Charlie’s Stepmother 7 & 8

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 7

A Weekend at Max’s House


The visit by Max to Charlie’s was seen all around as a success. Fran and Max’s mother were quite delighted to have the boys get together and become friends. They also were delighted to get to know each other better and have someone to talk with about Woman Power other than the casual meetings that some of the women had occasionally. The boys were friendly at school now, enjoying the time they could spend together. At lunch they often had fun speculating on what other boys had similar home lives. Their friends couldn’t help but notice this sudden new friendship and there was some speculation as to what it was about. Among those friends were some boys who also were subject to Woman Power and some of the unspoken guesses by Charlie and Max were close to the mark.

Max’s mother was called Bunny by everyone. She never knew why, it was a childhood nickname which stuck. It was rather ironic given that her behavior was anything but rabbit-like. She wasn’t unfair but she was a firm believer in Woman Power and as such she ran her men tightly. She did not hesitate to spank her three sons when she deemed it was deserved and all three boys had their share of times sporting red, sore bottoms, visible to the whole family as she would not allow them to dress after a spanking. Her husband, in private, got a good spanking now and then, too.

As seen, Fran took a cue from Bunny and had started Naked at Home Days. The two exchanged news of how the program (as they called it) was working. Both found it a success. At each house the males now were naked more often. Charlie and David were finding that they enjoyed it.

After Max’s overnight with Charlie, Bunny felt it was only polite that Max return the favor with an invitation to Charlie to stay overnight with them. She admitted to herself that there was a selfish element in this as she wanted to see the young man naked. She’d ask Fran for permission to give Charlie a bit of manscaping while he was there. And to spank him, of course. She knew that permission would be granted.

Max was only too happy to invite his new friend over. Like Charlie, he had a bed big enough for two and knowing they could sleep together again was exciting. There really was nowhere else for Charlie to sleep, anyhow.

At school on Wednesday about ten days after Max’s overnight he asked Charlie if he’d like to have an overnight with them on Friday. Charlie loved the idea. When he brought it up at dinner he was amused to find out that Fran and Dad already knew about it.

“Not just Friday, dear,” Fran said. “Max’s mom says you can stay Saturday, too. Your father and I thought we’d take a weekend away, just us. I’m sure you understand.” The idea of two nights was great, Charlie thought, and he said so. “Good. That’s settled. I’ll organize some things for you. You won’t need much for two nights. You may well not need clothes at all,” she added with a smile. Charlie felt himself growing hard at the thought of so much naked time and was glad that he had pants on at the moment, along with being seated at the table. His excitement shifted to some nervousness at the thought of having to be naked around Max’s mother. Well, Max had been naked here so he decided that he’d just deal with it.

Friday Charlie got home from school to find that Fran had packed a bag for him which was waiting on his bed. About a half hour later she returned home.

“Did you find your bag, dear?”

“Yes, Fran. Thank you very much!”

“A pleasure. If you don’t have anything to do, I can take you over now.”

Charlie was eager to get there. “Sure! Max and I can do homework together this afternoon. Get it out of the way.” He had no reason to delay so quickly they were in the car and taking the short drive to Max’s. Charlie went up and rang the bell. In a moment the door was opened. It was Timmy, the youngest boy, stark naked.

“C’mon in,” Timmy said as if there were nothing unusual about a naked prepubescent boy answering the door of a family house. As they entered Max appeared, also stark naked.

“Well, I see what this weekend will be like,” Fran said with a smile. It was a pleasure seeing Max naked again. Then they heard Bunny calling “I’m in here, Fran!” Timmy led them to the kitchen. The ladies greeted each other with air kisses.

“Charlie, you must feel out of place being the only boy in clothes,” Bunny teased. The message was clear. Charlie wasted no time stripping, even with the women there. He had been looking forward to the naked time with Max and the thought of sharing naked time with three brothers was new and exciting. Seeing each other naked again had Charlie and Max chubbing slightly, which both noticed. They hoped the women had not. Bunny put out snacks for the three boys.

Fran did not stay long. “I have to get home to be ready for our weekend when David gets home. Thanks for taking our boy for a couple of days.”

“A pleasure,” Bunny answered. She escorted Fran to the door. About a moment after she returned to the kitchen they heard Gerry coming in. “Gerry, get in here!” Bunny said sternly. Max and Timmy recognized the tone. Charlie easily figured it out. Gerry came in, looking sheepish.

“Drop your pants!” Bunny ordered. Just as Max had said, thought Charlie. Gerry pulled down his pants, exposing himself. Bunny put a hand around his balls. “I had a call from school and know all about what went on.”

“But Mom. . .”

“Don’t ‘but’ me, young man!”

“It wasn’t a fight,” Gerry protested.

“No, but it may as well have been. You were yelling in the cafeteria, causing a scene. I know you were provoked but you need to keep your temper and behave like a decent human being.” With that she closed her grip on the boy’s sensitive balls. Gerry howled in pain, doubling over slightly. Tears of pain were forming in his eyes. Bunny relaxed her grip, then encircled her fingers around the top of his sac, holding it tight. Charlie was feeling quite uncomfortable watching this.

“Are we going to have a repeat of that behavior?”

“No, mom,” Gerry said, now genuinely crying. So far he’d been unaware of Charlie.

“Good. Now, get those pants off and get up to your room where you’ll stay until I call you for dinner.”

“Yes, mom.” Gerry took off his sneakers and removed his pants, now wearing just his shirt and socks. When he straightened up he saw Charlie and went red with embarrassment. Charlie said nothing. He didn’t know what to say or if he even should say anything. Gerry wanted to run from the room but was in pain so left slowly.

Gerry gone, Bunny behaved as if nothing had happened. “Max, you should get Charlie settled in your room now that you guys have finished your snack.”

