The Accidental Crossdresser

Accidental Crossdressing occurs more often than you might think. It’s all about conflicting thoughts and lack of attention.

Yesterday I was so excited about finally getting my motorcycle mystery noise fixed that I had trouble concentrating on the simplest things, like getting dressed. It was almost 8 hours before I realized that I put my t-shirt on backwards. No big deal, it was under a thin white top, but I found it interesting that I could be so distracted.

A thousand thoughts were going through my head (ok, maybe 5). I’ll ride for two hours to warm up the bike before I see my friend, where should I go? Was it going to rain? Did I get the right bolts and gasket? Would he have time to fix the noise and also do my brakes and change my oil? What will I have for lunch?

This type of inattention and conflicting thought patterns occurs more often than you might think in many crossdressers, and I’ll give you an example.

A young man has a day off, nothing to do and all day to do it. No appointments, no errands that simply have to be done, or plans of any kind. While most people dream about a day like this, it can be confusing to someone used to being busy 8-10 hours a day. It’s been said that the idle mind is the devil’s workshop, but in reality people are used to structure.

This young man, lets call him Mike, gets up and takes a relaxing shower. He thinks of all the things he can do on his free day, all the possibilities. A thousand thoughts go through his head and he decides to start with a breakfast of poached eggs.

Washing his long blond hair and using his new Philosophy Sweet on You shower gel, his mind wanders. He thinks about the short pink skirt stashed behind the bookcase. He thinks about the pink cage top bra and panty set that he hasn’t even worn yet, also behind the bookcase. He thinks about pantyhose, he thinks about lipstick. He thinks about those beautiful black heels in the back of his closet.

He thinks about his new Sony a7R with a 35mm F2.8 prime lens, and the Manfrotto tripod in his bedroom. He thinks about portrait photography and all the tips he read online.

BUT HE WANTS POACHED EGGS!

As he towels off his mind goes on auto pilot. The next 2 and a half hours are more or less a blur. It isn’t until he downloads the 75 photos of himself into Lightroom that he remembers he’s out of eggs. But almost every photo came out perfect. Each one tack sharp, white balance and lighting exactly the way he wanted. One is so amazing he decides to have it printed and framed. And on the way back he can pick up a breakfast sandwich at the deli. But wait a minute-he can’t go out dressed like this, the skirt has no pockets.

He considers his Hello Kitty pink glitter handbag, which would be great if he could only remember where he put it the last time he got dressed up.

BUT HE’S STARVING NOW!

Mike remembers that he has a carton of eggbeaters in the fridge, so he backs up his photos and heads into the kitchen to make an omelette. Forgetting that he’s wearing 5 inch heels, he slips on the polished tile floor and almost crashes into the trash can.

Now he’s thinking about slips. Full slips, strapless full slips, bra slips, chemises, half slips, and shapewear slips.

Sitting on the cool floor picturing himself in a satin slip and polka dot dress, his hand begins to caress his legs through his delicious pantyhose. Soon the stockings and heels come off and his hand moves towards his smooth pink panties.

What happens next is inevitable, and he proceeds to bring himself to an incredible orgasm, screaming like a twenty year old nymphomaniac.

After catching his breath, he looks up and sees that all the windows are open. Hearing voices, he realizes that the college girls next door have a direct view through the triple glass doors he had put in with the wide open expensive electric blinds.

Did he purposely leave the windows and blinds open he wonders? Unsure, he decides there’s only one thing left to do. Put on clean panties and ask the girls if they’d like copies of his kitchen confidential portrait.

“There are no accidents… there is only some purpose that we haven’t yet understood.” Deepak Chopra

The Accidental Crossdresser

The Accidental Crossdresser

5 thoughts on “The Accidental Crossdresser

  1. Miss Teresa, glad your motorcycle is fixed. how did you find about your t-shirt backwards? White top sound awesome!

    Ohh yes, “accidental” lingerie is very addictive. I just wore one time these kind of garments to get an orgasm. Normally, they are just part of who I am. The best piece for me is hosiery. I always love how that feel in my legs and when I do some motion.

    Your post is again so good, Miss Teresa. I can see me on that situation many time when my mind get so distracted and ending in other places.

    Nice day and weekend, Miss Teresa. Xoxo Josse

  2. mmm nice outfit and a sexy story I would to treat you like the sissy that you want tn be just make sure you bring your sexy red lipstick with you you will need to use it a lot

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