All R The Unexpected Romance
18 year old Carl is forced to go to Prom in a Prom Dess, but what happens the night after, he is unprepared for
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The Unexpected Romance

By Amy Sadler ©2025

 

Introduction

Carl Slater, aged eighteen, had always considered himself an ordinary lad—one who preferred trainers over plain and boring shoes and would much rather spend his weekends playing video games than browsing for formal wear. His best mate, Freddie Flintoff, a year older and twice as cheeky, was the sort who could turn even a walk to the corner shop into an adventure. With their final school prom just around the corner, excitement and nerves buzzed through their huge New York suburb.

Both Carl and Eddie were walking down the street, side by side. Carl had short blonde hair, blue eyes, he stood at 5ft 4in tall and he had a slender figure, that even most girls would kill for, to have. If it was not for his short, hair, he could very well pass for a girl. Whereas Freddie was very much the macho guy, he had a muscular body, he was 7ft tall, he had short black hair and cat green eyes. “Say Carl, are you going to the Prom this upcoming Saturday night?” Said Freddie, quite casually. “You know that I do not care for such a thing like Prom Freddie! I honestly can’t see what people see in it or what the fuss is all about.” Exclaimed Carl in surprise.

“Don’t tell me that you want to see me dance alone, again?” Asked Freddie in concern, yet with a touch of amusement at the same time. “How could you possibly end up having to dance alone, I will never be able to figure out.” Remarked Carl, who simply could not figure out why Freddie did not have a girlfriend by now, with his good looks and all. “It’s my height and big frame. Most girls are simply frightened by me.” Replied Freddie, rather matter of factually. Carl looked at him with genuine surprise. “I would have thought most girls like muscles on a guy!” Exclaimed Carl. “Yes, but not guys that are also much taller than what they are.” Replied Freddie, sounding a little sad about that fact.

 

“I would have thought that girls would like tall guys too!” Exclaimed Carl in shock. “The problem is that I am tall as well as muscular, for some reason, girls simply find that combination to be most intimidating.” Remarked Freddie, sounding even more sad. “I honestly don’t get girls.” Said Carl with a laugh. “Neither do I mate. Neither do I.” Remarked back Freddie with equal laughter.

Little did Carl know what his friend would dare him to do.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

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Baby Butch
This appears to be the beginning of a story. Off to a good start with a mystery about what Freddie is going to dare Carl to do. I have a guess in mind regarding the Prom. More story please!
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SissyBabyPet
@ Baby Butch
 Thank you Butch. I am glad that you like the beginning of the story so far. Not to worry, more story is on it's way. I will be posting chapter 2. Lets see if you are right. *Big Grin*
*Hugs* SissyBabyPet
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SissyBabyPet
 

The Dare

One rainy afternoon, with revision books strewn about and with very little actual studying happening, Freddie looked at Carl with a sly grin. “Go on, Carl, I dare you—go to the Prom wearing a dress. Actually-you would look more stunning in a dress than most of the girls at the Prom.” Said Freddie with a grin on his face, as he turned to face Carl while he and carl were both sat across a table from each other, with books strewn across it.

Carl nearly choked on his crisps. 

“Not a chance, mate! I’d rather turn up in my birthday suit, than do that.” Remarked Carl, almost half choking. But Freddie wasn’t one to let a dare die quietly. He cackled, “Where’s your spirit of adventure?” Said Freddie, sounding quite serious now. Carl simply could not believe what Freddie was suggesting. “I simply don’t have any.” Replied Carl, rather bluntly. “I’m serious man, you should so totally do it. Wear a dress to the Prom I mean.” Remarked Freddie in an even more serious tone of voice. “No freaking way and No means no. Got it?” Remarked Carl sounding quite furious with Freddie. 

“Okay, okay. Don’t get your panties in a twist.” Said Freddie as he burst out laughing.“Ha, ha, very funny. I am not wearing any.” Remarked Carl in annoyance. “That’s a shame. I bet you would look cute in a pair. Panties I mean.” Said Freddie, laughing his head off. “Are you out of your God damn mind?” Snapped Carl. “Hey! Lighten up buddy, I am just messing around with you.” Said Freddie, shocked at Carl’s reaction to his sense of humour. “Yeah, well don’t.” Carl retorted sounding the most annoyed that Freddie had ever seen him be. “Okay, I’m sorry.” Said Freddie, trying to defuse the situation, but sadly Carl was not having any of it. “Get lost. In fact, get out of my house.” Remarked Carl in anger. Freddie simply got up from behind the table and quickly left, not saying another word, as he did not want to get into a fight with his best friend, trusting that Carl will come around eventually.

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Baby Butch
@ SissyBabyPet
  That Freddy is very pushy and Carl does not like that. Poor Freddy went too far and is thrown out of Carl's house. I see for sure what the dare is and like it and like the story as well. Perhaps Carl has some panties stashed away. Looking forward to the updates! *Hugs Baby Butch*
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SissyBabyPet
@ Baby Butch
 I am glad that you like the story so far and are looking forward to more updates. If you think that Freddie went too far, wait until you see and read chapter 3. 
*Hugs* SissyBabyPet
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SissyBabyPet
 UPDATE!
Chapter 2 of this story has been added
*Hugs* SissyBabyPet
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SissyBabyPet
 

Freddie’s Plan

Unbeknownst to Carl, Freddie had a mischievous plan brewing. That evening, he paid a visit to Carl’s Mom, Lisa, who was folding laundry and humming to the radio. With a conspiratorial tone, Freddie announced, “Lisa, I think Carl’s got something he wants to tell you. He fancies wearing a pretty-pink dress to prom, but he’s too shy to ask and not only that, but he also told me in confidence that he secretly wants to be a girl. But he’s too afraid of what you would think of him.” Said Freddie, sounding perfectly serious.

Lisa’s eyes lit up. “Really? Oh, bless him. He’s never been one for following the crowd.” Said Lisa who was touched by Freddie’s news. She made up her mind there and then. She was going to go out and get for carl the most-prettiest pink Prom Dress that she could find and was glad of the fact that her husband, Carl’s father was not alive, as he definitely-would not agree to her buying a Prom Dress for Carl.

Carl is going to be in for a real shock.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

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SissyBabyPet
 UPDATE & INFO!
Ch 3 has been added to this story and yes it's short, but trust me, ch 4 more than makes up for that. So please bear that in mind before commenting. Thank you in advance
*Hugs* SissyBabyPet
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