Poor Billy

By SubstituteWriter
someassembly1964a@gmail.com


Copyright 2026 by SubstituteWriter, all rights reserved

[3,069 words]

* * * * *
This story is intended for adults only. It contains depictions of forced nudity, spanking, and sexual activity of preteen and young teen children for the purpose of punishment. None of the behaviors in this story should be attempted in real life, as that would be harmful and/or illegal. If you are not of legal age in your community to read or view such material, please leave now. 

* * * * *


Poor Billy

(A teenaged boy pays the price while playing a card game with his younger sister and her friends, becoming a butler for them.)

Billy thought this was the worst thing ever. He was older and should have been in charge when his parents left for the evening.

Instead, he was at the mercy of the three youngsters, all sitting on the couch, waiting for him to honor his obligation for losing a bet.

Actually, 16-year-old Billy started the evening in charge of his 12-year-old sister. It was to be a quiet evening, watching television and playing games. They were both well-behaved kids, though Sally liked playing tricks on her older brother.

For example, she once replaced his soap with a fake bar of soap that colored his skin bright red. It took Billy an hour to wash it all off. He wanted to put Sally over his knee but he couldn’t quite bring himself to be that mean to her.

So, Sally usually got her way. She’d get Billy to do some of her chores a few times a month. He could never turn her down nor stay mad at her.

On the evening in question, Billy would heat up a dinner prepared by their mother and the two siblings would be free the rest of the night, sort of a vacation at home.

No sooner than dinner was over the doorbell rang and Sally ran to the door. She had invited two of her friends, both 12, who lived nearby. Peggy’s shoulder-length wavy blonde hair was in direct contrast to Sally’s short brown hair that just covered her ears. Mirai stood out with her long black hair that flowed to the middle of her back. Born in Japan, her skin seemed to glow.

Sally escorted them to the living room, where she had set up a card table with four chairs. Her friends sat down while Billy called Sally into the kitchen.

“I was not aware you were going to have friends over,” Billy said. “Did you clear this with mom and dad?”

“What do think?” Sally replied. “I didn’t want to just play with you. You’re too good at games.”

Billy smiled at that and stood up straighter.

“Besides, we need at least four people to play,” Sally said.

“What are you playing?”

“It’s a game I learned a long time ago: Crazy Eights. It’s really fun.”

“Crazy Eights? That’s a stupid game. We should play poker or something.”

“Nope, because we don’t know how to play and you could cheat or something. It’s hard to cheat at Crazy Eights. Besides, there’s going to be prizes at the end of the game.”

Sally grabbed Billy’s hand and led him to the table. He was seated opposite to Sally, with Mirai on his left and Peggy on his right.

“OK, we have to decide what the prize is for the winner,” Sally said. “I think it should be something cool, like having someone be a maid, or a butler, until it’s time for bed.”

Mirai and Peggy looked around the table, assessing the odds, and then both agreed. Billy didn’t really like the idea of being a butler and wondered how he could use a 12-year-old maid, even if only in fun.

“Do we have to dress like a maid or butler?” Billy asked, sparking a round of giggling around the table.

“I suppose you could have them dress any way you want,” said Sally. “Would that be OK with you?”

“I guess,” said Billy, who took a closer look at both Mirai and Peggy and thought about them in a maid’s uniform.

That idea sent a thrill down Bill’s spine, a feeling he normally felt when his crush wore a dress to school. These guys were only 12, he thought, and not grown up yet. Still, they were both cute and it was hard for Billy to think otherwise.

“OK, so whoever gets rid of her cards first is the winner and will make the rules for the rest of the night,” Sally said. “The loser is whoever has the most points left in his hands.”

Billy continued thinking about what Sally’s friends would look like in a maid uniform. He barely heard his younger sister speaking as he was sneaking glances at Peggy and Mirai and feeling a bit excited about the prospects of ordering one of them around for the evening. The thought gave him goosebumps.

Sally had each of the players draw a card from the deck to determine the dealer. Billy’s King of Spades made him the dealer. He shuffled the cards a couple of times and had Peggy cut the pack. Then he dealt the cards, leading with Mirai, until each had five to start. He flipped over the first card, revealing the three of diamonds.

Mirai immediately played a queen of diamonds and Sally slapped down a queen of clubs. Peggy played a five of clubs. Billy did not have any fives or clubs so he drew from the deck and was able to play the first card, a seven of clubs.

Around it went, hand after hand, with everybody having to draw extra cards. The game went on for a half-hour before Peggy got rid of her last card and threw her hands in the air, claiming victory.

Billy had four cards in his hand, Mirai had six and Sally five. Mirai’s cards totaled 32 points and Sally was left with 39 points.

Billy’s heart sank into his stomach. Why did he have to feel so cocky to hold onto an Eight! His other cards were worth 11 points but keeping the Eight bumped him to 61 points. He was the loser!