“Sure, mom.” Max grabbed Charlie’s bag, Charlie picked up his clothes and the boys went upstairs. Max’s bedroom wasn’t all that different from Charlie’s. A comfy looking double bed, desk with laptop, a couple of chairs, books and such scattered about. A teen boy’s room.

“She really does do that to Gerry,” Charlie said when they’d closed the door. “That looked really painful.”

“I told you she did,” Max replied, “and yes, it is really painful. I can show you if you want.”

“We can skip that! You gave me a taste of it already.” Later in bed Charlie would admit that he had liked being squeezed, just not like Gerry had been. With Charlie settled in they did a bit of exploring on the computer and some homework, then just talked before dinner.

“Boys, get ready for dinner!” Bunny called. Three bedroom doors opened almost simultaneously and four boys were on their way to the bathroom to clean up for dinner. On the way Max said “Gerry, this is Charlie. Charlie, my brother Gerry.”

“Hey man,” Gerry said. He had recovered and showed no embarrassment at Charlie having witnessed his punishment. “I’ve seen you around school. Nice to meet you.” The naked boys shook hands. Timmy took advantage of the moment to slip by and be the first to the sink. The three older boys chatted until he was done. It was only a few minutes later when all four were ready and on their way to the dining room.

“My, my, look at these good little boys,” Bunny said as they entered the room. This was directed at her husband who was standing at the head of the table waiting for the boys. He, too, was naked. Charlie was impressed with the man’s package. The brothers and their father unmistakably were related yet their genitals were not all that similar. Not like Charlie and David.

“You must be Charlie,” he said as he came around to greet the boy. They shook hands, then Max’s dad said “let’s sit down and eat.” Over dinner the parents asked the boys the usual questions about school and their days. Without being too pushy they interspersed this with questions to Charlie, to get to know him.

After that part of the conversation was done, Bunny said “Fran runs her house much as we do.”

“So I’ve heard,” her husband replied. Charlie found out later that Dad was named Gerald and that Gerry was a junior. “A lot of naked time, eh?” he said to Charlie.

“Yes, sir.”

“And a red bottom regularly,” Gerald added with a smile.

“Um. . . yes, sir. . .” Charlie was feeling quite embarrassed at this even though he knew that Max’s family by now knew that Fran spanked him. And, after all, these boys and their dad got disciplined by their mother, too.

Now that discipline had been mentioned, Bunny said “Gerry was in an altercation today. I took care of it in the usual way.” Charlie saw Gerald wince at hearing that. Did he get squeezed sometimes, too? That would be like Dad and Fran, he figured. Maybe talk it over with Max later. Poor Gerry just looked down at his plate and pushed his food around a bit.

“Did you boys take care of things after school?” This was Bunny’s way of asking if they had masturbated. After school was one their scheduled times. Most houses with schedules used similar times and number of times allowed each day. Gerry had masturbated, Charlie assumed, once his balls had recovered.

Max told her “we didn’t take the time.”

Bunny smiled at them. “You may take care of it after dinner if you want. You’ll still have the bedtime session. Boys your age have no trouble producing.” She was rewarded with blushes. Gerry was pleased that the attention had shifted away from him.

Dinner done, Bunny said “Max, you and Charlie go upstairs.” They blushed as they knew what she meant by that. They might be allowed to do it in private but apparently there was no keeping it secret. “Gerry and Timmy, you can help with the dishes.” Max’s glance at Charlie was clear that they should go right away, which they did.

Once in the room with the door closed Charlie asked “is it always so public that you guys are jerking off?”

“Yeah, that’s just the way it is.” They settled on the bed. “May I?” Max asked as he reached for Charlie’s already erect cock.

“Of course,” Charlie said with an eager smile.

After a few strokes Max stopped. “We should save this for bedtime. They’ll know by how long we take that we’re doing it this way. Someone will comment, I’m sure.” Charlie was fine with that. As they had at Charlie’s they shot almost simultaneously, again finding that exciting. They cleaned up with the towels at hand, then went into the bathroom to wash away any tell-tale sticky spots. They joined the others in the den.

Gerald and Timmy were on the couch, the boy snuggled up to his father who had an arm around his son, holding him close. They looked very happy together. Charlie was both startled and amused to see that Timmy was quite hard. His boyish erection was rather cute, he thought. Getting a good look at the boy, Charlie could see that early development was hinted at. The boy’s cock was a nice size already, but his balls had not begun to drop. Gerry and Bunny were each in separate chairs, also looking quite comfortable.

“Plenty of room on the other end of the couch,” Gerald said as the two walked in. Charlie could see Bunny looking them over for evidence of their ejaculations. He was relieved that they’d washed them off thoroughly. “Plenty of room” ended up meaning that the Charlie and Max were close together at their end, Charlie between Max on one side and Gerald and Timmy on the other. All squeezed together made it impossible for Charlie not to make contact with all three. He was happy to be up against Max. Gerald’s arm, around Timmy, was warm. Timmy’s feet were touching Charlie’s side. This all felt good! He relaxed into it.

The TV was on and soon everyone was wrapped up in a couple of programs. Still, Charlie took the opportunity to glance over at Gerry and more fully assess what the older boy had. He, too, was manscaped, matching Max. Charlie had noticed earlier that their dad looked the same, too. In a way it was cute, he thought, father and sons matching.

Over the course of the evening he couldn’t help but notice that the three brothers randomly got hard and soft with no sign of embarrassment. He wondered if their dad did, too, but wasn’t able to get a look. No doubt Bunny enjoyed seeing her boys hard. Seeing them hard got Charlie to join. He did his best to hide his embarrassment. Fortunately no one commented.

