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Emily Wallflower

Author: 

  • Emily Wallflower

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Audience Rating: 

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Emily Wallflower

A Game Of Cards

Author: 

  • Emily Wallflower

Organizational: 

  • Title Page

Audience Rating: 

  • General Audience (pg)

A Game Of Cards
cards.png


By Emily Wallflower

A Game Of Cards Chapter 1

Author: 

  • Emily Wallflower

Audience Rating: 

  • General Audience (pg)

Publication: 

  • Fiction
  • Novel Chapter

Genre: 

  • Crossdressing
  • Erotica
  • Romance

Character Age: 

  • Teenage or High School

TG Themes: 

  • Age Progression
  • Contests, Deals, Bets or Dares
  • Crime / Punishment
  • Lesbian Fantasy
  • Lesbian Romance
  • Romantic
  • School or College Life
  • Sisters
  • Tricked / Outsmarted

TG Elements: 

  • Breasts / Breast Implants
  • Childhood
  • Corsets
  • Fancy Dress / Prom / Evening Gown
  • Girls' School / School Girl
  • Gym Class / Cheerleaders
  • Hair Salon / Long Hair / Wigs / Rollers
  • High heels / Shoes / Boots / Feet
  • Jewelry / Earrings
  • Lesbians
  • Long Fingernails / Manicures
  • Maids / French Maids / Servants
  • Mother-Daughter Outfits
  • Panties / Girdles
  • Partial Transformations

Permission: 

  • Posted by author(s)

A Game Of Cards
Chapter 1

The spring break had begun. Jake was excited to go to his aunt's house. Aunt Mary was his favorite, she lived in a huge estate which she owned. She was also an excellent cook and had starred on television too. She lived with there with her daughter, Jennifer. Jen and Jake were really close. They grew up together until Jake moved to the city with his parents for his high school.

Jake arrived to the estate with his dad to find Jen waiting outside for them. Spring was her favourite season and she was enjoying it in a skimpy tank top and a mini skirt showing a lot of skin. Jake ran out and hugged Jen, her body pressing against his which made them feel awkward for the first time in all these years. Jake's dad carried Jake's luggage to the room where he always stayed. Jen and Jake sat in the living room catching up on their lives.

Aunt Mary walked over and gave her nephew a tight hug. Jake was really happy to be spending time with them. Jake's dad then said goodbyes and left.

'' Jake dear. Its so good to have you back. You can go to your room and fresh up. I'll have Jen bring you a towel."

" Yes Aunt Mary. I've been meaning to take a shower."

Jake went up to his room, undressed and got into the shower. Jen walked into his room with a towel and asked Jake where she should leave it. He asked her to hang it on the bathroom door. After a few minutes, Jake switched off the shower and dried himself. He wrapped the towel around his waist and walked out to find Jen sitting on his bed.

" What are you doing here?"

" I was waiting for you"

"Why?"

Jen got annoyed with the way Jake had been reacting. She rolled her eyes and crossed her legs in anger. Since, she was wearing only a skirt, this made her panties visible to Jake. He couldn't control himself and got excited. Jen noticed the bulging in his towel. She got up and went close to Jake.

"Jake, I know we're both in the stage of life where seeing someone makes us all excited. But remember we've seen each other naked many times when we were young. We're just cousins, just be the way we used to be before."

"Yeah. I do wanna be like that but I can't control it. You've grown to be so hot while I'm the guy everyone bullies in high school. I'll try to be more careful but don't mind if anything happens."

"That's more like my bro! I'll see you down at dinner", Jennifer walked out as Jake started to get dressed.

Down in the dining hall, Aunt Mary was catching Jake up with the details of her new cooking show. That's when Jake learned that she will be going out for a outdoor shoot the next day. He was unhappy when Aunt Mary told him that she won't be back for a week.

"But Aunt Mary, I really wanted to enjoy more of your food."

"Don't worry Jake. I've thought Jen how to cook and she's pretty good too. You can manage for a week."

"Okay."

Aunt Mary was gone before Jake could wake up the next morning. He was woken up by Jen slapping his face while sitting on his stomach.

"Wake up you dumbass! We've got a week to enjoy!"

