PG The Sissy Princess
18 year old Ben Farley upsets his girlfriend by forgetting that it's her birthday, he ends up getting punished
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The Sissy Princess

By Amy Sadler © 2025

Ben Farley was 18 and a half years old, with his birthday several months away. He had a mop of brown hair and blue eyes. He was 5ft 6in tall, with an average build. Not too slim, but not too big either, which was what his girlfriend, Lisa Copperfield, liked about him. She had long blonde hair, blue eyes, stood at 5ft 4in tall and had a very slender figure. She was getting all excited, when he had come to visit her at her mother’s house, as she still lived with her mother, even though she was 18 years old too, but then again, Ben loved with his mother as well.

So Lisa. What has gotten you all excited?” Asked Ben, looking quite perplexed. “Why, don’t tell me that you have forgotten already?” Replied Lisa, sounding quite hurt. Ben looked a little bit confused. “What? What have done wrong now?” Remarked Ben in shock, wondering why Lisa was getting all annoyed and upset with him at the same time. “It’s my birthday this up coming Saturday.” Replied Lisa in annoyance. Today was Monday, Saturday was 5 days away.

Holy Crap! I’m so sorry Princess. I so totally forgot.” Pleaded Ben. “What? How could you possibly forget such an important day?” Replied Lisa, sounding quite upset now. Ben began to feel real guilty. Calling Lisa Princess by the way, was his affectionate nick name for her. “I am really so very sorry Princess. I promise to make it up to you on your very special day.” Replied Ben. “Too right you will.” Replied Lisa, in an angry tone at him. “Oh dear, you really have gone and upset her now.” Said Lisa’s mother, who had walked in to see what the commotion was all about, as she had heard them shout at each other, from the kitchen.

I’m sorry Linda, I did not mean to upset your daughter. Honest.” Replied Ben, trying to plead his case to Lisa’s mother. “That may well be Ben. But the damage has been done now. I think that you had better leave and not come back until it’s Lisa’s birthday.” Replied Linda, not sounding at all too happy about things. “What? Not see her until her birthday! Exclaimed Ben in shock. “Yes, I think it will be for the best and you had better between now and then, get her a really good birthday present.” Remarked Linda, very solemnly.

Ben looked real sad. “I promise you Linda. I will buy your daughter the best-est birthday present ever and I will do everything in my power to make her be happy again.” Said Ben, sounding rather proud of himself now. “We shall see. Good day to you Ben.” Replied Linda, rather abruptly. Ben took notice, as he walked off, with grand plans now in his mind, as to what to buy Lisa for her birthday present.

Ben got home. His mother was expecting him, by the time he got back and through the front door. Hi mum, I’m home.” Said Ben in a happy tone of voice. Helen, Ben’s mum however, did not look at all too happy, when he entered into the kitchen. “You and I need a few words young man.” Helen replied not sounding happy. “Eh? What’s wrong mum?” Ben asked, like he had done nothing wrong at at all. “While you were on your way back here, I got a phone call from Lisa’s mother and she told me about how you had gone and upset her daughter, by forgetting that it will be her nineteenth birthday in a few days time. How could you do that to her?” Remarked Helen in anger.

Ben let out a heavy sigh. “It was an honest mistake okay. Besides, it is easy to forget stuff sometimes.” Replied Ben, sounding as though he had not been really sorry at all at upsetting Lisa. “What? Look here young man, it is not okay. You can’t just suddenly forget someone’s birthday, just like that. You would get upset if someone had forgotten your birthday.” Replied Helen, sounding real annoyed with Ben. “It wouldn’t be such a big deal to me.” Ben suddenly replied and for that, Helen slapped him across the face.

What was that for?” Asked Ben in a very shocked tone of voice. “Don’t act stupid. You know very well what that was for.” Replied Helen in an angry tone of voice toward her own son. Ben just simply rubbed his cheek, where she had slapped him, looking dazed and confused. “I’m sorry.” He said, hoping that would sooth things over with his mother. “Go on with you, up to your room and don’t come back time until it is tea time.” Replied Helen, not at all sounding too happy with Ben. Ben gave her a confused look, but off he went out of the kitchen, into the hallway and up the stair case to the landing.

At the top, there was 3 rooms, one on the left, which was the bathroom, one to the right, which was Ben’s bedroom and the room at the end of the landing was Helen’s bedroom. Ben entered into his bedroom and he went over to switch on his Play Station 3, he switched it on, then he went over to where he kept his PS3 games, he picked one out, his favourite. Sacred 2: Fallen Angel. He took out the game disc and fed it into the PS3.

It took in the game and the game came up on his TV screen, with now his controller in his hand, Ben began to play his game. While playing his game, he was still thinking of what to get for Lisa, in fact, he was so concerned with that, that he was not paying any attention to a boss in the game, that he came up against. “Oh man, my Seraphim got killed. I saw did not see that happen.” Remarked Ben, not seeming to be too happy with himself for letting his character get killed off.

