Crossdresser Sheery

Admit it. There have been days where you have looked back to see where your silky little fetishes began. “Stealing” your mother’s panties and/or pantyhose (shame on you) and getting high off of the shame that comes with inappropriately wearing garments of the opposite sex.

Yet, didn’t it all start innocently enough just happening to try on that bra or slip into those pantyhose just to see what it was like? Or even as a joke? Who are we kidding, you don’t just start a fetish. They develop as we experiment as little youngsters and notice our little cocks get off when we keep doing them. Oooh, dressing in my mom’s lingerie turns me on and I don’t know why the fuck that is, but I like it!

Surely, back then, you never even heard of the word fetish or knew that this would turn into a lifelong compulsion. For me, personally during my teenage years, I thought I could “turn off” my crossdressing since I could see it being an inconvenience when dating girls as I went off to college. I did, in fact, turn it off for about six weeks only to return to crossdressing with an extreme vigor. This happen to coincide with receiving a Victoria’s Secret catalog and my first credit card then buying exactly what Stephanie Seymour was modeling on page 20.

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SOH Charmeuse teddy (with Wolfords)

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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Sexy Lingerie
Around the corner (Flickr: LaggedOnUser)

I guess I’ve talked about pantyhose enough thus far and, what can I say, it’s an integral part of me being Sheery the crossdresser. It’s my favorite “partner” turning me on anytime, anywhere she wants.

Once in a while, I wear only pantyhose when I feel like it but they are an absolute requirement anytime I change en femme. When I get in my real girly mood, though, the “look” just doesn’t seem quite complete without its complementary pieces.

Namely, fine lingerie.

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.

Shall I say, even more so than pantyhose.

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