A Game Of Cards Chapter 2

Author: 

  • Emily Wallflower

Audience Rating: 

  • General Audience (pg)

Publication: 

  • Fiction
  • Novel Chapter

Genre: 

  • Crossdressing
  • Erotica
  • Romance

Character Age: 

  • Teenage or High School

TG Themes: 

  • Age Progression
  • Contests, Deals, Bets or Dares
  • Crime / Punishment
  • Lesbian Fantasy
  • Lesbian Romance
  • Romantic
  • School or College Life
  • Sisters
  • Tricked / Outsmarted

TG Elements: 

  • Breasts / Breast Implants
  • Childhood
  • Estrogen / Hormones
  • Fancy Dress / Prom / Evening Gown
  • Girls' School / School Girl
  • Gym Class / Cheerleaders
  • Hair Salon / Long Hair / Wigs / Rollers
  • High heels / Shoes / Boots / Feet
  • Jewelry / Earrings
  • Lesbians
  • Long Fingernails / Manicures
  • Maids / French Maids / Servants
  • Mother-Daughter Outfits
  • Panties / Girdles
  • Partial Transformations

Permission: 

  • Posted by author(s)

A Game Of Cards

Chapter 2

"Wake up you dumbass! We've got a week to enjoy!"

Jake rubbed his eyes open and found Jen sitting on his stomach. He let out a groan of despair as he had planned of sleeping longer. Jen moved and stood on the floor, giving Jake room to get up. Jake threw a pillow at Jen and walked into the bathroom.

" I'll be downstairs making breakfast. Come soon!"

Jake entered the kitchen and found Jen making french toast. She was wearing a black sports bra and black yoga pants which outlined her curvy body. He hadn't observed Jen much when she woke him up but looking at her now he was just frozen outside the kitchen, mouth open wide. Jen noticed this and played along.

" You know what Jake? My mother moved the plates down to this cabinet from the top one", she said while she bent down so that Jake could notice her bent ass. Her panties were visible clearly when she bent down and Jake, for a moment, didn't know what to do.

" Oh.... Oka.... Okay?", he stammered. Jen burst into laughter and ran over to give Jake a quick hug. She spoke as she returned to her french toast.

" Oh my god! What has puberty done to you Jake?", she chuckled a bit.

Jake, filled with embarrassment, quietly took a seat on the dining table. A few minutes later, Jen served both of them with delicious french toasts.

" This is so good Jen! I didn't know you could cook this well. Aunt Mary has taught you a thing or two huh?"

" Thanks Jake. But note this, I am not going to cook all the time. Lunch is on you."

" What? Come on Jen! You know I don't like cooking."

Jen remained silent. Jake admitted to his state and finished his breakfast. After cleaning up, Jen went up to her room while Jake slouched on the couch watching TV. She returned a few minutes later, holding two bottles of nail polish in her hand.

" Which one?", she asked Jake holding out the two little glass bottles to him. He looked at them with utmost concentration, one was matte red and the other was glittery silver. After a few moments of thought, he chose the matte red. Jen accepted happily. She sat down next to Jake and started working on her finger nails.

" Hey Jen, I'm so bored. Don't you have anything to do around here?"

" There's a pack of cards in the shelf above the kitchen sink."

Jake ran to grab the pack while Jen added the finishing touches on her fingers. Jake sat in front of Jen and asked what game they should play. She said that she wanted to play blackjack until her nails dried.

After 20 minutes of blackjack, Jen decided it was time for a change.

"My nails have dried. Wanna play poker?"

" That's more like it. Wanna bet?"

" What's at stake?"

" You lose and you cook all three meals daily until Aunt Mary returns."

" Okay. If I win, I get to paint your nails"

"Deal!"

They started the game. Jake thought he had Jen when he got a full house. 'No more cooking!', he thought as Jen's lips curved upwards.

"ROYAL FLUSH!", she screamed as she slammed the cards on the table. Horror was visible on Jake's face as Jen started to shake the bottle of the matte red nail polish. Another twenty minutes later, both of them had matching nails, deep red in colour.

" I envy you Jake."

