Charlie’s Stepmother 26

By brhmsj

berlioz53@yahoo.com

Copyright 2023 by brhmsj, all rights reserved

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This work is intended for ADULTS ONLY. It may contain depictions of sexual activity involving minors. If you are not of a legal age in your locality to view such material or if such material does not appeal to you, do not read further, and do not save this story.
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Charlie’s Stepmother 26

Two Naked Spanked Waiters


“Spankings tonight,” Fran announced during dinner on Wednesday. Charlie saw his father give a sly smile. David anticipated a fun time. Charlie felt that tingle in his bottom that any boy feels when a spanking is announced. “Charlie, I’ve been neglecting you,” she added. Charlie said nothing, but he did agree. It had been a while since she’d spanked him for any reason and he had been missing it. The announcement explained why she’d wondered if he had much homework tonight. A spanking wouldn’t interfere with getting his work done.

After dinner Charlie went up to his room. He had come to anticipate his spankings from Fran with both eagerness and dread. He had missed getting the attention from her. Spankings had become a special time for them, even the punishment spankings. Still, there was no getting around the fact that spankings hurt.

As was his custom now, Charlie had stripped naked when he returned to his room to start his homework. A result of the forced nudity he’d endured was that he had come to enjoy being naked, he felt freer with no clothes. David and Fran enjoyed having him naked around the house, which pleased him, too.

Fran had an uncanny ability to know when he had finished his homework and was ready for her and tonight was no exception. Nothing was said as she took her place on the bed. Charlie noted that she placed herself within reaching distance of the hairbrush. That didn’t necessarily mean she would use it, but the option was there. Silently he positioned himself over her lap. Yes, it did feel good to be there again.

The spanking started slowly and lightly, as was often the case with Fran. It kept Charlie wondering, which was what she wanted. Tonight, though, even she wasn’t sure how this spanking would go. After a minute or so the speed and force increased. She knew now. There would be a crying boy getting into his bed tonight. Skillfully she guided him to yelps and then yelling out with each strike. Kicking legs followed soon after. Charlie struggled but made no attempt to get off her lap. He knew better and, ultimately, he wanted to stay there, even through the pain. He realized what she was doing. He’d long ago learned to go with it as there was no fighting it. A good cry, even after a punishment spanking, always proved satisfying. He gave himself over to her, letting her bring him to the moment when his yells would be sobs, then tears.

Fran always knew when Charlie had made that acquiescence. She could bring on the tears quickly or stretch it out a bit. However, it was getting late and her stepson needed his sleep. She took the brush and in ten quick blows she had him broken, limp over her lap, crying like a little boy. Always a special moment for both of them. She let him carry on for a bit, then slipped the thermometer into his rectum. Every time this happened she marveled at how quickly the thermometer calmed him. Oh he continued crying but it no longer was sobbing or wailing. She knew that feeling it in him was special for him.

When Charlie was under control she removed the thermometer. “I think you’d better get into bed,” she said as she let him up. She pulled back the covers, let him get in, then pulled the covers up to his chin. “That’s my good little boy,” she said, then gave him a kiss on the forehead. That made it all worth it, he always thought. She turned out the light and left. Bedtime spankings that led to tears meant some time crying into his pillow, which he did now. That, too, felt good. He slept well.

The next morning at breakfast nothing was said of spankings. Charlie thought that his father had a satisfied look to him. As they ate Fran made another announcement. “Marguerite is in town on business and she and some friends are coming for lunch on Saturday. Charlie, I want you to be here to help with that. I’ve invited Bunny and she is bringing Max, so you won’t be doing things alone. How does that sound?”

The question may have sounded like he had an option but he knew he did not. He readily agreed, secretly delighted that Max would be with him. He wondered how Max would react to Marguerite. And she to him.

“It will be naked day, of course,” Fran added though that, too, needn’t have been said. That meant Max would be naked, too. This could be fun.