While it was not a bad thing as such, for Ben however, he prided himself for not getting his character killed in the game. He had spent many hours and in fact many days too, perfecting his battle skills, using the best weapon in the game and his characters, best Combat Arts (Spells), to help with his over all game play. Time quickly passed and it was soon tea time.

It’s time for your tea.” Helen shouted over the loud noise coming from Ben’s bedroom. Ben suddenly stopped. “Oh man. Can’t it wait mum? I’m in the middle of a boss fight.” Replied Ben, he had defeated one, but there was 3 now left in the game. He had reached near to the end of the game. You could tell that it was the end, as there was a total of 4 bosses for Ben’s character in the game to fight.

No it blooming well can’t wait. I won’t have you letting your tea go cold.” Helen shouted. “Oh Mum!” Ben complained. “Don’t you Oh mum me. Leave your game be and get down stairs this instance.” Shouted Helen, trying very hard not get angry with Ben. She had just been put into a very good mood and she wasn’t about to let anything spoil that for her. Ben heaved a heavy sigh, as he reached over and turned off his PS3, leaving his game inside of the console. Though he planned on getting back to his game, after having his tea.

Ben walked out of his bedroom and down the stairs, into the hallway and into the kitchen. Helen followed him from behind, smiling to her self. Ben looked at her and noticed that she was smiling. “Mum, what are you smiling about?” Ben asked. “All in good time my dear. First eat up.” Helen replied, the smile on her face getting wider. Ben soon finished his tea. “I have finished Mum. Will you now tell me why you are smiling so much?” Asked Ben, who was by now very curious indeed.

Helen smiled, as she replied. “While you was upstairs playing your game, Lisa’s mum called.” Ben looked hopeful, maybe Lisa had forgiven him and he would be able to go around to see her the very next day. “Oh, what did she say mum?” Helen’s smile grew wider again, as she replied to her son. “She told me to inform you that you have been invited to go to Lisa’s Birthday Party.” Ben looked really confused. “Eh, I thought that I was already going and that it will give me a chance to give Lisa the best birthday present, but also to make things up with her.” Remarked Ben sounding a little puzzled.

Helen just simply kept on smiling at him. When Linda called me the first time, she had informed me that you would not be going to Lisa’s Party, as Lisa did not want you to go, she had been that upset. But Linda was able to have a word with Lisa and convince her to let you attend the party after all.” Helen replied, grinning from ear to ear like a Cheshire Cat, which made Ben feel really very nervous. “Oh. Well that was very kind of Lisa’s mum.” Said Ben.

Yes it was and you are very lucky to be invited, very lucky. As Lisa was almost adamant about you not turning up for the party at all.” Said Helen with a really big smile now across her face. Ben started to look really worried. “What did Linda do to make Lisa change her mind?” Ben asked. “She told Lisa that she could hold a Princess Themed Birthday Party.” Replied Helen. “Cool. I will make a dashingly handsome Prince.” Said Ben, very boldly. Helen suddenly burst out laughing.

Oh no my dear. You see the party is a Princess Only, Themed party, so that everyone that are invited has to turn up dressed as a Princess.” Replied Helen now in a fit of giggles. “What? No way. I am not going to dress up as a Princess.” Replied Ben, sounding shocked and distressed at the same time. “Oh but you are going and shall go my dear. I have promised that you will go and that you will do exactly as you are told to do, while you are there.” Replied Helen in-between fits of laughter.

You’re crazy. No way am I going to do that?” Shouted Ben in an angry tone of voice, just then, all of a sudden, Helen grabbed hold of him, bent him over, pulled his jeans and his underpants down and smacked Ben on his bottom real hard. SMACK! SMACK! SMACK! “Ow! Stop that. It hurts.” Cried Ben. “It’s supposed to. Now are you going to do exactly as I say and also go to Lisa’s party dressed as a Princess?” Shouted Helen in her son’s ears. “Yes, yes, anything you say. Yes, I will go to Lisa’s party dressed as a Princess.” Replied Ben in a fit of tears.

Helen was a dress maker and she spent the next few days making Ben a pretty Princess Dress for him, she also took him out to a clothing store that specialised in clothes for unruly boys, Helen bought a pair of underwear for her son, along with a pair of tights and a pair of pink ballet flats. Soon, the dreaded day had come for Ben to be dressed up as a pretty Princess. Helen took him up to her bedroom and got him to completely strip. Not wanting to defy his mum or get a further spanking, Ben complied to his mother's orders.

She brought to him to wear first a pair of pink satin knickers, Ben groaned when he saw them. But just then, Helen turned them around, on the back was rows upon rows of ruffled frills, not made of lace, but also made out of satin too, the frills went from the top down to the bottom of the knickers. “What? You can’t possibly be serious about me wearing those!” Exclaimed Ben in total and complete shock. “Oh yes I am very much serious and you are going to were these pretty frilly knickers, or I shall spank you silly, that you won’t ever be able to sit again for days.” Helen warned.