As eleven o’clock approached Bunny said “I’d say it’s time for bed, boys.” She was obvious in including her husband in that. “I’ll check on all of you in a while.” Everyone stood. Gerry happened to be hard at the moment, no doubt in anticipation of his bedtime masturbation. Charlie was impressed with what he saw. Now having seen all three hard Charlie noted how the brothers all were different in that regard. He thought that was nice.

Gerald let Timmy up and gave him a quick swat to his bottom as he sent him out of the room, after giving him a hug. Gerry and Max also hugged their father, Gerry quite unperturbed about pressing his erection against his father. Again, Charlie was impressed at how relaxed the boys were with their parents seeing them hard. They would have time for hugs with their mother later.

“Hey Charlie. Don’t I get a hug?” Gerald asked.

“Um, sure. . .” Charlie somewhat shyly went over to the man who wrapped him in a warm embrace. It felt good. He returned the hug. He thought to himself that he could get used to it. Hug done, he left with Max. As they were leaving the room Charlie heard Bunny say to Gerald, “up to the room with you, too.” She was in control!

In Max’s room Charlie unpacked the few things he had brought. Fran had put in a change of clothes but it was clear she didn’t expect Charlie to need more clothes until he went home. His toiletries were there in the bag. Then Max saw his friend blush deeply.

“What?” he asked. Charlie said nothing. Max made a guess which proved accurate. “Hey, man, I know you have a vibrator and some plugs. I do, too. Did Fran put them in for you?”

Charlie gulped then quietly said “yeah.”

“Cool! Let me show you what I have. Mom set aside special drawers in our bureaus for each of us for our stuff.” Max pulled open a drawer. What Charlie saw first was a hairbrush with “Marshall” inscribed on it. So, Max had one, too! And his full name was Marshall. Charlie could see a thermometer case, too.

Max pulled out a set of graduated butt plugs along with a couple of others of different types. “Cool,” Charlie said as he looked them over. He had come to like his plugs. The dam broken on this topic, Charlie pulled out what Fran had packed for him. He, too, had his graduated plugs.

“Oh, wow,” Max said as he looked them over, “these are different from mine. Bet they feel good!”

“They do.” Charlie paused, then said “I see the brush in there.”

“Yeah, we each have one with our name on it. Gerry’s says ‘Gerald,’ Timmy’s says ‘Timothy.’ Marshall is my full name so that’s what it says. Not many people know my real name. Dad has a brush, too, with his name in a fancy script. My thermometer is in there, too”

“Does your dad like having your mom control him? Mine likes Fran doing all of that. He said he wants it. He gave me the choice of doing it or not. I decided to try it and I’m ok with it. Well, maybe not when she gives me a serious spanking, but there is something nice about the attention.”

“We had no choice, she just brought us up this way. I don’t know if Dad wanted it at first but you can see that he accepts it. I think she may have asserted herself in a way that he felt he had to obey. I don’t know. I doubt I’ll ever ask. Now that he’s used to it, I think he does like it. Anyhow, it’s a cool brush.” He took it out and handed it to Charlie.

“Packs a wallop, I’m sure,” Charlie said. They both laughed. “Here’s mine. It does the job.” They laughed again. They were enjoying handling the other’s private spanking implement. It felt like a special secret between them and even more special to have such secrets.

There was a knock at the door. “C’mon in,” Max said. As expected, it was his mother.

“Ah, I see you boys are looking over the fun things. Fran told me that you have your own brush. May I see it?”

“Sure.” Max took it back out of his bag and handed it to her. Fran must have told her that she would pack it.

“A very good one. She made a good choice. I hope I won’t have to use it on you. Even if you behave properly you will be getting spanked before you leave on Sunday.” Charlie’s face went white. He wasn’t really surprised but he hoped a spanking would not be part of the weekend. Well, if it was with Max it might be OK.

Charlie quietly said “yes, ma’am.”

“I thought of bedtime spankings for you two tonight but you’ll want the time together. Tomorrow night, perhaps. Now, you two, make sure those lovely balls are drained before you go to sleep. Too much buildup isn’t good for a boy. Or a man.” Charlie blushed at her bluntness. “I’ll see you in the morning. Sleep well.” She gave each boy a kiss on the cheek then left, shutting the door behind her.

“Does she often do bedtime spankings? Fran does sometimes. But you know that.” They laughed. Both remembered it well. “Usually I like it, I admit.”

“Yeah, she does. Usually just to help us sleep, as she puts it and the thing is, it does help us sleep. I kinda like it, too.” More bonding between them.

“Yeah, it helps me sleep, too.”

“But some nights it’s a punishment spanking that she didn’t give us earlier. Even with doors shut we can hear each other’s spankings. She wants that, I think. I don’t like it that people can hear, even if it’s just family, and I know Gerry hates it. Timmy doesn’t think about it beyond how much it hurts. We tease him sometimes but he just says that it’s the way it is, so no point in hating it or not. She was annoyed with him before you got here, so he might get spanked tonight.” No sooner had Max said that but the sound of a hand landing on bare flesh was heard. This was confirmed as punishment when Timmy started bawling before too long. There was no pretending that wasn’t happening.

“She won’t take much longer now that he’s crying,” Max said. “We have other things to do. I want to get my hand on you again.” That made Charlie hard and Max followed. They got on the bed and Max gave Charlie a slow handjob. Charlie couldn’t believe how great it was. As he got close he moaned and shuddered and let go with a big load, spurt after spurt. “Wow! That’s even better than the last time,” Max said. “You sure know how to cum!”

Still gasping a bit for breath, Charlie said “I guess you know how to make me cum.”

“Here, let me clean up the mess,” Max said. There were towels nearby and he mopped up the semen. Charlie liked how that felt, too.