" Why? I was the one who lost the bet and got humiliated."

" You have such a feminine figure. Your nails look so better than mine. If only you had more curves."

That was true. Jake had a really feminine body. He was slim, tall, had shoulder length hair but no traces of any facial or body hair. It was one of the main reasons he was bullied in school. Even the way he walked was effeminate. During the school play, he was cast as a bridesmaid! How he hoped that could be forgotten.

He began preparing the lunch. Meanwhile, Jen did her daily workout. Around 1:30, they both sat down for lunch, planning their activities for the rest of the day.

" We can take a walk around the estate! It has great views, a pool and the sunset also looks beautiful", Jen suggested.

" But I don't have any swimming clothes. I didn't think we were going to swim this time."

" I'll lend you my spare ones."

" Okay then."

Jen packed the bag with all essentials while Jake searched for his shoes. When Jen found Jake was not ready yet, she was annoyed.

" Why aren't you ready yet? "

" I can't find my shoes"

Jen walked out the house and pointed to a pile of mud. " Here they are!"

" How did they get there? Why is the mud wet?"

" One of the worker's son is very mischievous. He takes any shoe lying around open and throws them outside. It must have got wet when they operated the well to draw out water."

Jake noticed that the shoes were lying next to the well.

" What do you suggest I do? That was the only pair I brought."

" I don't think you have any choice", said Jen as she removed a pair of her footwear from the shoe rack. It was similar to hers, open toe pumps with two inch heals, only hers was black while this one was red.

" There is no way I'm wearing that! Don't you have any shoes?"

" The one pair I had got torn last week! I hate it when my mom makes me go to the pet store just so that she can admire the animals. Some dumb dog."

" But I can't wear that"

" Oh don't act like that! No one is going to see you."

Jake agreed reluctantly and slid into the pumps. His feet fit perfectly in it and he had no difficulty waking in them.

" Oh my god Jake! Those look so pretty on you, especially with the matching nail polish."

Jake rolled his eyes and started walking out of the house.

" Boy! You do know how to rock those heels. Look at your hips sway", Jen couldn't stop commenting on how well Jake was walking in the heels.

" I had to wear four inch heels when I was cast as a bridesmaid in the school play. So you can say I have practice."

" You were cast as a bridesmaid?", Jen said laughingly as she followed Jake.

They roamed around the estate as Jake narrated the story of him being cast as a bridesmaid. They reached the pool on the far end of the estate and rested for a while. Jen then unzipped her bag and handed Jake the swimsuit she had got him. He was shocked!

" You got me a BIKINI?"

A Game Of Cards Chapter 3

Author: 

  • Emily Wallflower

Audience Rating: 

  • General Audience (pg)

Publication: 

  • Fiction
  • Novel Chapter

Genre: 

  • Transgender
  • Erotica
  • Romance

Character Age: 

  • Teenage or High School

TG Themes: 

  • Age Progression
  • Contests, Deals, Bets or Dares
  • Crime / Punishment
  • Lesbian Fantasy
  • Lesbian Romance
  • Romantic
  • School or College Life
  • Sisters
  • Tricked / Outsmarted

TG Elements: 

  • Breasts / Breast Implants
  • Childhood
  • Estrogen / Hormones
  • Fancy Dress / Prom / Evening Gown
  • Girls' School / School Girl
  • Gym Class / Cheerleaders
  • Hair Salon / Long Hair / Wigs / Rollers
  • High heels / Shoes / Boots / Feet
  • Jewelry / Earrings
  • Lesbians
  • Long Fingernails / Manicures
  • Maids / French Maids / Servants
  • Mother-Daughter Outfits
  • Panties / Girdles
  • Partial Transformations

Permission: 

  • Posted by author(s)

A Game Of Cards

Chapter 3

" You got me a BIKINI?"

Jake looked at the red string bikini in utter disgust as Jen chuckled. He was now annoyed at Jen.

" This is too much Jen! First you cheat and paint my nails but I don't utter a word. You make me wear heels but I don't complain much. Now a bikini? What are you trying to do?"

" Okay. I agree to cheating in poker. I only did that because I wanted to paint your nails since three years and I could never make you agree to it."

