Dressing Like Twins for Halloween - Cover

Dressing Like Twins for Halloween

Copyright© 2023 by Tiny Tommy

Chapter 1

It was Fall Fest week at our daughter’s school. It is a very strict, ultra-conservative Christian school that doesn’t believe in celebrating Halloween. The school allows costumes, but they can’t be scary, magical, or mythical. Our 15-year-old daughter Annie begged her mom to dress as her twin and attend school with her for the day.

The concept of posing as twins isn’t as bizarre as it might sound. When they are both wearing their long blonde hair in ponytails, I have to pause to tell them apart from more than a few feet away. They are the same height and wear the same size clothes. In the last year, Annie’s breasts have developed larger than her Mom’s. But that didn’t take much. Sherri doesn’t entirely fill an A-cup bra.

Sherri reluctantly agreed. Since Annie wears braces, she had to order some high-end costume braces that looked completely real. Annie prepared their hair in identical braids, including ribbons. There was no need to worry about matching make-up; the school didn’t allow any. Sherri has flawless skin, so that wouldn’t give her away. Sherri dressed in one of Annie’s school uniforms: a white shirt, plaid wool skirt, and knee-high black socks. Seeing them side-by-side, I had to admit that they might win the costume contest.

Annie’s friends were stunned by how similar she and her Mom looked. They attended class together, just like they were real twins. As they switched rooms after the first period, the cross-country coach stopped them and asked if Annie could come to help him. She told her Mom where the next class was and gave her the book bag.

“I won’t even need a note. Mrs. Jones will think I’m in class. Just don’t mess up my grade.”

The principal and pastor showed up at the room and asked for Annie. Sherri didn’t want her daughter to get in trouble, so she played along. If she had known what was in store for her, she wouldn’t have.

When they arrived, the five church elders were waiting in the principal’s office.

“There has been a serious allegation against you for bringing drugs to school and sharing them.”

“Look, this is a misunderstanding. I’m Annie’s Mom.”

“That is probably the most interesting excuse I’ve ever heard, but lying only guarantees that you will be spanked even if we don’t find any evidence of drugs.”

Sherri knew well enough to keep quiet and avoid getting in more trouble. She’d been spanked enough growing up in her family that a few swats at school weren’t a big deal.

“Please strip down completely so we can search your clothes for any contraband.”

“In front of everyone?”

“That’s ten extra swats with the strap for talking back.”

Sherri felt resigned to her fate. She promptly undressed and folded each piece of clothing.

“You are going to have one sore bottom, young lady. What style of undergarments is acceptable at school?”

“Only white cotton, sir.”

“Are your bra and panties white cotton?”

“No, sir.”

“And this bra is heavily padded. That makes for a great place to hide drugs. But it is also a form of lying. Each uniform violation is ten swats. I’m inclined to add 20 more for lying. But I’ll give you a choice. Ten on each breast with a ruler or twenty with a switch on your thighs.”

Sherri had never had her breasts spanked. They were always sensitive, especially with her period due in the next day or two. She knew how much she hated the switch. Vivid memories of her Mom drawing blood with the switch haunted her every time she heard the word.

“Thank you for giving me a choice. Please spank my breasts.”

All seven men in the room seemed to like her choice. Or perhaps they just liked how submissive she was becoming.

The men inspected all the seams of her clothing and cut apart her padded bra, searching for drugs. Of course, they didn’t find any.

“We also need to search your body. Please stand on the stool with your arms outstretched.”

It was clear to Sherri that these leaders in the church were just perverted men. It wasn’t the first time she had come across lecherous church leaders. She also knew that resistance was futile. These men would get what they wanted. Hopefully, she could just get this over quickly. Dressing up like twins had sounded like a fun idea when Annie proposed it. Now, it seemed like the worst idea ever.

One of the elders ran his fingers through her thick pubic hair, groping her pussy lips too.

“She has a lot of hair here. Maybe she is hiding something there.”

“We should probably shave it off, just to be certain.”

Clearly, this was just a ruse to fulfill another one of their perverse fantasies, but there was no path out. Sherri wondered how many teenage girls they had abused. Most would be too scared and ashamed to tell anyone. It is also highly doubtful they would have been believed. They probably would have been spanked severely for making false accusations like she had been when she was a teen. Sherri had told her parents what the three youth leaders had done to her. They made her apologize to the leaders and then spanked her bare ass with a strap in front of them. Her parents told her that since these leaders were the ones she had wronged, they deserved to see her being punished for her lies.

Sherri dreaded having her pubic hair shaved more than she feared the spankings. With her tiny tits, narrow hips, petite frame, and smooth complexion, the only thing that made her feel like she wasn’t a pre-teen was the abundant bush that she refused to even trim along the edges. She laid back on the desk and spread her legs as one elder clipped her curly hair down to stubble. Another rubbed in the shaving gel. A third used the razor to make the entire area smooth. The last of the five elders rubbed a soothing gel into the skin. Sherri was ashamed that his touch felt good.

“Let’s vote. Should she get spanked before or after the cavity search?”

The vote was unanimously in favor of before.

“Pull your knees up to your chest. The elders will apply the 20 swats with a paddle you earned for uniform violations.”

The principal selected a wide paddle with a short handle. It was about half the width of a ping-pong paddle and a similar length. The business end of the paddle was covered in leather. The paddle’s width and rounded edges would allow painful swats with minimal chance of breaking the skin. At least one of the elders looked disappointed that he didn’t select one of the more ominous-looking paddles from the cabinet.

“Four swats from each of you. Try to spread them around.”

SMACK!

The first swat landed firmly on the center of Sherri’s right butt cheek. At first, the sound seemed worse than the actual impact. A second or two later, the pain hit.

“Wow, this is worse than I remember spankings feeling.” Sherri thought. She realized that the last time she had been spanked was over 16 years ago at her wedding. Sherri was stressed and being snippy with everyone. When she said one thing too many to her Mom, she received quite a spanking.

SMACK!

The second stroke was a mirror image of the first, landing in the middle of her left butt cheek. Sherri’s recollection of her wedding day wasn’t interrupted. She recalled her Mom pulling her across her lap and repeatedly swatting her with the hairbrush until her arm tired. Sherri figured that she was done. Instead, her Mom sent her little sister to find Dad. He returned and gave her sore bottom a sound belting. She recalled the embarrassment of explaining the marks to her husband when they undressed in the hotel room that night.

SMACK!

That stroke landed near the top of Sherri’s thigh and was especially painful. She inadvertently let her legs separate. Apparently, that was just the opening the elder was seeking because the final swat was aimed such that it included a glancing blow to her pussy.

The pain in her privates brought back memories of the cruel spankings her Mom would give her when she suspected her of playing with herself. Those spankings were so harsh that it would still hurt days later when she wiped herself. Sherri was so lost in thought that she didn’t even feel the fourth swat land.

The second elder tried to find the white spaces between the red marks. Sherri was careful to keep her legs together. Sherri focused on a seam in the ceiling and ignored the new bursts of pain. This strategy was successful through the swats from the third and fourth elders.

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