When they’d switched positions so Charlie could take care of Max, Max said “grab that lube there. Works a bit better on us guys with no foreskin.” Charlie had his own lube, courtesy of Fran, so knew how it felt. He was glad to use it on Max. He did his best to stretch out the stroking even using the lube and did a good job of it. Max was twitching and squirming as he got close, finally erupting with a load rivalling Charlie’s. Now it was Charlie’s turn to do a mop up which he went at enthusiastically. It was nice touching Max and being touched by him.

Charlie dropped the towel on the floor where it landed with the one Max had used. Max clicked off the light. Under the covers, the boys naturally moved in toward each other. They chatted for a while.

“Will we be nude all day tomorrow?” Charlie asked.

“I’m sure we will, unless for some reason we go out. We can use the pool and not have to put on suits.” Charlie had noticed the pool but so far no one had mentioned it. Swimming naked sounded like fun. “Have you ever skinny dipped?”

“No. It sounds great.”

“It is. Best way to swim!” After some other chatter Max said “there are other uses for that lube, you know.”

“Well, yeah. It helps get a finger or a plug in.”

“That’s true, but it also helps get a cock up into you.” Charlie knew about that but hadn’t given it much thought. He wasn’t sure for how he felt about it, even as much as enjoyed having plugs in him. This was the first time someone had hinted at it, too, which only added to his uncertainty. The topic changed, then the boys drifted off to sleep.

In the morning there was the inevitable morning wood. Max made it clear that he had permission to take care of that every morning, so the boys were lightly stroking. There was a tap at the door. Max called out “come in” while Charlie, in embarrassment, yanked the covers back over them. It was Bunny.

“I know what you’re doing,” she said with a smile as she entered. “No need to hide it, as Max knows. You have plenty of time before breakfast, so no need to rush. Also, for your visit Charlie I am giving you boys permission to ejaculate as much as you want in addition to the set times. The only rule is that any extras have to go into someone.” She smiled and took her leave. Charlie was confused by this.

Max pushed the covers back down. He was idly stroking and mused “that’s a new one but this is the first time we’ve had anyone over who has our lifestyle.”

“I don’t think I get it. Sounds like we can get a lot of blowjobs,” Charlie mused. He hadn’t ever received one but he’d read a lot about them. He’d been wanting one for quite a while but didn’t know who to ask.

“Yup,” Max said, “and in the bottom, too.” This was the second time Max alluded to that. It did mean ejaculating inside the recipient so Charlie guessed that it was included in Bunny’s directive. “I think she’s let Gerry cum that way when he’s had friends here but he won’t tell me if they did. We have to change the naked rules with friends other than you. I’m sure Gerry has jerkoff buddies but, like I said, he keeps quiet about it. I suppose if Mom found out that he’d jerked off at school he get paddled.”

“Have you. . . with him. . .?”

“Oh, we’ve sucked off each other, but only a couple of times. Not really fun when it’s your brother but nice to have someone to experiment with I guess.” Charlie noticed that Max had not said if he and Gerry had tried the other way. This was a lot to think about but the boys had worked up themselves while they chatted and attention was turned to their needy cocks. They stroked themselves. For the third time they climaxed almost simultaneously.

“We’re really in sync,” Charlie said.

“Sure are. I think it’s great. Hand me a towel.” Charlie did and the boys cleaned themselves. “No need to dress!” They laughed and went downstairs. Timmy was already there. Any color there had been in his bottom was gone, which proved somewhat disappointing to Charlie.

“Sit down, boys,” Bunny said with a gesture to the kitchen table. Charlie could see that Timmy was sitting down gently so he knew there were some remnants of the spanking.

Gerald walked in looking like he’d had a reminder of his place in the household. Charlie had seen that look on his father so easily recognized it. He wondered what might have gone on last night or this morning. Then again, he didn’t really want to know.

“I see that our older son is sleeping all morning,” Gerald said as he took in the group at the table.

“It’s Saturday. That’s what he does,” said Bunny. “He knows how I’ll wake him up if he sleeps too long, so we’ll see him soon.” Something new for Charlie to wonder about – did she use Gerry’s hairbrush on him in order to wake him up? He didn’t find out today because about ten minutes later Gerry came in, still looking sleepy.

“Well, well, here he is,” said Gerald.

“Hi,” Gerry said to everyone in general. “You mind if I visit Patrick today?” he asked as he settled.

“As long as your chores are done you may do what you want,” Bunny said. “What are you two doing?” she asked Max and Charlie.

“Swimming, for sure. Not sure what else.”

“I think two boys want to be naked all day,” Gerald said with a grin. He was right, at least as far as Charlie was concerned. He hoped Max wanted that, too.

“Max, you still have your chores. Maybe Charlie can help you.” Her tone suggested that she meant for Charlie to help. He couldn’t tell if there would be consequences, but he’d intended to help his friend anyhow. “But before you do anything, Charlie has to have his manscaping,” Bunny said. “We’ll do that here, right after breakfast.” Charlie was getting hard under the table and his embarrassed face gave him away. Fortunately nothing was said. “Gerry, you need a touch-up, so don’t go anywhere.”

“Yes, mom.”

Breakfast done, Gerald and Timmy did the dishes, Bunny set out the chairs and retrieved her various barber items. Laid out on the table were an electric clipper, scissors, a razer, and shaving cream.

“Stand here,” she told Charlie. He obeyed. The clippers were clicked on and Bunny trimmed away about half of Charlie’s pubic hair. That done she had him sit. “Open your legs.” He did. She applied shaving cream on each side of the trimmed pubes, his upper legs, and his balls. Expertly she removed the remaining hair. The handling of his genitals got Charlie hard, much to his embarrassment.