At lunch at school Max said that Bunny had told him all about Saturday. “From what you’ve told me about this Marguerite, sounds like it could be a bit weird,” he said.

“Well, yeah, she is different,” Charlie responded. “But harmless. At least so far. Anyhow, we’ll be together and that will help.”

“Yeah, that’s the good part.”

Saturday morning began as it did any week. Around ten-thirty the back doorbell rang. Charlie and Fran already were in the kitchen. Charlie answered the door to find Fran and Max, as expected. The boys gave each other broad smiles. Once inside Max undressed immediately. Both boys knew that both women were admired their nakedness. It was nice to be admired.

“I haven’t seen Marguerite in I don’t know how long,” Bunny was saying to Fran as the foursome set about organizing the lunch. The boys looked at each other. Who knew that Fran knew Marguerite? There seemed to be no end of curious facts.

Later, when the boys had some time alone while the ladies set up the dining room, Max said “I know my parents spent time in New York. She must have met Marguerite around then. But why would they ever cross paths? I wonder if Dad knows her.”

“Unless your Mom showed him off as a boytoy I can’t imagine he would know Marguerite.” Both boys made a face at the thought of Gerald being a boytoy. Who wants to think of their parents that way?

The guests were expected around twelve-thirty. As the time approached there was one more thing the women had to do. As the boys were standing at the counter working, both women took a wooden kitchen spoon in hand. A fusillade of swats came down on two unsuspecting bottoms. The boys yowled, jumped and danced, as the blows landed. Cries of “ow! ow! ow! ow!” filled the house. The spankings were not going to stop until just the right shade of red was on each boy’s lovely bottom. Both were ready at the same time. The boys were gasping with pain.

“Relax for a moment and be ready for the ladies,” Fran said when the spankings were done and she replaced the spoons. The boys recovered quickly. Promptly at twelve-thirty the front doorbell rang. “Answer the door, please, you two.” Two now-embarrassed red-bottomed boys obeyed. Being naked was one thing, showing off well-spanked butts was quite another!

“Good afternoon, Charles,” Marguerite said when Charlie opened the door. Her outfit today was the most masculine Charlie had seen her wear. “This must be your friend,” she said, indicating Max.

“Yes, ma’am, this is Max.” Max, stunned by the presence of Marguerite, stammered a “how do you do.” That done, Charlie said “please, everyone come in. We can go into the living room.” The boys took coats. The usual three ladies were with Marguerite. Charlie realized that he never had been properly introduced to them, they just were always there. He’d caught names during conversations but the three were a bit of a mystery. Well, more than a bit. Did they always travel with Marguerite? Charlie and Max took their coats, put them away, then ushered the ladies into the living room.

“Please make yourselves comfortable. Mom and Bunny will be just a moment.” No sooner had Charlie said that but the two women appeared. Greetings and air kisses were made all around. Marguerite sternly admonished Bunny for being out of contact for so long. Bunny seemed contrite. Now that was interesting!

“Boys, bring in the drinks, please,” Fran said.

As the boys left the room, their red bottoms were on display. “Ah, always nice to see good red bottoms on lads,” Marguerite said in her masculine tones as the boys left the room. They were glad that she didn’t see their blushes.

“What is she?’ Max asked when they got to the kitchen.

“She is a force, isn’t she?” Charlie replied. “She’s still a mystery to me, though. I can’t believe how your mother reacted to her!”

“I know. Likely I’ll get a good spanking to keep my mouth shut.” Bunny was annoyed at her son seeing some vulnerability on her part, but not angry. She’d give thought to how best to deal with that.

Iced tea was what Fran was offering. The boys put two pitchers of tea and Fran’s good beakers on trays and took them in. They handed them around to all six women. As they did they could hear murmurs of reaction to their still-red butts. Now their blushes were for all to see.

“Thank you, boys,” Fran said. “Wait in the kitchen and I’ll let you know when we’re ready for lunch.”

