Amberโs New Toy sissy fiction by Meganprincess
There is nothing quite so annoying as a precocious child. Amber was just that. Not really a child but close enough. At least in Jimmyโs book. She was smart. She was talkative. She had long straight blonde hair and blazing blue eyes. It was not hard to tell that she would be a real beauty very soon. And now she had Jimmy completely under her bratty power. Here is how it happened:
Jimmy was spending Christmas vacation at his best friend, Brodyโs, house. Brodyโs mother and father agreed to take him in while his own parents took a vacation to England. Every night Jimmy and Brody spent their hours playing video games, only occasionally interrupted by Brodyโs stupid little sister, Amber. School was out for a few weeks and Christmas was looming. Life was good. Until the morning that Jimmy woke up with a sore throat. It was the day the whole family was going to drive to the big city a couple hours away and finish shopping for presents. All except Amber who was staying the night at one of her friendโs houses. That morning Brodyโs mother took one look at Jimmy and threatened to cancel the whole trip. But Jimmy felt bad and told them to go ahead. He would be alright without them and would just stay in bed. And so, a few hours later he was alone in the house. Maybe it was the cough medicine. Maybe it was fate. Whatever the case, something directed his first tentative steps into the forbidden region of Amberโs bedroom. Why was he here? He didnโt know. Didnโt even like the brat. Jimmy didnโt have a sister of his own and had never even had a girlfriend. Maybe he was just intrigued in some strange way with the secret life of girls. And here that life was, confronting him with all of its strange, mysterious power as he stood in the doorway and surveyed Amberโs sanctuary. All pink walls, and flowery pictures, fluffy pillows, and lacy bedspreads. Makeup table. Dresser. And the doorless closet just across. A dress hanging in the front caught his attention and he walked toward the closet without a thought. Up close it was white with a flowery design. He reached out and touched it. So soft. So silky. So utterly FEMININE. He stroked the fabric absent-mindedly. It had to be the cough syrup. He felt so strange. Felt so COMPELLED. Like he was somebody else. Down came his pajama bottoms. Off came his pajama top. He took the dress off of the little padded hanger. A moment later it was on him. Amberโs pretty dress. He felt a thrill of excitement he had never felt before. Had never even imagined. And then he took some steps out of the closet and into the bedroom. The floating touch of the hem of the dainty dress against the skin of knees electrified him. The slight pull of the silky light fabric across his chest and on his shoulders sent pulses of unnamed joy straight to his innermost depths. He walked the full-length mirror on the wall and looked at himself. Eyeing his legs first and then checking out the dress little by little up his body past his waist. He almost didnโt even dare to look at his own face in the mirror. Would it be changed? As his eyes lifted to face himself, he saw another face beside and behind his own. Amber!
There she stood in the doorway. Hands on her hips smiling as she watched her big brotherโs friend standing in her dress. She watched as he tried to speak but stopped him before he could even get the first word out:
โLike my pretty dress, Jimmy? It looks really cute on you. Oh, donโt even try to take it off. I already got a great picture of you in it. Should I send it to Brody?โ
โNo! Please donโt, Amber. Iโm sorry.โ
โOh, donโt be sorry. Itโs fine. I think itโs adorable how much you like my pretty dress. Want me to help you? ย Iโm so glad Katy got sick and I came home early now. This will be so fun!โ
โHelp me? What do you mean?โ
โI mean help make you prettier. Are you going to be a good little girl and cooperate or do I have to send this picture to my parents and say you were in my room and you tried to perv on me when I got home? Hmm, sissy? Anyway, I can tell you like it. You looked so happy when I was watching you. You like feeling like a girl. Itโs okay. Thereโs a boy at my school like you. Maybe you could date him later.โ
At this she giggled so hard she had to cover her mouth. But seeing how confused and sad he looked, Amber relented.
โOh, Iโm sorry Jimmy. I was really just kidding. Youโre probably not ready to date boys. Yet. Letโs just have some fun while my family is gone and you can see if you like it. No one has to know. Okay?โ
She was right. How did she know? He DID want this. At least to try it. So he reluctantly agreed and it began with an excited clap of Amberโs hands as she approached him.
โNow first things first. We canโt keep calling you Jimmy, can we? No. Jimmy is a guyโs name and you are a girl. How about Jenny? Or Jennifer? It kinda suits you. Yes, your new name is Jennifer. Do you like it, Jennifer? Does it make you feel pretty?โ
He softly nodded his head. Not even aware that this was the first sign or gesture of his new subservience to Amber.
โYou are going to be such a pretty girl, Jennifer! You are wearing the dress I wore to the Easter dance last year. But you are missing some important things. Let me help you take it off.โ
Jimmy took a step backwards in fear but then remembered that he had his boxers on underneath. He stood stock-still while Amber lifted the dress up and over his head. She paid no attention to his discomfort and went straight to her dresser while Jimmy looked on in growing shock.
