Momma May I - Cover

Momma May I

Copyright© 2026 by Techman1952

Chapter 1: Finding the Difference

Coming of Age Sex Story: Chapter 1: Finding the Difference - All his life if Tommy used the words Momma may I do something, please? He would be able to do what he asked to do. If he didn't use those words he wouldn't! So once he was older and began learning about sex he decided to use the phrase to find out more about it. Boy did it work!

Caution: This Coming of Age Sex Story contains strong sexual content, including mt/ft   mt/Fa   Fa/Fa   ft/ft   Consensual   BiSexual   Heterosexual   Fiction   Incest   Mother   Son   Sister   Daughter   Anal Sex   Analingus   Cream Pie   First   Oral Sex   Squirting   Small Breasts   Teacher/Student  

As a little boy, in fact ever since he could talk, any time he said “Momma may I...?” he would get what he asked for as long as he added one additional word. The magic word! The word was “Please”! Over time it became very clear that if he forgot to use both of those phrases he wasn’t going to get whatever he wanted. It was also clear to him that saying those words after asking or worse demanding something, was too late and he wouldn’t get what he wanted.

His mother had two more children, both girls. All the children were born two years apart give or take a couple of months. The same irrefutable fact remained, if they said, “Momma may I ... please?” They would always get what they wanted. Unless The girls wanted something that counteracted or countermanded a request that Johnny had made. For example, if Johnny was first to say “Momma may I go to the park please?” And the girls came back with “Momma may we go to the zoo please?” They would always, without exception, do what Johnny asked to do!

But usually, not always, but usually, if one of the girls asked something first, they would do what she wanted as long as both sisters wanted to do the same thing. This began to pit the girls against the boy, it was something that Johnny resented! Because of this sibling rivalry Johnny would sometimes do things just to irritate his sisters.

When he was eight years old Johnny began to realize that his sisters were different from him, they always peed sitting down while his mother told him he was to sit only when going both number one and number two. This got him curious, one way to solve the puzzle and find out the difference was to ask,

“Momma, may I ask you to show me the difference between my sisters and me, please?” Notice he said show, not tell! He was a pretty smart kid!

“Johnny it never occurred to me that you would ever ask that but I see no reason that we can’t show you the difference! Girls, let’s all take off our clothes! You too Johnny!”

So they all took off their clothes, including his momma! That had been unexpected but certainly appreciated! It became very clear why they had to sit down to pee, they didn’t have the aiming equipment that he had! So he was satisfied and for several years that was good enough.

Johnny and his sisters, Hailey, and Pam lost their father to a drunk driver when he was ten and the girls were eight and six respectively. He had been a wealthy man and had several life insurance policies that totaled over two million dollars. He had wanted to make sure that his wife, Jennifer, had enough money that she didn’t have to work. She could take care of the kids without worrying about money. The money went into several accounts all managed by the investment firm he had cofounded.

When Johnny was twelve he discovered computers and the internet. They told him at school that it was very important that he had a computer and learned how to use it and the internet to source information and to be able to do homework assignments at home.

“Momma, may I have a computer and internet service please?”

“Yes Johnny, I’ve been expecting you to ask for a while now. I’ll get you and your sisters lap top computers and internet tomorrow. It’s also time for you all to get cellphones, I’ll get those tomorrow also!”

The next day while the kids were in school, Jennifer went to a Best Buy store close to the house and looked at buying four Dell laptops. She wanted one too! She was tired of being stuck in the home office while watching porn! But the salesperson had asked what she was going to use them for.

“Excuse me Miss, what are you wanting to do with them? I think that I can help you make the best choice of product if I can find that information!”

“Well Kimberly, three of them are for my children, a boy who is twelve, a girl ten and another girl who just turned eight. They need them for school! The fourth one is for me for more private entertainment!” Jennifer embarrassedly.

“May I show you what I would recommend to solve all of your needs?” Kim had emphasized the word “needs”! As if she somehow knew just what kind of entertainment she was going to be viewing.

“Sure, you’re the expert!”

They walked to the Apple display and picked up a new iPad Pro 13” with an M5 chip.

“This will more than meet the needs of your children and yourself! In fact this is what I use to watch porn at night alone in bed. I could show you, if you want?”

Jennifer was even more embarrassed now that her secret obsession with porn was out. But since it was, and this was a girl she was dealing with, she saw no harm in looking at what she wanted to show her. Jennifer was surprised when the girl led her to an employee’s only room and Kimberly clocked out. Then she wrote on the dry erase board her employee ID number and that she was taking a customer for a demonstration!

They went out the back door and went to her car in the employees parking lot. She unlocked a late model Honda Civic. Getting in the passenger seat Jennifer belatedly asked,

“Where are we going? And why are we going there?”

“We’re going to my apartment, I can’t share with you what I need to show you in the store! They have blocks in place to prevent access to the website I want to go to! It’s not far!”

