine Bach (you know, Daisy Duke) in her tight little shorts and pantyhose covering her so very long legs. In fact, it even inspired me this time around to try out my own leg show just the other day.

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Unexpected Lingerie in the Mail Today, What to Do?

As I sit here painting my toenails today, like a good little girl, and anxiously await my outfit for my night “out,” I finally receive that long awaited ring at the buzzer. Yes, it’s a package! I’m a bit nervous since that means I’ll finally out myself as girly me for a few moments in the next day or two. I’m eager to try on my first fem outfit however.

Hold on a second. I think this package is smaller than expected and begin to wonder if the club shorts and dressy top are skimpier than I had thought they would be. Then I rip the package open to find a gorgeous charmeuse teddy (Shirley of Hollywood). Oh, right, I forgot that I ordered lingerie about a month ago after coming home after a night of drinking with the chums.

Well, I can’t throw this on and take this out on a stroll around the block. At least not yet 😉

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Coming Out For a Few Moments

As a closet crossdresser (i.e. scaredy-cat), probably the one scenario that scares the absolute shit out of me is hopping into the bathroom, taking a shower, throwing on my feminine attire and then walking out of the bathroom only to find all my friends and family waiting outside. Happy Birthday!

In other words, there is no way I am ready to come out as tranny me. Not yet, anyway. Though the thought of it has continually crossed my mind only to be shot down again and again. What a total pussy I am.

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Complete This Sentence: When I slipped into pantyhose today, I …

I woke up refreshed but feeling unusually horny this morning. Enough so to make slide into some shiny Danskin tights, throw on a cute black teddy then into my usual bathrobe. I can’t remember what I dreamed about last night but it really has me in a feel sexy mood today.

After my morning coffee, I skip reading the news and head directly back to my bed and pull out the vibrator from a drawer nearby. It’s nice and slim, smooth and about six inches long which is perfect for some womanish masturbation.

I unsnap the crotch on my teddy, turn my little toy on and, remembering an idea from somewhere online, begin to penetrate my ass but through the pantyhose. The stretch on the tights limited penetration to just a few inches but it was all that was needed. Oh, did it feel nice and incredibly kinky at the same time!

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Getting Caught, So Feared Yet Such a Turn On

From my perspective, one of my biggest fears as a in-closet crossdresser is being caught by someone who notices the tiny speck of nail polish remaining on my finger which I thought was completely clean. That or she notices the strap of my teddy just barely bulging through the sweatshirt I wear over it.

Those were two separate incidents, with me out and about in the city, where I didn’t know the other person. I initially try to avoid, at all costs, any revelation of my feminine attire since it makes me extremely embarrassed. Yet I notice that, as soon as the “shame” subsides, I am left with a gratifying feeling.

Is this how an exhibitionist feels, I wonder? Yep, I think it does.

Actually I can recall one of my most unforgettable moments, exposed as a crossdresser, starting out as an embarrassing situation and leading to a rush of sexual tension.

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Crossdressing to Bi-Curious, Did I Miss Something?

It’s time for a new way to express myself sexually but in the context of a women. So fantasies of being a slut or porno star and getting gangbanged enter the picture. In other words, how sexy would it be to be fucked for a change? Or suck the proverbial golf ball through the garden hose?

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This Crossdresser’s Other Vice, Sort Of

For some reason I have an odd relationship with lingerie. Sure, there are the favorite items, some of which, I paid quite a price to get (but look so good in). When you think about it, too, lingerie should make you feel more intimately feminine than anything else you could slip on.

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So Really, What Makes Pantyhose So Arousing?

When you think about it, a pair of pantyhose is just inanimate garment of nylon and spandex with a little color thrown in. Not exactly in porno flick or blow up doll territory. Fairly innocent to say the least.

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An Ode To My First Grade Teacher

I’ll be so kind to admit it right now. I’m in my late thirties and, using my sharp math skills, have spent the better part of thirty years as a crossdresser. Even as a lot of time has passed since my first days across the border, I’ve always found myself trying to recall those first moments that would bend my gender the rest of the way.

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Ok, A Little Bit About Me Before We Go Forward

So now we come to the reason for this blog. I can say from experience that one of the most frustrating things about living the crossdresser life is that it is kept a secret. In my case, that’s true anyway. While in can be exciting to know you’re breaking the rules of taboo, expressing your feminine side without anyone around, well, sucks.

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