โPerfect! Yes. Here we go Jennifer. You can start with these.โ
What she held out to the frightened boy was a baby blue pair of little satin panties with white lacy edges and matching ribbon at the center of the top.
โDonโt just gawk, Jennifer. Itโs just underwear. Every girl wears panties, so you will too. Now be a good girl and put them on. Now!โ
And she stamped her foot for emphasis. Remembering the incriminating pictures, Jimmy turned away from her and lowered his boxers before easing the soft panties up his thighs.
โNow turn around, Jennifer, and show me your pretty panties. Aww! So perfect for you. Itโs so funny making a high school boy obey me and turning him into a little girl. Donโt look so embarrassed Jennifer. Iโm not THAT much younger than you. I will be in high school next year. I wonโt tell anyone about this as long as you obey me like a good girl. Understand, princess? Say โyes maamโ. Say it or I send the picture right now of you in my pretty dress.โ
Defeated and trying not to notice the satisfied smirk flit across Amberโs face, Jimmy softly said:
โGood girl! Now put on this pretty little bra, Jennifer. Hold your arms out.โ
And he did. Then Amber had a good time at her victimโs expense as he struggled to reach behind him and hook his bra for the first time. She thought about coaching him and teaching him about how little girls usually first learn by spinning their bra and hooking it in front but his sheer nervousness was too delicious to forego. In a few minutes he stood before Amber in matching bra and panties. And then she presented him with a pair of white cotton pantyhose. Which were soon snuggly pulled up over his waist, trapping him in his little girly panties.
โOh my God, Jennifer! You look prettier already. I am going to dress you EXACTLY how I dressed for the dance. Here is your dress. Put it on. Thatโs my good girl. Donโt worry about those pictures I just took of you in your bra and panties. They are only for insurance in case you are a bad girl.โ
As he stood in the white flowered dress once more, Amber fussed and tugged at it until it sat just right on Jimmy. Once satisfied, she went back into her closet and came out with a couple more things. First, she had him step into a pair of black high heels. Three inches high only but tall enough to cause Jimmy to wobble a little even in a standing position. Then she handed him a matching black purse in shiny patent leather.
โThatโs for all of your makeup. Dresses donโt have pockets. Just something a girl like you will have to get used to. You will wear it on your shoulder for now. Now start walking, Jennifer. Good girl. Walk across the room in your high heels with your purse. Small steps. Hold your shoulders back. Yes, good girl. You want boys to notice your little boobs. Should I stuff your bra? Do you want boobs? Good Jennifer! Just like that. Now wiggle your butt a little as you walk. Maybe a cute boy will ask you to dance. Would you like that? Pressing himself against you. Rubbing his hands up and down your girly little body as you dance. Touching your ass through your dress. Maybe kissing your neck?โ
None of these teasing questions required an answer. They were just designed to humiliate and insinuate. She felt her power over this wimp growing by the minute.
Then she sat him down at her little makeup table. And turned him into a pretty little girl. Teaching him how to dab on his foundation and then blend it. Patting on a light layer of powder. Doing his eyeliner. Making him match his eyeshadow with the flowers on his dress. Even making the frightened boy apply his own mascara. As Jimmy looked at his transformed face in the mirror, he saw Amber devilishly smiling at him over his shoulder and he lowered his eyes in shame and confusion.
โAww! That is soooo cute, Jennifer. The way you bat your eyelashes and act shy just like a little girl. Boys are going to love you. And youโre blushing too!! So sweet. Maybe we donโt even need to put blush on your cheeks? No. Bad idea. You need to learn to do your makeup. Here brush it on your cheeks. Not too much. Perfect! Ready to do your hair, Jennifer? Since itโs kinda long it should be fun and easy. I think you should wear it up. Letโs seeโฆโ
After a few minutes and some light, carefree, mocking humming from Amber, Jimmyโs hair was pulled up into a high ponytail and tied off with a dangling length of white ribbon. Little strands were pulled in wisps down at the sides to frame his face.
โNow take off your heels, Jennifer. Time for you to put on your polish. Toes and fingers, Jennifer. And look! I have the absolute perfect color for you: itโs called โprissy pink sparkleโ. Go ahead, Jennifer, coat it softly on your little toenails. Soft, feminine strokes. So pretty. So girly. So you.โ
After his toenails and fingernails were prettily painted, Amber had him apply a clear topcoat and then taught him to wave his fingers around to help dry them quicker after taking pictures of him blowing on them like a complete sissy first.
โOkay Jennifer. Almost done. You have to finish your pretty makeup now. Sit back down in front of your vanity mirror at your makeup table. Here you go, princess. Your lipstick. Pretty frosty pink. Stroke it across your lips. Good girl. So sweet. Here. Press your lips against this tissue. Make a little kiss mark. This sets your lipstick. Now roll this shiny clear lip gloss over your lipstick, Jennifer. It makes boys want to kiss you. And I know you want that. Now, stand up, Jennifer. Time for your photoshootโฆ.
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