" So that is why every bet we make involves you painting my nails?"

" Yes."

" I can't wear a bikini! It's not possible. It's not right."

" Look, when we were young, I was a tomboy. I shopped only in the men's section. But now, I'm discovering the gems of a female body. I'm learning to become a girl. That meant me throwing out all my old clothes and replacing them with skirts and other girly stuff. So this is all I can offer."

" But that doesn't make any sense! How did you just switch from being a tomboy to such a girly girl?"

" It's really complicated. You wouldn't understand."

" Whatever."

Jen started to remove her clothes. She removed the halter top which she had worn over the sports bra before leaving the house. Jake still looked at the bikini he had in his eyes with disgust.

" You can just wear the bottom if you want. It'll be just like your regular shorts."

Jake nodded in agreement. He too slowly started to strip. He was down to his boxers when Jen called him.

"Help me with the string will you?"

Jake looked at Jen who was wearing a black bikini similar to the one he had. She was wearing only the bikini bottom and was struggling with the top. He helped her tie it. When Jake pulled the string too tight, Jen's breasts moved closer which made her moan.

" Sorry. Didn't see that coming."

Jake then stripped naked and tried tying the bikini. Jen laughed out loud looking at him fail to do so. She enjoyed a few minutes of 'Jake trying to put on a bikini' before helping him.

" Let's finish this up so we can catch the sunset from the top of the hill."

They both got into the water and splashed around a bit. Jen got out of the water and tried to do a cannonball but failed. Jake laughed and got out of the pool. He gave Jen a look which said 'Watch and Learn'. His cannonball was so good, the water splashed the tree a good seven meters away from the pool.

" Wow Jake! For your skinny body, you sure can do a good cannonball."

" Anything related to pool is something I'm great at."

"Wanna do another bet?"

" Urgh! I know you are going to make me wear the bikini top. But I don't really care now. I'm in."

" I was actually thinking of making you walk till the top of the hill drenched in water. But you gave me a better idea."

Jake face palmed himself. Jen outlined the sport. The first person to dive into the water, swim to the other end, get out and touch the nearest tree and return back to the starting spot will be winner.

" You are so wrong when you think you can beat me! Swimming is my game. If I win, you remove these nail polish as soon as we reach home."

"Agreed!"

Both of them took their positions. On the count of three, they dived into the water. Jake was obviously the first one to get out of water as he was the better swimmer. Jen was two seconds behind Jake, but made up some time in the run. Jake was not a fast runner.

After touching the tree, Jake sprinted as fast as he could. Jen also ran very fast. Jake dived long to cover more ground but Jen didn't dive. She ran along the edge of the pool and reached the starting point before Jake.

" Hey! What the hell?"

" I never mentioned that you should dive back into the water while coming back."

" That's not fai....."

"Shush! You lost again. Do as you agreed."

Jake let Jen tie the top on his flat chest. He was disappointed in himself. He had never lost to Jen twice in the same day.

" You know what Jake? Those would look a lot better if you had something to fill them with."

" That's never gonna happen."

They both spent some time in the pool. When Jen noticed the sky turning orange, she told Jake that it's time to go. They got out of the water and dried themselves with the towels Jen had brought. Jen tied her hair up in a pony after drying it. She noticed Jake struggling to manage his shoulder length hair.

" Do you want me to tie them up for you? I have an extra band."

Jake nodded and Jen tied his hair up just like hers.

" Do you know to do anything that doesn't make me look like a girl?"

" No sweetheart."

Jake was about to pull the string of his bikini when Jen stopped him. She handed him a shawl and asked him to wrap it around. Jake wrapped it around but was still feeling cold. He saw that Jen wrapped it around in a different style, he did the same.

They both walked up the hill. For any distant viewer, it would look like two girls but only on getting close enough they could see that one of them is a guy.

They both sat together in silence and watched the sun set over the horizon. It was beautiful, their bodies huddled up to each other for warmth. Jen's head was resting on Jake's shoulder for a long time.

They returned home before it got too dark. They changed into their regular clothes and had dinner.

" So Jake, how was the experience of swimming in a bikini?"

