R Not So Big Brother
A naughty 20 year old boy who thinks he's big, gets taught a lesson by his 18 year old sister.
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Not So Big Bother

By Amy Sadler

© 2019

 

Shaun Maxwell was 20 years old and he had been made boss of the house, while his parents were away on holiday. It was surprising however that at his age, that he was still living with his parents. But he did not have a job and trying to get one was becoming increasingly harder to get one. Shaun had a younger sister, she was 18 years old and she was in college, working hard to get her degree in being a nurse. She came home from college one day as usual, only to find the house to be in a complete mess, as usual.

 

Shaun did not do any work around the house, it was left up to Hanna, to clean the mess up and she was getting pretty much sick and tired of doing this. Her brother treated her as though she was his personal house maid. She was on the verge of making him be the house maid until he really pushed her too far. “If you think that I am going to clean up this mess think again mister.” Remarked Hanna in a serious tone of voice. “Oh yeah. What are you going to do about it?” Shaun replied in a threatening manner.

 

“I’ll make you clean up this place.” Replied Hanna, not letting her guard down. “Oh yeah! I’d like to see you try.” Remarked Shaun mockingly, as he could not see how a small and thin girl like her could do anything to him, little did he know that his sister had been secretly been taking martial art lessons. She took hold of her bigger brother and tossed him around the house as though he was nothing more than a rag doll.

      

What surprised and shocked him even more was that she spanked him and real hard too that he was soon reduced to tears. “Now then, do as I tell you to do. You can start by staying where you are, while a go and fetch something, understood?” Remarked Hanna crossly. “Yes sis, anything you say.” Replied Shaun in-between tears, shock and confusion. What had just happened? How could his sister have so easily tossed him around the house like a rag doll?

 

Hanna had returned carrying with her a pink and very frilly Sissy Maids dress and it was in Shaun’s size too. “I am sick and tired of you treating me as though I am your house maid. Well… from now on you are going to be my personal Sissy Maid and wear this dress along with the rest of the items that go with it and you will clean up the place.” Remarked Hanna, but all of a sudden, Shaun began to kick his legs in the air, scream, cry, banging his arms down on the carpet on which he had been sat down on after Hanna’s spanking.

 

“No, no, you can’t do that do me. I won’t let you. I am not a sissy, nor your maid.” Shaun was throwing a tantrum. It was at this point Hanna had been pushed over the edge. Her brother was not fit to be a Sissy Maid at all, he was acting like a baby and not in a good way either.


However, it was this that made her decide that Shaun would be far better off being treated as a Sissy Baby instead and this she had already had counted for and hoped would be the case, as she had, had Shaun’s bedroom changed when he had stayed the night at a hotel, when he got sick and tired of her nagging at him about the state of the house was in. He had only just today come back from the hotel, having no idea of what his sister had done.

 

“Since you are acting and behaving just like a baby, it is a good job that I have prepared for such an occasion, so I am going to make you be the baby of the house instead, albeit a sissy one and that I definitely will make you do.” Warned Hanna, and before Shaun knew what was happening, he was getting another spanking from his sister. “Please stop, I’ll do anything you say, just please stop.” Pleaded Shaun in a fit of tears.


Hanna smiled, she now had him exactly how she wanted him to be. “In that case, come with me and I shall take you to see your new room.” Replied Hanna, as she held out her hand to Shaun, he took it and Hanna helped him up from the floor, she then then lead him out of the living room, up the staircase and into his bedroom. Shaun looked on in shock and horror, for his bedroom had been turned into a baby girls nursery, only adult sized. His bead hand been changed for an adult sized cot that was white, however, with a pink bed spread and a girly flowery mattress.

 

The bedroom wall paper was of a girly floral design. Just above the cot on the wall were two thing, a long rail and hung over it, dead centre, was a pretty pink dress with a ruffled apron, it looked to be short in length, it had short puffy sleeves. But that wasn’t the worst thing about it, dead centre on the front of the apron, it had embroidered lettering, in gold was the word Baby and in pink was the word, Girl. Hanna giggled as Shaun’s face went a shade pale white.

 

 
(Sissy Baby Dress)

 

Hanna then went over to a pink Princess Vanity table with a set of drawers. Hanna opened the top draw and took out two items waiting for her to pick up right away. It had all been planned out. It was as though she knew that her brother would force her hand and make her force him to be a Sissy Baby instead of a Sissy Maid. Everything was going like clockwork as the saying goes, for Hanna. She knew her brother only all too well. He had played right into her trap.

      

The first item she set aside, while she brought the second item over to Shaun, for him to get a good look at. His face went from white to red and with a hint of confusion on his face, as the item in question seem to have ruffled frills going all the way around from the back to the front, it was almost impossible to tell which was front, and which part of it was the back. Hanna giggled at the sight of her brothers reaction. “Do you know what these are?” She asked in-between fits of giggles. “I’m not sure, but they look like some sort of pair of frilly pink plastic pants.”

 

Replied Shaun uneasily, which made Hanna giggle all the more. “Oh these are not just any ordinary pair of frilly pink plastic pants, as I am sure you have noticed that by now.” Giggled Hanna, as she brought the frilly pink plastic pants closer to her brother’s reddened face. “These are very special Sissy Baby Frilly pink plastic pants and you are going to put them on.”