With his cards still in his hands, he slumped his head onto the table and tried hiding his cards with his left hand. Mirai placed her hand onto Billy’s and the sensation of her touch gave him the tingles. She easily removed the cards and showed the girls his cards.

They all burst into laughter, knowing how the wild card cost Billy the victory.

Billy pounded his fists on the table, ashamed to have lost to one of his younger sister’s friends. He should have been able to outwit them all. All Peggy had to do was draw a card instead of playing her last and Billy would have won the game or at least avoid the loss.

Now he was doomed to act as a butler for these three 12-year-olds. He was no longer in charge. Peggy would hold all the power.

“Let’s take a little break so we can move the table out of the way,” Sally said. “Billy, since you have to do as Peggy says, could you practice by bringing us each a soda?”

Peggy was nodding in agreement.

Billy pushed away from the table and turned toward the kitchen. The girls whispered among themselves while the 16-year-old went for the drinks.

Billy felt embarrassed by losing and having to serve four 12-year-old girls. It was bad enough his sister would be one of them; it was worse having two of Sally’s friends here too.

In the living room, the girls were discussing what kind of a uniform Billy could wear.

“I want him to wear the silliest one we can think of,” Peggy said. “I’m in charge now and he has to look silly. I haven’t forgotten how he tried to undo my swimsuit at the Community Center pool during the summer.”

He did what?” asked Mirai.

“Once when I was swimming with Sally, he got mad because we splashed him while he was dry. He waited until both of us got out of the pool and then he tried to undo the knot on the back of my suit. Sally slapped his hands away and he said it was just a joke.”

“I know just the way he should be dressed then,” Mirai said. “Sally, does your dad have any, like, clip-on bowties?”

“I’ll go and see,” said Sally as she quickly walked toward the back of the house.

Once Sally was gone, Mirai told Peggy about a punishment of her next-door neighbor’s 10-year-old son for doing something similar to Mirai, who was 11 at the time. He was stripped of his clothes, except for his underwear, and had to wear a bowtie wherever he went for the next couple of hours.

Mirai had him come over to her house to clean up the playroom. When he resisted, his mother told him he would get a spanking for it. Right there, in our house, she bent him over her knees, pulled his shorts down, and whacked him. Mirai thought it was funny, and it was even funnier when his mother had him stand in the corner, still with his shorts down.

Sally returned with two bowties, a clip-on black one and a red one that had a length of material attached that served as an adjustable strap and could be hooked behind the tie to keep it in place.

Peggy quickly told Sally her uniform plans for Billy and all three girls giggled as Billy came back with three sodas.

“We’ll take them on the couch,” said Peggy in an autoreactive voice.

The three girls sat down and took the drinks from Billy. Peggy then ordered him to stand in front of them, with his hands by his sides.

“Billy, I have decided what you will be wearing for the rest of the evening,” Peggy began. “I think you need to learn a lesson about how to treat girls. I know you remember what you tried to do to me last summer at the pool.”

“But I didn’t … “ Billy said.

Peggy raised her hand. “Stop right there Billy. I am talking and toy will not interrupt again.”

Billy sheepishly nodded, bowing his head, red streaks already appearing on his cheeks.

“Now, as I was saying Billy the Butler, I have a special uniform for you.” Peggy produced the red bowtie and held it up. “You’re to wear this with your birthday suit.”

Mirai and Sally gasped, their mouths wide open. “But my neighbor . . . “

“Yes, I know it’s a little different. But Billy is older and needs a stricter lesson,” Peggy said. Addressing an extremely embarrassed Billy: “Now it’s time to get your clothes off. Then I will put your butler’s tie on and you can begin your duties.”

Billy’s face turned a deep red. After picturing the girls in maid uniforms, he suddenly felt two feet tall. This isn’t how he thought the evening would go. He went from leader to servant because of a stupid mistake he made during a silly card game. He had to flaunt his genius and ended up the joker.

All three girls stared at Billy. No one said anything. Peggy just made a strict face and moved her arms like “come on, come on.”

Billy’s thoughts: “OMG, I have to take my clothes off in front of these 12-year-olds. I’m a sophomore in high school and they’re still in middle school. I’ve never been so embarrassed in my life. How can I get out of this? Shit, shit, shit. I need to get this over with. Shit. Seventh graders are going to see me naked. That’s not how it’s supposed to happen. Gosh, I hope no one finds out.”

Billy slipped out of his shoes and pulled off his socks. He hesitated a little before getting a look from Peggy. He quickly removed his shirt. He had trouble unbuckling his belt because his hands were shaking. He didn’t want to expose himself any further. He felt foolish. Why are the girls smiling so much?

He quickly pulled down his pants and stepped out of them. He felt so exposed and his embarrassment showed. He crossed his hands in front of himself, not wanting to go any further. His penis had grown solid at the thought of these girls getting to see it. Peggy crossed her arms and put on her meanest face yet.

