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Posted on July 30, 2023 by Sheery — No Comments

Sheery in pink bodysuit and Wolford pink tights

A while back I told of my absolute joys of being a crossdresser, so why not get all dolled up and let out all my frustrations today? Don’t get me wrong though. If you came here looking for reasons to really hate crossdressing and give it up, you would be out of luck. I LOVE my crossdressing life and the way my new bra hugs the natural curves of my chest. Like anything in life, however, it does have its pet peeves and annoyances from time to time.

Sometimes those pesky problems can get the best of me. Most times I brush them off. Well, now it gives me a little writing material.

So, as I sit here in my black Wolford bodysuit, Neon 40 tights (black) and a black miniskirt (plus my favorite heels), time to begin the tales of things I really HATE about crossdressing…

The Guilt

This use to be an issue in the past but not so much over the last decade or so. Nonetheless, it’s worth a mention… getting that urge to slip into some pantyhose, throw on some lingerie and get a quick wank out of the way. Then the post-climax being the need to stop doing this from now on.

I can safely say this was due to me not being comfortable in my own skin. Hey, once I realized this crossdressing thing won’t go away at all then there was no choice but to embrace it, pervertedness and all.

Shaving

Smooth legs are awesome. Smoothness everywhere else is nice. Shaving sucks. So do those little nicks and cuts from shaving. Why do I have to make an appointment in my calendar every week or ten days to do it? My god, shaving sucks.

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Posted in CD Diary
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Posted on May 30, 2023 by Sheery — No Comments

Sheery in Wolford Iris bodysuit and Neon 40 tights

I’ve noticed over the years that the more involved I am in my crossdressing, that is getting all the little woman-like details sorted out, the more I’ve come to appreciate it even more. There use to be a point in my life where I thought it was a curse (well, many points actually) but when I came upon the realization it will never go away, I guess I thought, What the hell, I might as well enjoy it while I’m alive.

The truth is I actually feel like it’s WAY more fun immersing myself in my own feminine world. Trying that new lipstick color, searching for those perfect heels (still), finding out my perfect wig color is dirty blonde or just enjoying that feeling of being all dolled up. I haven’t even gotten into the sexual kink out of it all either which, I might add, is also pretty awesome at this stage of the game.

Anyway, here is my list of things that enjoy most about crossdressing (in no particular order)…

Sensuality

It’s difficult to describe that feeling when I’m completely transformed into miss me. It is kind of a warmth all over sexiness knowing this could be dangerous. Maybe it is the combination of noticing the tightness of that miniskirt or that sweet smell of Chanel that also heightens and arouses the senses to an unbelievable degree. In any case, I like this and don’t want it to stop.

Escape

I hear and read about it all the time how crossdressing is used an escape from your real self and I can say that it is true. Life is hard and we all have our ups and downs, especially me, but getting into our alter-selves does really separate myself from the real world, even if just for a moment. It is honestly the only thing to make me forget about those Zoom meetings at work coming up in the next couple of hours. Um, yeah sorry, it looks like I’m having trouble with my camera here…

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Posted on May 15, 2022 by Sheery — 2 Comments

Sheery in a Redhead Wig

At last count I had six wigs lying around the house. I think there is another one deeply buried in storage next to some old pantyhose from the year 2000 but we won’t count that one. They have all served their purpose at certain points as the icing on that delicious cake of me the crossdresser. Actually they have been more like the cherry on top, so to speak. Basically, a wig has been nothing more than a finishing touch when I am in the mood to dress.

Up until recently I actually haven’t given much though to that little cherry until I went out and paid for a decent one. I was always pretty much happy with the 30€ – 50€ ($33 – $55) bargain barn rugs that went on the top of my head but I had never given a second though to quality since it never really seemed to matter. If hair is fake, it is fake and, well, looks the part.

Then I figured why not try out a REAL wig as in a professionally made prosthetic piece instead of using the same old strands of plastic that I’ve been use to. I thought about it back and forth whether to shell out ten times the price I paid for the cheapos and, even more funny, thought about just getting another ten head rugs in different colors and styles. I eventually made the rational decision to go for the quality and maybe in a tint that I would not normally go for… the redhead.

So I forked over the several hundred euros from my credit card to a German company for the “Carlotta” bob wig in a “paprika” color. It is quite a lovely piece with curls and a length a little bit short of the shoulders. I decided I had to ready myself well for the trial so I showered and slipped into my girly attire and then spent a good hour doing my makeup. God I hate putting on makeup although I do really like the end result.

Then I carefully combed through the wig with my hands and gently placed it on. I nearly came when I looked at myself in the mirror.

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Posted in Girly Garments
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