“What?” Replied Shaun in shock and then he remarked in surprise. “Isn’t a nappy supposed to go on first?” That sentence made Hanna grin from ear to ear.

 

“Oh you will be put into a nappy for sure, but not just right now. For my amusement, you are going to put on those frilly pink plastic pants, without a nappy on, or I shall put them on you for you.” Giggled Hanna. Shaun looked at frilly pink plastic pants and he said much to Hanna’s surprise but her delight also. “I do not know which is the front or back. You may as well put them on me for me.” Which made Hanna grin even more so. “In that case repeat after me.” Remarked Hanna with sheer delight, knowing exactly she was going to make her brother have to say to her and say it out loud too. “Say clearly and loudly. Please big Sis, put on for me, these very pretty frilly pink plastic pants.”


Shaun very clearly did not want to say those very words, but fearing he would be spanked again or worse. So he took a very big deep breath and spoke clearly and loudly. “Please Big Sis, put on for me, these very pretty frilly pink plastic pants.” Hanna grinned, say that again, but sound like a little girl saying it. Shaun dreaded that one coming his way, but he cleared his throat and said in the best high pitched voice that he could manage. “Please Big Sis, put on for me, these very pretty frilly plastic pants.” Hanna giggled so hard, she was almost in stiches, as the saying goes.

 

“Why yes of course I will be more than happy to put these very pretty frilly plastic pants on you, but for that, I need you to take all of your clothes off, for me.” Shaun seemed a little reluctant, but he began to remove all of his clothes feeling odd and ashamed of being completely naked in front of his sister. It kind of helped a little, knowing the fact that she was studying to be a nurse, nurses have to get used to seeing all sorts of people being completely naked, for various different, but medical reasons, obviously.

 

Hanna began to lift up Shaun’s left foot and put it through the left leg hole of the frilly plastic pants. Then she did the same for his right foot, after that, she slowly pulled on the frilly plastic pants, pulling them all the way up around her brothers waist, the moment they were snuggly on him, all of a sudden, Shaun’s penis became fully erect, much to his shame and shock. “I say, you really must like the way those very pretty frilly pink plastic pants feel on you to get such a big hard on in them.” Remarked Hanna in a new outburst fit of giggles.

 

She then went over to the item that she had left on the Princess Vanity Table, it was a pink clip on hair bow. Hanna now attached this to the top of Shaun’s head, which was really, really very short, which was all the more better for it, as Hanna had plans. She got out her mobile phone and started the video recording on it, she got Shaun in full view with the bedroom door behind him.

 

 

(Not So Big Brother. 1of2)

 

Then she turned to face the camera toward the dress, but still keeping Shaun in the same frame. “Oh by the way that dress is for you, I am going to put that on you too, along with everything else.” Replied Hanna, giggling away.

 

 

(Not So Big Brother. 2of2)

 

“You’re not going to take me out are you?” Asked Shaun worriedly. “Oh yes very much I am going to take you out and everyone is all going to be able to see your sissy baby frilly butt, as that dress is so short, it is not going to hide such a fact, not even how much you really like wearing those pretty frilly pink plastic pants. You have an erection now so big, that no one is going to be able to possibly miss it.” Remarked Hanna in a state of giggling fits. “Oh by the way, your name is now and forever more. Sissy Baby Jessica.”

 

THE END.

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These lovely people support all the features in Sissy Kiss to contribute to our community! So it would help so much if you could check them out, and say your from Sissy Kiss. Some even give discounts, or free gifts by mentioning it!
 
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Baby Butch
I love the story and how Hanna made Shaun into Sissy Baby Jessica. Don't pay to mess with the sister who knows martial arts! I also love the images in your story.
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SissyBabyPet
@ Baby Butch

  Thank you Baby Butch, this one came to me out of the blue or is that out of the pink? *Giggles* I'm glad that you like the story and the images, they helped with crafting the story together. Yep, sisters now know martial arts, so that they can easily sissify and babyfy their big lazy brothers. *LoL.*
 
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Baby Butch
@ SissyBabyPet
 Ha ha, I bet Mr. Muscles can't wait to slip on the dress! Smile and a hug for the author. : )
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SissyBabyPet
@ Baby Butch

  Thank you  for the hug Baby Butch. It's very much appreciated. You're reply made me giggle. You are so very funny, in a good way of course. You always make me laugh or smile, it is a pleasure and an honour both, to have a friend like you in my life.

  

  
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lil sissie
 mes woves da stowy to SissyBabyPet Shaun is getting just what He deserves
 lil sissie
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SissyBabyPet
@ lil sissie

  Thank you Lil Sissie for the comment, I am so happy that you like the story and I agree. Shaun is getting just what he deserves.


 
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Baby Puss
Enjoyed the story, and the visuals.  
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SissyBabyPet
@ Baby Puss

  Thank you Baby Puss, I am glad that you like the story and the visuals too.

 
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sissybabysamantha2
Lovely story. Sometimes the bigger you are the harder you fall. But big bro seems to like being a sissy baby    
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SissyBabyPet
@ sissybabysamantha2

  Thank you Sissybabysamantha2 for the comment. I am glad that you like the story and yes, it really does seem like the big brother does like being a sissy baby.

 
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