“Not to worry about that,” Bunny said as she worked. “It actually makes it easier for me.” Shaving done, she asked Gerry for a wet towel which she used to remove the remaining cream, then she dried him. “There, take a look,” she said. Charlie headed to the bathroom to find a mirror.

When he came back, Gerry was in the chair, fully erect, his mother quickly taking care of the boy’s stubble. That done, she told Max to sit. He’d shaved himself before Charlie arrived. Bunny pronounced herself satisfied. Charlie looked quite pleased after seeing how he looked. That was, in part, because he was matching the brothers and their dad.

After the fondling from the shavings, all three were hard. Dishes were done and Timmy saw the older boys and responded by getting hard, too. He still was small but had learned to be proud of his erection, regardless. Charlie found it a bit amusing though he was happy for the boy. Only Gerald refrained from getting hard, a disappointment to Charlie. He’d see the man hard before the day was out.

“Alright you three, run off and take care of things if you want,” Bunny said, essentially chasing them out of the room. All three went upstairs, Gerry going to his own room. In Max’s room Charlie asked “is she saying we should all give each other blowjobs?”

“We can if we want. Or the other end,” Max added with a chuckle.

“What about Gerry?”

“He can’t blow you before I do,” Max said firmly. Did Max really want to blow him, Charlie wondered. He was getting to really like this new friend and was curious about getting sucked. And he still was quite hard, despite shooting not all that long ago.

Confirmation arrived. “I hope this won’t embarrass you,” Max said, “but I’d really like to blow you.”

Charlie blushed but said “I’m willing to try.”

“Nothing to it, just lie back and enjoy.” Charlie spread out on the bed. Max leaned over and took him in his mouth. Charlie gasped with pleasure. It was so exciting that he shot quickly. “You’ll get the hang of it,” Max said after he swallowed. There was quiet for a couple of minutes. “Would you like. . .?” Max asked, not wanting to force the issue.

“I owe you,” Charlie said with a smile. He tried his best to do what Max had done to him. This was not Max’s first time and he was able to hold off a bit but soon filled Charlie’s mouth. Charlie automatically swallowed. Didn’t taste bad!

“Thanks, man,” Max said, his gratitude clear. Charlie felt good about all of this.

“What about Gerry?”

“He’ll come by if he wants one.” Apparently Gerry opted for his buddy as they heard his door open then footsteps on the stairs. “I’d bet he and Patrick like to suck off each other,” Max said as they listened to Gerry leave.

They’d be in the pool soon, but now it was time for Max’s chores. Nothing too difficult. The day was getting off to a great start, Charlie thought.

Charlie’s Stepmother 8


When Max and Charlie finished the few things Max did around the house every Saturday, they went upstairs to clean up a bit. While they were there, Bunny called upstairs “Aren’t you boys getting in the pool?”

“On our way right now,” Max said. Good as his word, he and Charlie were on their way downstairs. They went out the door to the pool. Bunny enjoyed watching the naked boys eagerly go out to the back yard. Timmy was already in the pool, splashing around. Gerald was sunning himself on a beach reclining chair, keeping an eye on his youngest son.

“I was wondering when you’d appear,” he said as the boys emerged from the house.

“Just taking care of business,” Max replied. His father chuckled. “C’mon Charlie, this is a great pool.” With that he dove in, swam under water to Timmy, and tickled his little brother as he came up for air. Timmy was laughing and protesting, a common routine between these two. Charlie needed no coaxing and was right behind Max. When he joined the brothers Max let go of Timmy.

“The water is perfect!” Charlie said. It was. The pool had heat but Gerald was expert at getting it comfortable without it feeling like it was heated. After splashing around for quite a while the three boys got out of the pool for a bit of a rest. Gerald was still on the reclining chair but for the first time in Charlie’s presence was sporting an erection. Charlie was impressed! Gerald wasn’t overly large but with Bunny’s manscaping it looked big. Gerald, like his sons, was unconcerned about being hard. As when he was soft, Gerald’s erection was different from those of his sons. He got up and, still hard, joined the boys as they grabbed sodas from the outdoor refrigerator. Charlie wished he could feel Gerald’s erection but didn’t dare, without permission.

“My turn,” Gerald said and he dove in. He was more serious, swimming some laps. His technique was excellent. About ten minutes later he got out, now soft again, toweled off, and joined the boys again. “I need some more sunscreen,” he said.

“Charlie, you want to help him with that?” Max asked. Charlie did. “I’ll help you,” Max added. Charlie noticed that Timmy was smirking. Hm, was he being set up? He’d find out.

Gerald stretched out on his stomach on some cushions set out for just that purpose. Max found the sunscreen. “You just have to rub it in. I always start with his shoulders and back. Sit on his butt and it will be easier.” Charlie hadn’t expected that! He didn’t think Gerald couldn’t take his weight, but he was an adult and sitting on him like that seemed rather intimate. Charlie did situate himself and went to work, Max guiding him. He must have been doing well as Gerald made sounds of enjoyment as Charlie covered his back.

“Good work,” Max said. “Butt and legs now.” Charlie got off. He was on one side of Gerald, Max settled on the other. “We both can do this part.” Max started at his father’s foot. Charlie followed his lead. The boys worked their up his legs. Charlie was impressed that Max was getting right into the sides of Gerald’s legs when he got up above the knees and near his butt. More contented sounds from Gerald.

With a smile at Charlie, Max started on the buttock on his side. Charlie again followed his lead. He definitely was enjoying this! Max had no hesitation about getting the crème between his father’s cheeks and again Charlie followed suit, doing his best not to make it at all sensuous. Even so, Gerald still was voicing his contentment at their work.