Ten minutes later they pulled up to a security gate at a large apartment complex named “The Village at Sherwood Apartments”. It was fairly new and upscale. Kimberly put in the gate code and the gate opened. She drove inside to her apartment block then parked, they both got out and Jennifer followed her up a flight of stairs, intentionally hanging back to look at the sales lady butt as it swished back and forth most invitingly.

It had been a long time since she had gotten together with a girl! This one was very nice looking, she was about her own height of five foot ten inches, she had small breasts. How small was hidden by the foam bra she was wearing, just like her own! Her hips and butt were slender just like her own! The major difference between them was hair color and style. Jennifer’s was long and straight in a light blonde. Kimberly’s was cut short and was red, maybe even her natural color!

Jennifer pretended to trip and looked up Kim’s dress at a bare ass without panties covering her bare pussy! When she looked farther up at the girl who had stopped and leaned forward. She saw her upside down face and eyes looking back at her. Both her lips, the ones on her mouth, and her eyes, were smiling!

“Do you like what you see?” Kim said without moving.

“I think I love what I see! And here it is almost lunch, and I’ve already found what I want to eat!”

“Would you care for a sample now or just dive in for the full course in five more minutes?”

“If we hurry we might make it in three minutes!” Jen responded.

They both ran and actually made it to her door in two minutes, but it took a few additional seconds to enter her code of the entry lock! They made it inside and had no sooner closed and relocked the door than they were in a full mouthed French kiss that seemed like both of their tongues were seeing if they still had their tonsils! Jennifer clasped both of Kim’s buttcheeks in her hands and was squeezing them. Kim had put both hands on Jen’s breasts and was doing the same!

Still locked together Kim moved them to her couch and they sank onto the cushions with Kim on top of Jenny still kissing, her hands had moved to other urgent pursuits, Jen’s were finding the zipper to Kim’s dress, while Kim’s hands were unbuttoning Jen’s blouse. Both were successful and each item of clothing was quickly opened. Kim’s front opening bra was unclasped, as Jen’s blouse was unbuttoned and removed, her bra was unfastened in the back and joined the blouse on the floor. Kim’s dress was unzipped all the way down the front and fell open revealing that she too, had not been wearing panties! Not that anyone was looking yet! They had yet to break their kiss!

Now fingers were exploring bodies, nipples were being rubbed and pinched, hands went to the treasure between each other’s legs, both finding wetness. They broke the kiss and Kim stood up and examined the blonde headed goddess in front of her. She took Jen’s dress off her legs then offered her her hand saying,

“We’ll be more comfortable on the bed! Come on!”

Kim pulled her up and held her hand as she led this gorgeous woman to her bedroom. She didn’t bother with removing the comforter, she just pulled her down onto the bed and reversed her own body so that her head and face was between Jen’s spread legs, while her own were spread on either side of Jen’s face and head. After a short time they moved so that they were both on their sides, one leg bent at the knee and spread outward from the straight leg, the thigh of which became a pillow for both their heads. This position allowed them both to use their hands to explore nipples, vaginas and buttholes.

Both of them didn’t hesitate and began tasting the wet and warm tacos in front of them. Neither woman was a stranger to licking quim, tongues delved deep between the labia minora of both inner lips, Jen’s were just barely peaking out of the labia majora, but as they were becoming more excited they were filling with more blood and getting larger. Her clit was also, its shiny presence was peeking out from its hood, constantly being sucked and licked. Kim’s vulva were different, both her inner lips were over an inch wide once the two were separated by Jen’s tongue. Her clit was almost three times larger than Jen’s. It was like a Jelly Baby encased in a large hood that had to be pulled back to expose it.

Both women lost control of themselves, their passion overwhelmed their ability to conduct themselves in a rational manner. They inserted tongues deep into each other’s vaginas, then tried to insert them into each other’s urethra. They succeeded in inserting them into each other’s assholes. That had been a first for both of them both in doing and receiving.

For an hour and a half they sucked licked and finger fucked one another to ten orgasms each. That was more orgasms than either one of them had had in a day, ever! They took a break and Kim showed her customer the porn sites she had brought her here to see. This made them both horney again and they went back into a sixty nine and began eating each other out again. After several more orgasms for them both they had to take another break. After they had both recovered, which meant that their rubber legs could finally support their bodies weight, they showered, resisted another session before going back to the store and finished the transaction. Jen wanted blocks put on the children’s iPads, so Kim had taken care of that.

Jen and Kim exchanged contact information and kept in very close contact with one another. Almost every night they would masturbate together while using a camera system Kim had installed so they each had a split screen view of them both. They could choose what cameras to watch, their own wide view full body camera, or the close up view of their own fingers sliding over and into their own pussy lips and vaginas. Or any combination of the images, all four at once, half screens of two, or full screen from one camera. They could change from one to another instantly just by a finger tap on their screens.

