Showing posts with label Crossdressing. Show all posts
Showing posts with label Crossdressing. Show all posts

Sep 26, 2025

That Fateful Day


 It happened thirty years ago, but you remember everything as if it were yesterday. Back then, you were just a teenager who was into computers and video games. Your mother worked in the office of a big company. She told you that they had installed a new operating system called Windows 95. You couldn't wait to try it, but unfortunately your computer didn't support that system. However, your mother had the idea of letting you try out the system directly in her office thanks to Take Our Daughters to Work Day. At that time, the event was only open to girls, but your mother did not lose heart. Thanks to your slim build and long hair, you could easily be mistaken for a girl. She would help you choose clothes and do your make-up. In the end, you accepted that, for one day, you would be her daughter. The day of the visit was memorable. Everyone congratulated your mother on her “beautiful daughter”, then she let you use her computer. You could see all the features of Windows 95, and nobody suspected that you were a boy. The only thing that annoyed you were your high-heeled shoes. Even though they were low, you weren't used to wearing them like that, so you took them off at the first opportunity. Your mother decided to capture that moment with a photo. Now, look at that photo and think about how much you have changed, both in body and mind. It was after that day that you discovered you liked women's clothes more than video games. After a few years, you decided to start the transition process. Today, you are a complete woman. You owe it all to that fateful day.


Feb 28, 2024

The Curse of Beautiful Legs

Having beautiful legs doesn't always bring luck, or so Jeremy thought. From his point of view, it was a disaster. His sister was a popular supermodel who unfortunately broke her leg on a sking holiday.

She had to stay away from the catwalks for at least three months. This was a terrible blow to her family, who needed her income.  His mother suggested that Jeremy take his sister's place because of his amazing legs. So Jeremy went to the modeling agency in the belief that they would reject him. Instead, the agency was happy to have him on the team, knowing that androgynous boys were all the rage. His first attempts were simple photo shoots, which were immediately successful.

Today is her first day on the catwalk at Women's Fashion Week. His legs have been shaved, exfoliatedand massaged to make them look their best.His sister sends him a text message of good luck, while his parents are in the front row of the audience.It seems that he is destined for a bright career and will be showing off his beautiful legs for a long time to come.


 

Oct 29, 2021

Halloween Sexy Costume

It’s only when the time came to go to the toilet that Michael’s coworkers found out that he was not at home and sick but that he wore the most sexy costume of the company Halloween party.

Sep 30, 2021

Political Caption


There’s a tradition in Jimmy’s family. every male member has to serve in the army. So after the 
high school his father enrolled him at the military academy but Jimmy said no. He was a kind and 
shy boy and thought that military life was not for him especially now tha his country was engaged 
in a war. His father didn’t take too well and he called him a sissy boy and enrolled him at a finishing 
school like puishment. Jimmy accepted with no objections. In the following months his father 
added more duties like wearing only female clothes and estrogens injections in order to change his 
mind but it did not happen. 
Now four years has passed and Jimmy has became a nearly perfect woman. Sometimes he thinks
back what was happened if he followed his father  footsteps but just today he receveid a message 
saying one of his childhood friend was killed in action in unkown place  of the Middle East. So he 
thought better alive in skirts that dead in uniform.
 

Aug 15, 2021

Around the City

Now that all his friends and family are on vacation, Martin has finally 
found the courage of hanging around the city in skirt and heels.

May 1, 2021

Loosing a Friend

Thomas and I were friends since childhood but after the highschool we lost track of each other. Sometimes ago I heard he was involved in a terrible car crash  where he lost his parent and his cousin Tamara. I don’t know the dynamics of the incident but I know he was driving when happened. I wanted to meet him but I didn’t know where he lived. Somedays ago I found that he lived with his aunt in a cottage in the suburbs. Three years had passed since our last metting but when he opened the door, it was hard for me to recognize him:

• Tom what happend to you? You seem like a chick!

• Don’t worry I have only changed my look. I always wear long at school do you remember?

• Yes i do, but now you’re blonde and do you shave your legs why?

• I’m taking dance lessons and my instructor recommended me to shave so I can wear tights better.

• Well so you’re doing ballett I bet you wear even astupid tutu but dude you have tits!  Are you taking   hormones?

• It’s a severe case of gynecomastia, my aunt assured me that it will go away sooner or later... but now I   have to go, it was good to seeing you maybe one day we could take a coffee together bye MIck!

Even if I wanted to stay more longer I reluctantly went back home.That same evening I’ve received an email, it was from Thomas,he told me the whole story; after the lost of his parent he lost even his house, his aunt offered to host him but he had to follow her rules he didn’t any objections but one day she said that he owed her a daughter and since he felt guilty he accepted to take the place of cousin Tamara. He started to wear girl clothes and put make-up but his aunt was very demanding so he was persuaded him to start the hormonal therapy in order to have female shapes. Besides his aunt ordered him to stop of seeing me because I was part of his old life and if he didn’t obey she will take away the last part of his masculinity.


Nov 14, 2018

Stop Hiding!


Stop hiding Leonard!  I know it’s you behind the make-up and the wig. When your sister said me that you spending your afternoons trying her clothes my first intention was to taunt you but after seeing your smooth sexy legs I want to take you out to dinner  so are you free tonight miss?

Oct 26, 2017

A Special Herb Tea

Mom do I have to?
Yes honey you know it’s important for your correct development!
But since we have moved in nobody mistake me for a boy!
Yes but did you remmeber? It’s was my idea to change school so bullies would not torment you anymore.
And it’s alway your idea to enroll me as a girl.
You know the principal was my old friend and make me a favour changing your gender on papers.
Maybe we have gone too far with this...
We had made this discussion yet. You know you always been a  weak boy you had no a man role model in family, The  other boys beaten you and you were afraid of go out so it was better for you to growing like girl and I was right, during the summer I saw  a more happy and confident
person but there is one last detail : you’re flat as a board young lady!
I don’t wanna your classmates suspect anything especially girls you don’t know but they can be
cruel than boys so my gynecologist has prepared for you  this special herbal mix to drink every morning and less than  a month you will have a delicious breast. So hurry up or you  will miss the school bus and we don’t wanna you go in late on your first day of school!

Jun 13, 2017

Born to Sell


When Tom saw in the newspaper  the ad for a car dealer, he thought it was his chance. He was born to sell and the next day he appeared at the job interview. They told him that they would take it and present the contract immediately. He signed up quickly and thanked them. Unfortunately for him he did not read a clause where he was supposed to wear a woman's costume to attract more customers.

Nov 27, 2016

The Wonder Woman Pose


Psychologists recommend to take the wonder woman pose to improve self esteem but Mick was a real perfectionist and so he decided to assume the whole look and shape of the superheroine.

May 12, 2016

Dress Code Switch

The following story was inspired but this fact:
worker sent home unpaid for not wearing high heels

Hey boss1 I'm tired of this ridiculous dress code! From now things will be different, i don't want to be a receptionist anymore but don't worry you'll be take my place! Therefore you will be forced to wear skimpy clothes and walking in four inch heels all day! So a little advice from your new director when you'll go home stop you to buy band aids and a foot cream trust me! You'll need them!


Jun 9, 2015

No More Excitement


Edward was a crossdresser and when the GS happened he found himself in the body of the next door girl. So now he has all the female clothes he wants but now they are just normal clothes only, without the thrill of excitement. One day he's gone in the bathroom wearing the most sexy lingerie he could have and try to masturbate but nothing of that aroused him. So his days of crossdresser were over and decided to catch that copy of Playgirl that found under the bed.