mom-knows-best
TABOO SEX STORIES

Mom Nows Best

Mom Nows Best

by Spambloje
19 min read
3.77 (62200 views)
sissyincestnudismblowjobchastity
Loading audio...

I have written this story for the 2024 Nude Day Contest. I hope as a reader you will like it, I love to hear tips and comments. Enjoy reading it.

*

It had been a terrible last half year but slowly everything was finally settling, calming down. School was now over, I would get my certificates and I could finally start my new life. My mom had promised a vacation after my graduation and she told me she now had arraigned everything. However she did make it very clear to me she still hadn't forgiven me for all what had happened. And that's what hurt me the most since I was innocent.

I'm 18 years old, on vacation I'll even turn 19 years old. And the reason that I have had a terrible last half year is because I have been framed by some girls. They had taken revenge on me for not letting them cheat.

How it happened, well, let me tell you.

In September last year I returned for my last year of my Gymnasium. I had promised myself this would be my best year ever. I had turned 18 during summer so I could finally drive my car without needing my mom beside me. In my mind I was already counting the respect for being on of the view with an own car.

But it wasn't the car or my driving license that started all the trouble, it was my brain that helped fry up the whole situation. I'm pretty bright, I have no problem in learning, classes are easy for me, the chance of graduating Cum Laude are very high. I do have some friends at school and together we love playing Dungeons & Dragons or just simple computer games. So I'm smart and nerdy.

Physically I'm not very impressive either, I'm pretty small for a boy, many girls tower above me, especially Dutch girls. And for a Dutch boy I'm really small. My mom blames this on my dad, she had a fling during a summer-holiday in Italy and got pregnant by an Italian, that's all I know. So my complexion is slightly tinted, I have some Mediterranean blood in me. I don't know anything about my real dad. My mom has raised me singlehandedly.

Besides my small physique I also haven't been touched with puberty that hard. My mom often comments me that she just loves that I kept my baby-fat, a remark I don't like at all, but I cannot talk back to my mother. She is a very stern and strict woman. She buys all my clothes, tells me what to wear and directs my life. If I have a cough, we go to the doctor. When I got acne, she took me to a specialist. After I strained my ankle at physiques at school, she arraigned that I was excused for physics for a year and made me go to a private trainer. I wanted to learn to play tennis, she made me go to gymnastics so I would never sprain an ankle.

My mom was very protective and because of all these troubles I experienced, my mom handed me more than enough pills every morning. Sometimes I felt I didn't need breakfast. But they helped, I didn't suffer from acne like my school-buddies, my allergies were not trying to kill me and, well, I guess everything worked perfectly. My mom knows best.

The fact that I already have my drives-license, that's because she wanted me to be able to chauffeur her. I have driven more kilometers her big black Mercedes last year than she did. But to school, I just drive an old Volkswagen Polo.

So, when I returned to school I somehow caught the attention of the bitch-club. These are some mean girls, they are already 19 years old and they have doubled multiple classes, they aren't that bright but what they lack in the bright-department, they overcompensate in the mean-department.

To shorten a really big and complex story, they laid their eyes on me and wanted that I would help them during exams and that I would fix their homework. I also had to tutor them for any oral exams and last but not least I should also correct or make their assignments.

I refused. They said I would be sorry.

I refused again. They threatened me even more, my life would become hell.

I still refused, not taking their threat serious, but my life became hell.

All of a sudden I was accused of indecent behavior, attempted rape, molestation and yes, all members of the Bitch-club were the victims.

The school-principal was probably already caught up in their schemes because every protest I made, every thread of evidence I wanted to deliver and tell them I was innocent, it was of no use at all.

My mom was called to school, the principal told her about the allegations, she talked to my so-called victims and the result, I was grounded. My mom didn't believe me.

My mom is so stern, she had a heart to heart talk with the Bitch-club, demanding they would drop their charges and she would see to it that I was punished. School policy is that every allegation is documented and that with all sexual cases they are handed over to the police. My mom took care of it and there was no stain on my permanent record. She would take matters into her own hands.

I was grounded and expelled.

During the first week my life was hell at home. My mom had locked my up in my room, only entered to tell me how horrible my behavior had been, that she had to fix all this, that I had been stupid to throw my future away. Every word I wanted to say, every excuse, apologies, she immediately shushed it.

After four days confined to my room she barged in once more.

She had the solution for me, for the problems I had caused, the shame and troubles.

"Son, I am very very disappointed in you. I thought I taught you to behave and not go around molesting girls.!"

"But mom, I didn't do what they said, they framed me."