They would also spend a lot of time together physically touching one another with fingers, tongues, lips, and toys. Quite often Kim would spend the night at Jen’s house enjoying the sapphic arts. Those nights their passion would often cause loud noises to erupt from their mouths that would reach the ears of Jen’s children.

All three of her children would ask their mother about the sounds coming from her bedroom when Aunt Kim stayed the night, and other times when their mom was alone. Even if they used the correct words “momma may I”, and “please” she wouldn’t tell them, she would say “You’ll find out soon enough!”. And that was the way it was for two years. In those two years Jen had proposed marriage to Kim, and they had gotten married. The noises increased, as did the curiosity of the kids to find out what was causing those sounds.

Johnny celebrated his fourteenth birthday with a surprise birthday party that his mother, aunt and sisters had planned. It had been a total surprise, all his friends and classmates were there. They played all of the usual party games and one in particular Johnny liked a lot. It was a game called “Seven Minutes in Heaven”! He and a girl that had a crush on him went into a closet together and a timer was started. In the closet the girl, Jessie, taught Johnny how to kiss. They rapidly progressed to using tongues and even touching one another over their clothes. While doing these wonderful things, Johnny began recognizing the sounds they were both making as the same sounds that were coming from his mothers bedroom. It was a light bulb moment, highly illuminating! He now had an idea of what they were doing in that bedroom, at least some of the sounds anyway. But some of the loudest sounds that were heard remained unexplained.

Johnny explored these sounds with three other girls, with one they had extended their time to over ten minutes. The girl, Tommy, had found that Johnny’s cock was larger than other boys she had spent time in closets with. She had to see what it looked like. She unzipped his jeans, unbuttoned them at his waist band and fished it out into the open. It was the first time someone besides himself had touched it skin on skin. She looked at in wonder,

“It’s so big! It’s magnificent!” Tommy proclaimed.

She could barely see it in the low light seeping through the cracks around the door. But it felt huge in her hands. She had never done what she was about to do, but she had heard other girls talking about it in the restrooms at school. She felt compelled somehow. She knelt in front of him, never releasing her hold on his member. Then she put her lips around his cock head and put it as deeply into her mouth as she could take it. She started to gag, then remembered one of the girls said that to deepthroat a boy’s wiener to swallow if you start to gag. She swallowed and it went deeper. She started to suck and slide her lips up and down as her tongue licked the underside of it. Johnny grabbed the back of Tommy’s head and shoved his cock into her throat and moaned as he shot spurt after spurt of cum directly into her stomach. But Tommy couldn’t breathe with his cock blocking her airway, she pulled back against his hold and was able to gasp a lung full of air before he jammed his cock back into her throat. She did get a taste of his cum and decided that it wasn’t terrible.

His orgasm over, Johnny released her head. She tucked his softening cock back inside his underwear and zipped his fly closed. He buttoned his waistband button of his jeans. Then he pulled her up and kissed her some more. That’s what they were doing when the kids outside were finally able to open the door that Johnny had been holding shut.

“Tommy, would you be my girlfriend? Not just because of what you just did, but because I have always liked you! You are beautiful! And I think we make a good pair!”

“Johnny, I would love to go out with you! But you have to promise that you will do to me what I just did to you!”

“I promise, I will do to you what you did to me!”

But Johnny knew that she was different from himself, she didn’t have a dick! He remembered that much from what he had seen of his mother and sisters when he had seen them naked. How was he going to be able to do what she had done to him? That was something he might find out from his mother. He just had to ask her in the right way! He had to think about it.

As he was thinking about it he remembered what had always worked before, his request had always been a polite question “Momma may I...” and it had to end in “Please!”. He knew that she had sucked his cock and that girls’ naughty bits were called pussy’s. So he had to come up with the rest of the sentence. After trying out several sentences he decided which one would work.

That night after supper, the family was watching the movie “The Chronicles of Narnia” for the five thousandth time. His sisters were speaking the lines verbatim as the characters spoke them! He was sitting next to his mother who sat by Aunt Kim. He turned to her and spoke clearly and distinctly,

“Mamma, may I be taught how to suck your pussy, please?”

There was a sharp intake of breath from both women, and his sisters turned to look at them with a puzzled look on their faces. They didn’t know what he was asking to do! But both women knew exactly what he was asking! They smiled at each other.

“We have been wondering when you were going to ask us that question. We are both happy that you want to know! Is that all you wish to learn about?”

Realizing that he could expand his knowledge he rephrased his question!

“Momma, may I be taught everything about having sex, please?”

“Yes Son, we will teach you everything about sex! Let’s go into the bedroom! Girls finish the movie then take your showers and go to bed! We need to teach your brother some very important things, so don’t disturb us!”