As the boys left they heard Marguerite say “fine boys and bottoms are so lovely when they are red.”

Back in the kitchen Max said “isn’t she a lesbian? She seems quite interested in us.”

“I know. I can’t figure it out,” Charlie replied. They had no interest in eavesdropping. Max had brought his laptop so they kept busy with that until they heard from Fran.

“Tell me more about Patrick’s day at the pool. I still haven’t heard much about what went on before I got there,” Charlie said as they worked a game. Max filled him in as best he knew. “The shock did him good,” Charlie said when the story was done.

“That’s for sure. Now I need to find out exactly what’s going on with him and Gerry. I know they fuck but it must be more than that. If they consider themselves boyfriends they don’t show it.”

They were still musing on Gerry and Patrick’s relationship when Fran came in, carrying the two trays. “Time to get the food organized,” she said. “Bunny has taken them to the dining room. I want you to be careful how you serve.” Fran distributed food onto six plates. “Let’s go,” she said when all was ready. She led them into the dining room.

The boys waited until Fran was seated then distributed the plates. “You’ve got them well trained, I see,” said Marguerite as she watched them work. The boys poured water into all the glasses which finished this part of their service as waiters. “Stand over there, facing the wall,” Marguerite commanded. “I want to see how your color is doing.” More blushes. The boys did as told. “Hm, they recover fast, don’t they?” Fran and Bunny agreed. Did this mean that a “touch up” would be needed?

“Off you go,” Fran said with a smile. The boys returned to the kitchen.

“She’s seen you cum, hasn’t she?” Max said, remembering stories of Charlie’s encounters with Marguerite.

“Yes,” Charlie replied grimly. “It’s always been with the vibrator but we’re not wearing them. I’m sure we’ll have to do something. When did you cum last?”

“Sometime yesterday.”

“Me, too. I guess we have enough to satisfy them.” Glumly the boys awaited Fran’s next instructions. Clearing the table and bringing dessert were the next tasks. Little attention was paid to the boys during this. Charlie poured coffee for those who requested it. That done, they were excused again to the kitchen.

“I’m going to say it,” Max declared, “this is one of the weirder days I’ve had.”

That did make Charlie chuckle. “Yeah, and likely it only will get weirder. But is it really weirder than being a puppy for three days?” Now both boys gave full laughs.

“What’s so funny?” Fran said as she entered the kitchen while they were laughing.

“Oh just remembering some of our adventures,” Charlie said. Fortunately no further explanation was requested.

“Give us five minutes or so, then join us in the living room,” Fran said. The boys looked at each other as she did. They felt sure they knew what this meant. They filled the few minutes by getting dishes into the dishwasher. The rest of the kitchen tasks would be finished whenever they were released.

After what seemed a proper time, the boys appeared at the living room door. In the center of the rug a square of dark plastic had been placed. Another glance between them. The plastic “rug” would keep their ejaculations off the rug and make them show up nicely. Wanting to avoid as much embarrassment as possible the boys stepped up to the plastic covering.

“Very good boys,” said Marguerite, “they know what to do.” Fran and Bunny smiled at their guest’s approval. “We’ve seen what Charlie can do and are glad of the opportunity to see again. Max, you are new to us. However you know what is expected. Do you need Charlie’s help getting hard?” Her directness was embarrassing. Charlie getting his friend hard in front of these women, especially Fran and Bunny, felt humiliating to both of them. Before Max could stutter any reply, Marguerite said “go ahead, Charles.”

Normally Charlie would be eager to take Max in hand. Both boys loved feeling the other grow. Today, though, he shyly reached out. It didn’t take long, however. He knew what worked with Max.

“Take your time, Max,” Marguerite ordered. Max knew that he was unlikely to cum quickly in this situation. Without any attempt at edging it took him longer than usual, his embarrassment curbing his responses. Another humiliation. When he did ejaculate he produced a healthy amount. That was a relief, at least.