He hooked his fingers into the hem of his white shorts and decided to just whip them off fast and be done with it. Afterward, he put both his hands in front of his genitals and tried to roll up into a standing ball.

Peggy left him alone for the time being, asking Sally to take all his clothes and put them into his room.

“He won’t be needing them anymore,” Peggy said, giggling.

“Poor Billy,” Sally though to herself as she swept up his clothes, leaving him completely exposed to her friends. While Sally was curious about the male body, she never intended to see her brother as the model. Still, she thought it was funny that she and her friends were going to be served by a naked teenaged boy.

When Sally returned, Peggy had Billy move forward and kneel down, with his hands behind him, so she could put on the tie.

Fully exposed, none of the girls tried to hide their peaking. They stared at his erect penis; their eyes growing, their mouths open with delight. Peggy carefully drew the tie around Billy’s neck, adjusting its length before latching it. Then, she pulled at the material, smoothing it out and feeling Billys’s goosebumps as she made sure to make contact with his neck and shoulders.

When she was done, Peggy had Billy stand, his hands behind his back.

“That’s much better, don’t you think?” Peggy said. “At least you’re not completely nude.”

Pointing that out just made Billy blush even more. Mirai and Sally, neither having much success stifling their giggling, stood up with Peggy and all three examined him front and back.

“This is so cool,” Mirai said. “No one is going to believe us that Peggy made him strip for us.”

“For now, we shouldn’t say anything to anybody,” said Peggy. “We have the proof. I videotaped him during his striptease so he can’t deny it. He can’t say anything. He’ll just have to be nice to us for awhile.”

They were talking like he wasn’t even there. Billy kept quiet while the three girls talked about his body, especially the rigid cock.

“I decided your first assignment butler,” Peggy said. “I would like you to make three ice cream sundaes for us. I’d like you to bring all the ingredients out here and make them while we watch. We’ll even out the table back up while you get the supplies.”

Peggy pointed toward the kitchen and Billy obediently sauntered off. Mirai replaced the table in the middle of the room but did not bring out any chairs.

“We need him to feel ever so embarrassed while he thinks about being a butler for younger girls,” Peggy said. “What do you think Sally?”

“Well, I do kind of feel sorry for Billy but at the same time I think it’s cute. I wish I could get him to strip when he does me favors.”

“That would be a blast,” Mirai said. “I could see him at my house dusting all the furniture while wearing only that cute red tie. I’d have to supervise of course.”

Billy returned with all the necessary ingredients and tools. When he reentered the room, he blushed even more at the thought of these 12-year-old girls seeing him naked.

While Billy put together the three sundaes, Peggy asked him about being nude in front of them.

“How does that make you feel Billy the Butler?” she asked.

Billy turned a beet red and answered. “I feel stupid having to do this. I didn’t even want to play this stupid game.”

“Well, I think you look cute,” said Mirai. “I could do this every day.”

He started to feel a little more comfortable despite his exposure and his cock started to abate before Miari’s comments made it jump back to life.

“Do you like this Billy the Butler?” asked Peggy.

“Uh, not really. It’s very embarrassing to have to stand here like this in front of you guys, he said, “I mean, I’m in high school and you guys are still in middle school.”

“But you always like helping me at home,” Sally said. “You’re a great brother who is always trying to help me.”

“But you never made me take off my clothes,” said Billy. “That makes a big difference.”

“Yeah,” Peggy said. “It is a big difference.”

“I think I’ll have you do this at home from now on,” said Sally.

“Don’t even kid around,” Billy said. “This is the one and only time it will ever happen.”

“Whatever you say Billy the Butler,” said Peggy, smiling.

When he completed his mission, he served them, with a napkin and spoon, to each girl. Peggy then asked him to stand in front of them with his hands behind his back.

“You make such a cute butler,” she said.

Mirai spoke up. “I feel bad you can’t eat one of these with us,” she said. “Come here and kneel in front of me and I’ll feed you a spoonful.”

Billy did as he was told despite feeling little a little kid being babysat. The ice cream felt good in his mouth. Some of the syrup dripped down Billy’s lips and when he tried to use his finger to wipe it away, Mirai slapped his arm away and rubbed her thumb over his bottom lip.

Billy felt like a baby who couldn’t do anything for himself and that made him feel even more embarrassed. He was literally under the control of girls who were four years younger than himself. He got tingly feelings with the idea these girls were caring for him instead of the other way around.

The evening continued with Billy being assigned several more tasks that made him feel humbled and exposed. Mirai floated the idea of a game of Twister but Sally didn’t like the idea of coming in contact with Billy’s penis.

Peggy and Mirai each had nine o’clock curfews and Sally was supposed to be in bed soon. Billy completed his assignments and was allowed to get dressed as Sally’s friends walked out the door.

Billy went to his home to get dressed and Sally watched him. Just before Sally went to bed, she innocently asked her brother to think about being nude sometimes when their parents were away.



The End







   
   
(End of File)