“OK, Dad, gotta do the front.” Hearing that, Timmy joined them. Gerald rolled over. He was hard again and Charlie was up close to it. He could better assess the size and was no less impressed. Mentally he compared it with Max. In terms of size father and son were rather similar. Charlie went to work on Gerald’s torso, Max and Timmy working his legs.

Three pairs of hands reached Gerald’s middle at about the same time. “Whose turn?” Max asked Timmy.

“Mine. I think,” his brother replied.

“No fighting over it,” Gerald said with a chuckle. Timmy squirted crème on his father’s erection and began to work it in. Charlie was in awe. He couldn’t imagine doing that to his own dad. After a couple of minutes Gerald said “that’s enough and you don’t want to make me shoot or we’ll all suffer the consequences.” Charlie figured that meant spankings for all of them. He wondered if sometimes Gerald was spanked with his sons or did Bunny save it for the privacy of their bedroom. He might ask Max at some point.

Their job done, the three boys crowded into the outdoor shower to get the sunscreen off their hands and anywhere else it had landed. After they toweled off Max said “do you want to go back upstairs for a while?”

“Sure.” All three boys trooped upstairs. Timmy came into Max’s room with them with no protest from his brother.

When the door was closed Charlie asked “do you always do that to your dad?”

“Of course, silly,” said Max. “Someone has to.”

“And you take turns with his cock?” Charlie blushed slightly at his use of that word.

“Same thing,” Timmy spoke up. “Someone has to.” All Charlie could say was “wow.”

“You’ve never done that to your dad?” Max asked.

“No. It’s not the way we are.”

“Too bad ‘cause it’s fun and Dad likes it.” The talk had made all three boys hard. It had been a couple of hours since they last were hard.

“Want a blow job?” Timmy asked Charlie. Charlie hadn’t expected that from the youngest boy.

“He’s good,” said Max. Without receiving an answer Timmy knelt down in front of the seated Charlie and took him in his mouth. He gave a murmur of enjoyment as he got all of Charlie in. It was clear that Timmy knew how to do an edging blowjob. Charlie was moaning and letting out grunts as the boy worked on him. Finally Timmy relented and Charlie let go. It felt like a massive load but Timmy swallowed it all so there was no way to know. That is until Timmy said “wow, you sure have a lot in you. Tastes good, too.”

“Thanks, kid,” Charlie gasped. He’d been sitting on the edge of the bed and now laid back. He felt like reaching orgasm had been a real exertion. While he was lying there Timmy turned his attention to Max. He didn’t draw out Max’s blow job but it was clear from the noise Max made when he shot that he enjoyed it.

When Max was back to normal he said to Charlie “Timmy can’t shoot but you can give him a dry orgasm. He loves it.” Timmy was smiling in anticipation. Charlie figured that just about everything else had gone on, so why not. With the boy in his mouth Charlie felt that Timmy was a bit bigger than he seemed. It didn’t take long for Timmy to moan and shudder as he climaxed. Charlie admitted to himself that it was fun.

“Thanks,” said Timmy. “I’ll see you guys later.” He went to his own room.

“I never expected anything like this today,” Charlie said when they were alone.

“Well if you visit a lot you’ll get used to it. So, has Fran put you in chastity yet?”

“Oh yes.” Now that the topic came up it seemed odd that he hadn’t this discussion with Max already. It felt natural that they would. “She quite enjoys it. She does my dad, too.”

“Cool!” Max pulled open a drawer on his bureau and pulled out his cage. It wasn’t a twin of Charlie’s but he could see that it could do a good job. “Mom uses it on me and Gerry when she thinks we’re getting out of control. Making us wear it for a couple of days and not be able to cum is a serious punishment, believe me. I’d rather be spanked, to be honest.”

“I agree. Fran definitely enjoys the power it gives her over us. Yours is a bit different from mine.”

“Want to try it on?”

“Sure, why not?” Max had a key to the device in addition to the one his mother had. When he was being punished, his mother took the key away from him but Bunny felt that the boys should be able to use the devices if they wanted. In fact she encouraged it.

Lunchtime came around. Max didn’t let Charlie out of the cage but Charlie didn’t care at this point. Before they went down he asked if Bunny put Gerald into a cage, too.

“We’ve never seen it but I’m sure she does. I’ve seen a cage in their bedroom.” Charlie started to get hard but was stopped by the cage. Gerald in chastity sounded hot!

Downstairs Timmy started to make a teasing comment when he saw Charlie caged, but a look from his mother changed that. He knew that as soon as he reached puberty he, too, would have a cage. After lunch there was some more swimming. The cage didn’t interfere with that. For the first time Charlie was enjoying wearing one. After another fun swim, Max and Charlie were back in Max’s room late in the afternoon. Around four-thirty Bunny knocked on the door and Max said to come in.

“It’s time to get that off Charlie, so you can take care of things.” She produced her key and undid the cage. Her touch felt good. His cock free, he immediately got hard which embarrassed him as it was in front of Max’s mother, despite the fact that he’d been hard when she manscaped him. A glance told him that Max was hard now, too.

“I’m waiting,” Bunny said after a moment. She was going to watch? Max started stroking, which answered that unspoken question. Again, Charlie followed his friend’s lead. Both lay back on the bed, focused on their erections, forgetting they had an audience. Charlie could tell that Max was working slowly. Bunny must like a good show, he thought. He took his time, too. Eventually he could hear Max make noises that indicated he was close. Charlie felt Max’s body tense in preparation. Another few strokes, a yell, and Max was shooting all over his stomach. That was all Charlie needed and he too let go, not caring at all that Bunny was watching.

“Good work, boys,” Bunny said when Charlie shot. Max waited for her to leave before reaching for towels.