“Very good, young man,” Marguerite told him. “Now, Charles, your turn. I see you’re ready to go.” Watching Max had made Charlie hard.

Having ejaculated in front of Marguerite and her friends in the past made this ordeal a bit easier for Charlie but he, too, took longer than usual. He added some noises at the end which did not reflect how he felt but he knew it would please the women. He, too, produced a satisfying amount.

The performances done, Fran said “boys, there are towels on the side table. Clean up your mess and take the mat to the kitchen.” The boys knew that mopping up the mat was putting them on display. Another humiliation. The job done, they took their leave.

In the kitchen Max hissed “we’re not performing dogs!” He was angry about being made to perform and the by the humiliation it caused. Being a naked waiter was one thing, putting on a show was quite another.

“You gotta chill. Another spanking today would really hurt and those old lesbians would love seeing it.”

“And that’s another thing. If they’re all lesbians why are they so interested in boys?”

“I have no idea,” Charlie said. He hadn’t figured it out. “As you know, Fran knows quite a collection of people. There’s no explaining them it seems.” Max knew that he had no choice but to accept things.

“And how does my mom know Marguerite?” as the boys turned to loading the dishwasher. Fran hadn’t told them to but both felt it was a good idea to do it.

“Don’t ask. I don’t even know how Fran knows these people.” With a grim smile he added “I suspect that we really don’t want to know.” Max agreed. When the dishes were done they went upstairs to Charlie’s room. “She’ll call us if she needs us,” Charlie said, hoping that they were not expected to stay downstairs. They needed some quiet time to sort out their feelings, especially Max. So, they lay down on the bed. Nothing was said which was fine with both boys.

Some time after three o’clock Fran did call up the stairs. “Boys, it’s time for the ladies to leave. Come down to say good-bye.” The boys obeyed. It was clear that they were expected to produce coats and help their guests into them, which they did. The thank yous of Marguerite’s coterie were among the few words the boys heard from them all day.

“How are things in the kitchen?” Fran asked when the door was shut behind their guests.

“All done,” Charlie replied, glad that he could give that report.

“I should get going, too,” said Bunny. “May I leave my boy with you tonight?”

With a smile Fran replied “he’s always welcome.”

“I brought his cage. After their day these boys should be in chastity for the night. You can decide when to remove them tomorrow.” A nod from Fran told Charlie that he should get his. When he came down everyone was in the kitchen. He turned over his cage to Fran. The women were expert now at putting them on and quickly two boys were safely in chastity.

“You were good boys today,” Bunny said when the cages were in place. “I’m proud of you,” she told Max as she hugged him.

“I’m proud of both of them,” Fran added, hugging Charlie.

“Yes, of course, both of them,” Bunny said with a smile. With that she collected her things and made her way home.

Back in Charlie’s room, Max told him “she’s going to spank Timmy tonight. I’m just as glad that I won’t be there. She’s been after him lately.”

“Ball squeezing too?”

“No, that really is just for Gerry.”

Not long after David returned. Dinner was a bit later than usual, the boys still naked. David, as always, was glad to see Max. It was a pleasure seeing both boys naked, too.

Sunday afternoon when Max returned home he found his mother in conversation with Amy. In general something was in the air at the house. Upstairs he encountered Gerry, naked and caged and clearly annoyed about both. Later Max saw Timmy whose downcast look made him think that another spanking was coming, or had been given, today. All this made him wonder what might be in store for him.

Saturday had been enough of an adventure for the weekend. Max was relieved that Bunny had no plans for him other than removing his cage. After dinner he heard Timmy getting spanked. Timmy had said “please, not again,” only be told by Bunny, “yes, again.” Max wondered what Timmy could have done to deserve this. At bedtime he was aware that Amy was masturbating Gerry. Gerry was learning to accept the situation, even reluctantly enjoying what Amy was doing to him.

Both Max and Charlie were glad that their times with Alison and Jane had been tapering off. Not completely, but far less often and not daily.

Monday it was back to school.





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