Ben gulped and put on the frilly knickers. Up next was a pair of white tights, then came the pink ballet flats that Helen had bought. She then went over toward the wardrobe and took out a very pretty pink satin Princess Dress. Much to Ben’s relief, that it was not frilly. But it was of a very girly design though, with big puffy sleeves, with a cute bow at the top of the dress. Helen placed this now over Ben’s head, she then zipped it up at the back. “And now for that extra added touch.” Said Helen, in a happy tone of voice, as she went over to a dresser drawer unit, pulled out a dainty white Tiara and placed it on top of Ben’s head.

There. You’re now the perfect Sissy Princess.” Said Helen in a fit of giggles. “I am no such thing.” Replied Ben in distress. “You are whatever I say that you are dear. Now come along, I shall take you to Linda’s house.” What? I can’t go out dressed like this? Cant I go in my boy clothes and then put all this stuff on, once I am at Linda’s house?” Asked Ben in alarm. “Oh no dear. I am taking you there in person, so come along now. Let’s not keep everyone at the party waiting.” Said Helen with a happy tone in her voice, as she took hold of Ben by his arm and literally dragged him out of the house.

All of the neighbours and everyone around, all looked on and burst into fits of laughter, as they saw Ben looking Pretty in his Pretty pink Princess Dress and the frilly satin knickers were starting to have a strange affect on him, of which he did not like at all, making him go even a shade redder than what he already was from embarrassment. Soon, he was taken to Linda’s house, Ben was holding onto a parcel that had been given to him by his mum to give to Lisa.

Linda answered the front door and a big smile came across her lips the moment she saw Ben stood there looking so cute and pretty, dressed as a Princess. “My, my, you make one very cute Sissy Princess.” Said Linda, in-between a fit of giggles. Obviously, Helen must of called Linda and told her that she was going to make Ben become a Sissy Princess and to make sure that he got referred as such. Linda loved the idea of course. Just then Lisa turned up and her eyes grew wide open upon seeing Ben looking so cute and pretty.

Ben! You look so adorable. You make one very pretty Sissy Baby Princess. I have decided that from this day on, that you will no longer be my boyfriend, but my Sissy Girlfriend instead and from now on, you shall be called Sissy Susie.” Said Linda with delight, as she took hold of Sissy Susie now by her arm and lead her into the living room were there was a group of girls, no boys, all wearing pink Princess Dresses. The moment they all saw him they suddenly burst into fits of giggles and from that moment on, Sissy Susie became a very loyal and much loved Sissy girlfriend to Lisa.

The End

Gallery Images by SissyBabyPet
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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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SissyBabyPet
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Baby Puss
Fun story ! Thanks for sharing it with us SissyBabyPet.
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SissyBabyPet
@ Baby Puss
  I am glad that you like my story. It was fun to write it.
*Hugs* SissyBabyPet
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Baby Butch
Will get to your story later and love the image so far. I will take the girl on the right. LOL The sissy looks lovely and happy!
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SissyBabyPet
@ Baby Butch
  No worries Baby Butch, take all the time you need, I am going to work on the next caption real soon.
*Hugs* SissyBabyPet
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Baby Butch
I read all the story at one time and enjoyed the way things occurred. Ben is not so bad but deserved some type of punishment. Making him a Sissy Princess at his girlfriend’s party was a great idea. Ben is happy in his pink nickers, tights, shoes, and pink dress with princess tiara. Great image you have created for your story. Big Hug Baby Butch

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SissyBabyPet
@ Baby Butch
  I am glad that you liked the story. I think Ben liked the whole Princess Oufit than he would care to admit. *Giggles* I am  glad that you liked the image. The image generator gives you between 2 to four images to choose from. Out of the four that I got that I needed for this story, I chose the image that I used here. 
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sissybabysamantha2
I love the image and I love the story. A suitable punishment for forgetting his girlfriends  birthday I think he looks good as a princess 
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SissyBabyPet
@ sissybabysamantha2
  I am glad that you like both the image and the story. Both my captions and stories would not have been possible without the use of the AI Text To Image Generator that I use to get such images to do stories and captions to. So, I am beyond super grateful for finding it and it's not entirely free to use, you need Microsoft Credits to use it.
*Hugs* SissyBabyPet
PS. Sorry to report that the AI Text To Generator that I have been using, is not completely free, I only found out much later on that I had been using Microsoft Credits and I only found this out when I wanted an image, tried to use the generator, only for a message to pop up and inform me that I had completely ran out of credits. I had not realised that I had been using any, or the fact that I even had any to begin with. I am not happy about this, as it means if I want to use that generator and it is the best one by far, I will need to pay for a subcription, which I can't do just right now.
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