“Does that happen a lot?”

“What? Mom watching? Yeah. It’s ok. Doesn’t Fran watch you sometimes?”

“Um, no, but she’s made me cum over her lap. She doesn’t touch my cock.”

“Mine doesn’t either, except for the shave, but she says that now that we’re teens she needs to check occasionally to make sure things are functioning properly, as she puts it.” Max laughed. “Just an excuse to watch.” Something else for Charlie to take in. Fran wasn’t his mother so it was different. He doubted he could have done any of what he did with Fran with his mother if she was still around. Of course, he wouldn’t be under Woman Power, either. He did wonder if some day Fran would want to watch, especially when he was with Max.

A knock on the door. Max said “come in.” It was Gerry, just back from his friend’s and still dressed. He seemed eager to share news. When he’d shut the door he said to Max, “I finally got Patrick to fuck me!”

“It’s about time,” his brother replied. Gerry had started undressing. That was normal in this household, especially if others were naked already.

“I had to talk him into it, but once he decided he wanted to there was no problem. It felt great! He said he loved it when we were done.” Max gave his brother a hug.

“Good for you. I wouldn’t mind feeling him. That’s an impressive cock!”

Gerry chuckled. “He said he’d like to see what it was like to fuck brothers. He likes you.” Charlie took in all of this. Anal sex was a new world for him. The excitement of telling Max about his adventure over, Gerry acknowledged Charlie. “Sorry, man, didn’t mean to ignore you.”

Charlie was cool about it. “No prob. You had exciting news to share.” The news had all three boys hard. Gerry liked what he saw on Charlie.

“I see why Max likes you,” Gerry said to Charlie.

“It’s not just his cock, asshole,” Max said. The brothers often talked like that with no loss of affection.

“Maybe not,” Gerry replied with a smirk, “but I think it’s time I find out.” Charlie and Max were sitting on the bed. Gerry knelt down in front of Charlie and took him into his mouth. It was unexpected and happened fast, giving Charlie no time to protest. Once he was in Gerry’s mouth he wouldn’t have protested anyhow. As Gerry worked on him he was discovering another way that the brothers were alike and different. In about twenty-four hours he had been sucked off by all three brothers. Gerry was enjoying taking his time. When Charlie did cum it was with a loud, long groan.

“Mm, you’re good,” Gerry said after he’d swallowed all that Charlie had to offer. “It’s a good thing Mom gave us permission.”

His breath back, Charlie said “thanks, man. You’re good, too.” He saw Max smiling with pride.

“I’ll see you guys at dinner. Thanks, Charlie, for letting me do that.” Gerry gathered up his clothes and went to his own room.

“Is Patrick under Woman Power, too?” Charlie asked.

“No, he’s not, but he knows about what we do here. His parents know that we swim nude and said it was OK for him to be nude when he’s here. He’s Gerry’s age so they started fooling around when they started getting hair. Mom hasn’t spanked him as she hasn’t asked for permission but she’s let Patrick know that she’d be happy to spank him. A few times she’s said ‘you should be spanked’ when he and Gerry get out of hand.”

“So his parents don’t know about Woman Power? Or they just aren’t interested?”

“Oh they know about it, they just don’t think it’s a great idea. Most families in this town know about it. Woman Power and Girl Power go back a ways here.”

Girl Power was a new concept for Charlie. “Girl Power?”

“Yeah. It’s sort of like Woman Power in that it’s the girls who have the authority and boys know they have to submit. It’s usually a sister in charge of a brother. I know a few guys who have sisters in charge of them, especially for jerking off. The boys have set times, like us, but it’s the sister who strokes them. The boys have no control over their cocks. Makes me glad I don’t have a sister!”

“I guess so,” Charlie replied, a bit wide-eyed at this information. “So you know guys who are under a sister’s control?”

“Like I said, I know some. As for others, I think some of my suspicions are right but they don’t admit it or mention it, of course. Maybe we should do some investigating.” For the time being that discussion was over. Within a few minutes Bunny called from downstairs “get down here for dinner, boys!” Four naked boys quickly were in the dining room where dinner usually was on Saturdays. Gerald was naked, too. Only Bunny was dressed. There were no allusions to the nudity this time.

As they were finishing up Gerry said “you guys want an evening dip in the pool?” All thought that was a good idea.

“You have to let your food settle first,” Gerald told them.

“You have to do the dishes before anything,” Bunny said, her tone no-nonsense. Dinner done, the four boys set to doing the dishes. When they were finished the kitchen and dining room were in good order.

Gerald had gone out to the patio by the pool with Bunny. They chatted about Charlie and Max, pleased that the boys showed every sign of developing a good friendship. “Gerry and Timmy seem to like him, too, from what I’ve seen,” Bunny told her husband. No sooner had she said that but four naked boys hurried out of the house.

“Can we go in now?” Gerry asked. Permission was given. Enough time had passed. Each boy tried hard to make as big a splash as he could, much to the amusement of the parents. After watching for a while, Bunny went inside, leaving Gerald to supervise. He checked emails on his phone then jumped into the pool with a big splash of his own. The boys cheered him when he surfaced. There was a lot of splashing around and noise for a while, Gerald making sure he tickled all four boys. Timmy still shrieked when he was tickled, amusing Charlie who took it in the right spirit when he was tickled. He even gave Timmy a quick tickle. This was fun; it felt like he was part of the family. He was happy about that and hoped it could continue.

Swim done, Gerald and the boys left the pool. The boys lay out on towels for a while, letting the air dry them as the sky darkened. Eventually Gerald said “about time to go in, boys.” All four went upstairs, Charlie noticing that Timmy went with Gerry into his room. Charlie had a bit of envy at brothers having each other for a bit of fun.