" To be honest, I liked it very much. I had so much more freedom and could move my legs faster."

" I'm glad you liked it."

" You know what? My hair doesn't get in the way of things when I tie it up in a high pony."

" Really? I thought you loved your hair the way it is."

" I do love my hair but that doesn't mean it doesn't cause any troubles. My mom asked me to cut it a lot of times but I didn't want to."

" I know how much you love your hair Jake. If you want I can teach you to tie it up in different styles so that it won't trouble you."

" That sounds like our plan for tomorrow."

" Yes."

" I think I'm slowly starting to understand why you switched from being a tomboy to a girly girl."

" Yes! Being a girl is so much better."

Jen then thought of an idea which lit her face up with happiness. She was so happy that Jake was finally getting along with the girly Jennifer.

" You know what would be fun?", Jen said.

" An all night movie marathon?"

" Girls Night!"

A Game Of Cards Chapter 4

Author: 

  • Emily Wallflower

Audience Rating: 

  • General Audience (pg)

Publication: 

  • Fiction
  • Novel Chapter

Genre: 

  • Transgender
  • Erotica
  • Romance

Character Age: 

  • Teenage or High School

TG Themes: 

  • Age Progression
  • Contests, Deals, Bets or Dares
  • Crime / Punishment
  • Lesbian Fantasy
  • Lesbian Romance
  • Romantic
  • School or College Life
  • Sisters
  • Tricked / Outsmarted

TG Elements: 

  • Breasts / Breast Implants
  • Childhood
  • Estrogen / Hormones
  • Girls' School / School Girl
  • Gym Class / Cheerleaders
  • Hair Salon / Long Hair / Wigs / Rollers
  • High heels / Shoes / Boots / Feet
  • Jewelry / Earrings
  • Lesbians
  • Long Fingernails / Manicures
  • Maids / French Maids / Servants
  • Mother-Daughter Outfits
  • Panties / Girdles

Permission: 

  • Posted by author(s)

A Game Of Cards

Chapter 4

" Girls Night!"

" What? No! I've already been enough of a girl today. I'm not doing anything girly anymore."

Jake had a stern look on his face. Jen pleaded Jake with a cute face but his mind was made up. Jen resorted to her last option.

She walked towards Jake in a sexy way, swaying her booty left and right. She removed her crop top and threw it on Jake's face. When Jake removed it, Jen's face was just inches away from his. Jake's breath got shorter and his little dick started growing. Jen moved up her face, so her boobs were touching Jake's face.

She pushed Jake's face into her boobs. Jake was in heaven. She then leaned forward so that her face was near his ear. She whispered.

" Why don't you let me turn you into a girl for a day and let you discover the joy of being a girl?"

Jake nodded slowly, pushing her boobs up and down. As soon as Jake agreed, Jen jumped away from him in excitement.

" Yes! I swear you won't regret it."

" Only for twenty four hours okay?"

" Yes. Starting from 11 tonight to 11 tomorrow night."

" So that means there's still half an hour left. What do you wanna do till then?"

" Well...."

Jen bit her lip as she walked back to Jake. She sat on him and buried his face in her breasts again.

" Why don't we continue where we left off?"

Jake reached behind her and undid her bra. She threw it away and let Jake get a better look of her prized possessions. Jake slowly nudged them with his nose first. Jen was excited and her nipples hardened.

Jake was now lying on top of Jen, licking her boobs in full swing. Jen was enjoying every moment, even moaning now and then. Jake slowly moved his hand down her stomach towards her thighs.

Jen slapped his hand and got up. She looked at the time.

" That's enough for now. Only five minutes are left. We gotta get ready."

Jake agreed but was sad. They both went up to Jen's room. Up there, Jen stripped naked and Jake did the same. She looked at Jake's manhood and gasped.

" It's so cute! Like a button!"

" Shut up!", Jake was not happy.

Jen opened her closet. Jake was in awe of the closet. Everything was neatly arranged and sorted. Every apparel was available in two different colours. It was maintained very well.

" So what do you want? Something sexy or something regular?"

" Something regular sounds nice."

" That was a rhetorical question. Of course we are wearing something sexy."

