Chapters tagged crossdressing

by cdbaby

Chapter 23

Exhausted you both fell onto her bed, her tiny body spooning you as you both fought to regain your breath. Finally, you felt her crawl over you, kissing your lips once more before she stood. "You did good lover, you can speak again." "What was that?!" You shouted angrily. "I sa...

by Baranda

Chapter 17

"Please do the that." John finally said. "I don't want to become a tranny or homo." Dr. Valentine put on a big smile. "That's good to hear." She wasn't happy about John not wanting to become transgender or homosexual (she even felt John was disrespectful towards these people, wh...

by Baranda

Chapter 19

After one week John came back to Dr. Valentine's office. He greeted the sexy secretary, making sure she knew he was there before time, and went to the toilet. He locked the door behind himself and turned towards the mirror over the sink. He had his usual boyish-face, but in a few...

by Baranda

Chapter 27

After another week John had his fifth appointment with Dr. Valentine. Like the week before he came a little early, greeted the secretary and entered the toilet with a bag in his hand. He took his shoes off and took the wedged sandals out of the bag. John took a small flask of nai...

by Baranda

Chapter 28

John walked to the couch and sat down on it. "Your standing and walking has become better." Dr. Valentine said after seeing how good he handled his 1 inch heeled shoes. She knew he could get an upgrade after just one week. She went to a cabinet behind John and took out of it a pa...

by Baranda

Chapter 30

"That is something we can take care of." Dr. Valentine stood up and walked to the cabinet, where she took out John's new sandals. "This may feel a bit uncomfortable at first." She took something out of the cabinet and turned around to face John's back. "Now please hold both arms...

by Baranda

Chapter 35

Dr. Valentine threw John's shirt at him, not caring about him being aroused by her playing with his chest. "Put it on. We are going somewhere else." "Where are we going?" John asked as he put on his shirt, buttoning it up so nobody could see his bra. "Just to a salon around the...

by Baranda

Chapter 77

Dr. Valentine wanted to add other things, that turned Tim on. She told Joan to help her. While Tim was busy with squeezing milk out of his breasts, both women undressed him and began changing his appearance. They put a cream on his white skin, that turned it a little darker like...

by Baranda

Chapter 78

"Oh my god, I look like a woman." Tim said, but not as shocked as Dr. Valentine or Joan would have expected. Tim struck some sexy poses.  "I look so sexy." He said and felt his penis getting...

by Baranda

Chapter 9

With the clicking of his purple high heeled boots John stepped out of the toilet. He was totally embarrassed and heavily blushed as the receptionist looked at him. "Oh my god. You look just like a real girl." She said surprised by how girly the costume made you look. John had d...

by Baranda

Chapter 10

"I know that this must be embarrassing for you, John. But it's all part of the therapy. Trust me." Dr. Valentine said gently. "If you say so." John said feeling a little better about it. "But just dressing up like a girl isn't enough for the therapy." She walked to John and gui...

by Baranda

Chapter 11

The thought of leaving the building dressed like this distracted John so much he didn't noticed he actually did it. Ms. Emerson, the receptionist, didn't say a word about him still wearing the costume. She just looked after the dressed-up boy leaving the office. John left the bui...

by Baranda

Chapter 12

John was so exhausted he didn't care about taking off the costume. Instead he took his phone out of a pocket in the skirt. With his gloved hands he unlocked it and saw a new message on the display. He opened it. "Here are today's pictures. Is it embarrassing to see yourself like...

by Baranda

Chapter 13

The more the recognition of himself vanished the more he looked at the person in the pictures as a cute girl. She may have been flat-chested, but she looked cute in the costume. Then came the pictures of John doing some sexy poses. Seeing the cute girl doing sexy poses in her cos...

by Baranda

Chapter 15

John wanted to forget it, but even after looking at pictures of busty Anime girls on the Internet he couldn't get the image out of his head. He walked to the costume and lifted up the leotard. He sighed as he gave up his fight. "But it's going to be an one-shot." He put on the fu...

by Baranda

Chapter 16

One week later John was back at Dr. Valentine's office for his next appointment. He wore his normal boy-clothes and had the Sailor Saturn costume with him in a bag to give it back. He hadn't worn the costume since he had masturbated in it one week ago, despite it had felt pretty...

by Baranda

Chapter 17

The clothes John had taken out of the bag were red, shiny and very short. In appearance they matched the clothes worn by Race Queens with high heeled boots, hot-pants, a short top and a short motorbike jacket. The wig had long blond hair done in a ponytail with a big red bow. The...

by Baranda

Chapter 18

"Wow, John, you look fantastic dressed up as a Race Queen." Dr. Valentine greeted him 'surprised' by how good he looked dressed as a sexy girl. "With your looks you can put to shame a lot of girls." "I'm not very happy about it." John replied angry about it. "Yeah, sure, sorry....

by Baranda

Chapter 19

Dr. Valentine stood up and went to one of the cupboards. "I have here a little device to inject a saline solution under the skin. It's innocuous enough and the body will remove the solution in a few hours without leaving a trace." She showed John the small device with the small n...

by Baranda

Chapter 20

"O.K. John. Now we get to the real part." Dr. Valentine said. "Like last week I want you to do some poses. But this time I'm not going to tell you what to do. You'll have to come up with them on your own." "And how do I do that?" John asked as he stood up. He lightly wobbled on...