“I’m pooped,” Max said when they were in his room and the door shut.

“Me, too.” Not much was needed to get ready for bed. As they went to and from the bathroom they could hear giggles from Gerry’s room. “I don’t know what they do,” Max said, “but they always have fun, from what I hear.”

Back in the bedroom, Charlie dropped onto the bed, face down. Max lay down on top of him, his body feeling good on Charlie. As they lay there Charlie could feel Max getting hard against his butt, his friend’s cock settling its length between Charlie’s cheeks. He’d never done this. It was exciting and he got hard, too. They lay still, nothing was said. After a few minutes it dawned on Charlie just what was almost certain to happen – Max would be entering him from behind. He started to feel nervous, both from the anticipation of wanting it and uncertainty as to what it would be like. However, he didn’t question that he wanted it. After all, he had laid down bottom up. His subtle shiftings under Max’s erection were read by Max as encouragement. Which they were.

Max pushed himself up. Charlie didn’t look but from what he was sensing behind him, Max was lubing his hard cock. “Spread your legs a bit,” Max whispered. Charlie did. He’d had the biggest plug in him so there was no reason that Max wouldn’t fit but the first time there is no knowing for sure. He felt a push at his rosebud. He did his best to relax, then found himself lifting up a bit into Max’s erection. Max slipped in, slowly sliding his full length into Charlie. When he was completely in they lay there just enjoying it. “You feel good,” Charlie said. “You do, too,” Max replied. Charlie knew already this was something he’d want often.

Time passed, neither knowing how long. After waiting a while Max began to gently to hump Charlie whose moans of pleasure confirmed that he liked it. Charlie was trying to take in every sensation. He did eventually sense that Max was close, his cock swelling at the moment of pre-orgasm. With a long groan Max let go, Charlie feeling the spurts inside him. This was exciting!

When he was spent Max didn’t pull out right away. He waited to begin to get soft then rolled off. He kept an arm around Charlie. “You okay?” he whispered.

“You know it!” Charlie whispered back.

“You need to cum?” Max asked after they had laid there enjoying the closeness.

“No.” Charlie was happily tired. As was Max. Next thing they knew it was morning.

The boys were wrapped in an embrace when the woke, which both found a bit unsettling. It was new to both. “Everyone sleeps in on Sunday,” Max told Charlie who had commented on how quiet it was.

“I’ll tiptoe to the bathroom,” said Charlie with a chuckle. He noticed that Timmy’s door was open. He must have slept with Gerry. Charlie didn’t know if he thought that weird or had a bit of envy again because he lacked a brother.

Back in bed, Max said “we’re allowed to take care of morning wood” as he reached for Charlie’s restored erection. Max was quickly learning how best to stroke Charlie and edge him. When he finally was able to let go it was all Charlie could do to stifle the groan that went with it. He didn’t bother to clean up but took Max in hand and did his best to replicate the edging. By the squirming and moaning from Max, Charlie knew he was doing well. Max, too, had to stifle himself, for him it was not to yell.

Not bothering to clean up, they returned to their embrace. Now it felt natural.

“Are you really okay about me fucking you?”

“Yes! I really am. I wasn’t sure what to expect but it was great. I want it again sometime.”

“You may not believe it, but that was my first.”

“Wow.” After a pause Charlie added “I’m honored. You never. . . with Gerry. . .”

“No. He did me once when we were younger. He kind of forced it but I didn’t try to stop him so I guess I wanted it. We didn’t know what we were doing so it wasn’t all that good but I never resented him doing it. But this is better. You’re my friend.” Charlie gave Max a squeeze.

“You can do it to me any time.”

“You’re the best.”

On Sunday everyone took care of his or her own breakfast. Max and Charlie were the only ones in the kitchen when the other two brothers came downstairs, both looking a bit sheepish. Max and Charlie exchanged a glance but said nothing. All the boys were in the pool when Gerald and Bunny emerged, looking quite refreshed and happy. The boys didn’t want to know!

Later Bunny got a call from Fran who asked if Charlie could stay another night as she and David wanted another night away. Bunny said “of course.”

“He does have enough clothes for school,” Fran said, “but should stop at home to get his books.”

“Not a problem,” Bunny told her. “I’ll take the boys to school.”

Needless to say, Max and Charlie were thrilled to have another night together. The only real event of the day was that they both got bedtime spankings, Charlie’s first spanking from Bunny. She hadn’t given him the promised spanking yet. Charlie wondered if he might have been spanked during the day if he wasn’t staying another night.

Bunny, of course, was different from Fran in how she spanked, but like Fran’s bedtime spankings, Bunny made Charlie feel secure as she spanked him. Fran spanked Charlie first. She didn’t want Charlie to know what he’d get because he’d seen Max spanked. That added to Charlie’s excitement at finally being over her lap. Max had seen his brothers get such spankings many times. Now it was exciting to see a friend get one.

When it was time for Max’s spanking he dutifully went over his mother’s lap. Being an only child, Charlie had never seen another guy spanked. Given that Max was his friend and now sexual playmate, he found it very exciting to watch. In his excitement he was unembarrassedly hard during all of it.

Once Fran had left and the boys were in bed, they hugged and both agreed that they were happy with the sting. And each other.

The next morning at breakfast Charlie said “thank you, all of you, for making feel like part of the family. It’s a wonderful feeling and this has been a great weekend.” Gerald and Bunny replied that they had enjoyed having him and that he did feel like a fourth son.

Now it was back to school and their usual lives. Their obvious new friendship would have some repercussion with other friends, though nothing damaging. It wasn’t always easy to get together outside of school, life being what it is. There was a strong and rather unusual bond between Charlie and Max, one they enjoyed to the fullest.





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