Jen winked as she pulled out two babydolls from her closet. It was sheer lace with built in cups and matching panties. One was red while the other was white. He assumed the red one was for him.

Jen handed Jake the red one. She took the white lace panties in her hand and started putting them on. Jake took the red panties in his hand and looked at them. Jen stopped him before he could wear them. She went to her closet and quickly pulled out something from one of the drawers.

She hid it in his hand and ran over to Jake. She sat on her knees in front of him. Jake looked at her silently as he could do nothing. His body was in her control.

" Now we want the panties to look pretty on you don't we? All these junk won't let it happen."

Jen held up Jake's dick as she pushed his testicles inside.

" Now that we have tucked you in, there is one final touch left."

She revealed what she was hiding in her hand. It was silk ribbon of pink color. She tied a perfect bow around his little sausage. Jake was so small that his dick was not visible because of the bow.

" Now those panties will look pretty on you."

Jake put on the panties and noticed that there is no bulge at all. It was flat just like a girl. The material felt really good against his skin and he had goosebumps all over his body.

" Don't they feel so good against your skin? Just wait until you wear the baby doll."

Jake and Jen both slipped into the babydoll. Jen was right, Jake loved the way the lace felt against his body. He loved the way the hem brushed against his thighs when he moved, he loved the way the straps felt and he loved the way he looked.

" Oh my god Jake! You look so pretty! Only a few more things to do."

Jen went to her closet and searched for something. Jake just stood there admiring himself in the mirror. After a few minutes of ravaging, Jen found her treasure. Breastforms! She put them into the babydoll cups and arranged them.

" These are just temporary. I'll glue the better ones after shower tomorrow."

They both looked at themselves in the mirror. Two teenage girls wearing sexy lace babydolls stared back at them.

" Now let's go down."

Jake and Jen carried pillows, inflatable mattresses and blankets downstairs. They arranged everything in front of the TV. Jake went to get snacks while Jen selected the movies.

They both sat down next to each other and the movie started.

" The Notebook? I thought we were doing a horror movie marathon."

" Girls don't do horror movies. They do emotional and romantic movies. That's what makes them get all excited and come on to each other."

Jake just sat silently. He was sitting with his legs closed, like a true girl. Jen went to the cellaret and brought a bottle of wine and two glasses.

" What's this for?"

" Don't tell my mom that we drank this."

Jen poured two glasses of wine and gave one to Jake. They drank as the movie continued. At the end of the movie, the bottle was empty and the glasses were lying around. Jake and Jen were on top of each other making out. Their lips locked as their tongues did the magic inside the mouth. They were paying no attention to the movie.

Jake and Jen made out for a good ten minutes before they decided to stop. They just lied next to each other, catching their breath.

" You need to have a Girl's name. I can't call you Jake when you look so hot and sexy."

" Okay. Give me a name."

" Well, I've always wanted a friend named Kate."

" Kate it is then!"

Jen got up and sat on top of Kate(Jake). She had devious smile playing on her lips. Kate noticed this and bit her lip. Kate pushed Jen down next to her. Kate went on top of Jen and started kissing her wildly. This continued for a while but both of them soon fell asleep.

The next morning, they woke up with Jen on top of Kate and Kate's hands lying on Jen's ass. Jen smiled on the sight of Kate and gave her a quick kiss before standing up.

" Let's brush our teeth and have a cup of coffee. Then we can go shower."

Kate agreed and they went to brush their teeth. Jen made coffee and both of them went up to the balcony. They sat down looking at the estate and sipped their coffee.

The cold wind blowing made them shiver as their babydolls offered little protection against cold. After finishing their coffee, they both went to Jen's room.

Both of them stripped naked with Jen putting on a show for Kate. Jen removed the ribbon since she didn't want that to get wet. They stepped into the shower.

A hot and steaming shower followed. Their naked bodies brushed against each other as they rubbed each other bodies. They got out of the shower but not before a quick make out session inside. They dried themselves and put on dressing robes.

Jen made Kate sit in front of the dressing table. There were tons of cosmetics arranged on the table. Kate knew that a big make up session was going to follow.

" Let's get Kate ready, shall we?"


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