“Okay, Mom!” They replied.

Grabbing Johnny’s hands they walked to the master bedroom and closed and locked the door. They began taking Johnny’s clothes off and encouraged him to do the same to them. Once they were naked the women showed him their bodies, this time they encouraged him to look as closely as he could get.

“Johnny, as we teach you everything we will demonstrate things with one another, as we tell what we are talking about. Then you will show us that you were paying attention by doing the same things to both of us! I know that people believe that we are lesbians because we are married. But we are both bisexual, we love having with both men and women! We have been waiting for you to mature enough that you would ask us what you asked. We are overjoyed to find that you did indeed inherit your fathers cock! Now we are going to teach you how to use it and how to entice girls to want it!”

Jen started by pointing out Kim’s erogenous zones, then followed up by kissing and touching them and showing what happened when they were kissed or touched. The nape of the neck and around under the jaw. The ear lobe and behind the ear. They showed him how Kim’s nipples both had gotten hard and erect. They kissed and showed him what they were doing with their tongues. Then they both kissed him and had him practice for several minutes.

Then they talked about what felt good and improvements that he could make. They spent almost an hour on that. When they finished he was kissing them like an expert!

They moved on to their breasts, different ways of feeling their entire breasts, from gently squeezing to slapping them and the reactions to both as well as when and if he should treat them rough. They then showed him how to lick, suck, bite and stimulate their nipples. For another hour they demonstrated on one another and did the same things to his own. He was surprised at how good having his own nipples sucked and bitten felt.

They showed him more places he could use to turn a woman on, her lower back along the spine, the bellybutton with a lick. The inner thighs. The knee pit, massaging feet and toes. Sucking toes in an erotic way could open a woman’s legs sometime.

Then they moved to the pussy itself, spreading their pussies and showing him all of the different parts, the vulva, labia minora and labia majora, their clit and clitorial hood, urethra opening, vagina, “G” spot, perineum or taint, and asshole. Then they showed him the art of cunnilingus, and analingus. They had him practice for hours. He gave them many orgasms. They also took turns riding each other’s faces while Johnny was eating them out.

This of course was what he had wanted to learn to give back to Tommy what she had done to him. But his mother hadn’t finished teaching him everything yet. Next she taught him the art of fucking. She stressed that he should always be mindful of two things. One was the health of the girl or woman. If she was sickly looking, if her pussy didn’t smell or look healthy, he should pass on doing anything sexual with her. The second inviolate rule was to always take care of birth control. Either make absolutely sure she was taking birth control pills, had a Norplant or similar device, or that he used a condom or provided her with a morning after pill.

They showed him how to properly put a condom or rubber on. Pinching the air out of the reservoir tip then rolling it down his cock. They discussed advantages and disadvantages of using one. They showed him several different types, including novelty types like, ribbed, dotted, flavored.

Then they actually fucked, Jen went first and he quickly had his very first orgasm inside a woman. They discussed ways to hold off having an orgasm. Doing algebra in his head, thinking of having sex with an ugly or disgusting person. Or squeezing the base of his cock. After getting him hard again he fucked Kim. He lasted longer and was soon giving her orgasms. They taught him all the different positions, after getting out a book of the Kama Sutra they tried all of the positions it illustrated. One thing was for certain, Johnny loved everything! He loved eating pussy, he loved getting blow jobs, and he loved fucking too.

That next weekend another friend had a birthday and both Tommy and Johnny attended it. Once again they managed to get into a closet together for another Seven Minutes in Heaven. This time they didn’t mess around kissing and groping,

“Tommy, I want to do to you what you did for me last time! I want to eat your pussy until you scream!”

“I’m not going to turn that down! I’m not crazy!”

Tommy pulled up her dress and sat on the chair that conveniently had arms. She draped her legs over the arms and scooted forward so her pussy was at the front edge of the seat. Johnny found that she wasn’t wearing panties. He dove into her fresh pie, she had shaved her pubic hair off. As he began licking and sucking her pussy lips, she unbuttoned her blouse and opened it up. She wasn’t wearing a bra either. Johnny started playing with her nipples, he quickly found out what she liked best as he listened to her moans as he tried different things on her nipples. Stroking them, pinching them, pinching them as he pulled them away from her chest seemed to get the loudest moans, so he started doing that with his left hand as his right hand played with her pussy. He found out that Tommy was a virgin, and she liked when he licked her asshole and taint. In no time at all Tommy screamed out in orgasm. Everyone outside of the closet knew exactly what had happened to her.

The boys were jealous of Johnny, the girls all wondered what he had done to Tommy to make her cum so quickly. Inside the closet the two were getting their clothes in order.

“Johnny, that was the best orgasm I’ve ever had! Let’s go find somewhere more private and do this some more. Let me suck your cock some more, and you can do the same with my pussy. What do you say?”

 
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