"'Nonsense, I interviewed them myself, Son, I can read people and the things they told me about what you did, and even why you did it, you should be ashamed.!"

"But mom, no, I didn't do it, they wanted me to help them cheat, make their homework, the threatened me and would ruin me if I didn't do what they told me"

"Nonsense, you're just a horny little boy following his hormones.

It's just like your dad, he lured me and before I knew it I was pregnant and he was gone.

No, my Son will not make some innocent girl pregnant, you are so lucky these girls are smart enough to have use the pill. Don't you understand how much trouble I had to go through, the promises I had to make so they would not go charging you with assault and harassment and even rape.

Just Imagine what if the police had gotten involved, all the evidence that would have surfaced.

No, Mommy has dealt with it and she will fix it, everything,

I have already made all the arrangements and if you play nice and start behaving, you will still be able to finish Gymnasium this year, with all your grades, so Cum Laude will be possible. You are to transfer to another school where your record is still unblemished.!"

"But Mom I told......"

SLAP, my face had just received an appointment with the big five, my mom's hand and fingers. It stinged.

📖 Related Taboo Sex Stories Magazines

Explore premium magazines in this category

View All →

I knew that this was just a warning. Last time this happened was when I at first refused to take driving lessons. I had actually been afraid to learn driving, thought I would never learn it, my mother had slapped me first as a warning and then I started crying that I was scared. Immediately she had given me a spanking on my bare bottom so I couldn't sit properly for next days. That had made my first driving lesson also very difficult.

So after this slap I knew I had to shut up.

"Good, now listen. First, I have made arrangements that you can go to another school. You can step right in and continue your current level of education. If you pass Cum Laude, I will even take you on a summer vacation afterward.

Second, I want you to learn and understand that is absolutely not right to objectify a woman's body, to lust and desire and see them as a sexual object. I have thought about a way that you will learn it.

Third, because I was able to prevent getting all this on your permanent record, I could not easily transition you to a new school without a proper reason. And with all this on your record, you're reputation is gone.

So, for the rest of the school-year you will learn how it is to be a woman.

Your new school thinks that you are transferring to them because you want to transition into a woman. Only the principal, a mentor and two coaches will know about this. You're excused for physical education because of your current gymnastics training.

You will attend school dressed up as a girl.

It seemed that the school is already experienced with it and has already set up weekly sessions with a school counselor.

With him, or her, I don't know, you will talk weekly about you transition. And don't think you can weasel out and tell him you're just there hiding away from a rape-case. Remember, they don't know why you were kicked out of your old school, so you will go to that counselor and follow up and answer his questions.!"

I felt as if i had been struck with lightning

What happened. My mom had transferred me to another school and I could finish my education. Okay, that was a good thing.

This school even sounded better than my old school. With my car I wouldn't need public transportation dressed up as a girl. And even though the allegation were fake now, they wouldn't get on my records, that was a good thing also.

But dressing up as a girl, in real, no, please no.

Okay, I had indeed secretly tried on my mom's clothes many times. Picked them out of the hamper before a shower, put on her lingerie, smelled her panties. Or secretly once wore her silk underwear and stocking under my clothes to school. But that's a thing every boy does, right? I didn't know what to say.

"Yes, let that all sink in.

I have already bought you a set of clothes. Starting now, you will dress up and you better start practicing walking like a girl and act like one. Oh, and you'll be wearing a chastity cage. I'm not going to let a horny boy roam free between all those girls, you'll be a wolf in sheep-clothes between the sheep, but one with a muzzle. Your cock is no longer making any trouble."

That day I had accepted my fate for the rest of this school year.

I had dressed up, let my mom check everything, locked up my penis in the chastity cage and handed my mom the key. When I complained that it was tight I first received another big slap but after a couple of days she added a pill to my morning medicine that should help me with any painful erection while wearing the cage she told me.

I had gone to school, dressing up as a girl.

My mom had gotten me everything I needed. Skirts, dresses, pants, sweaters, lingerie, makeup, everything. And fake boobs and padding of course. I was still going to gymnastics as a boy, but my mom also gave me new training clothes for that. The girls always showered after training and she absolutely wouldn't want me as a boy between those naked bodies. I was a member of the senior-team, all adults and currently I was the only boy present.

Every Friday evening I had to tell everything that happened, about what I had discussed with the counselor, my results at school, if I had made friends or talked with other students. If she was happy with it, she handed me the key to my chastity-cage and I was allowed to release my penis. This way I could visit old friends, go to gymnastics as a boy and even shower without a cage.

So in the beginning of it all I dressed up as a boy again in the weekends, but I also noted that as a boy, the resentment my mother had expressed at what I had allegedly done, grew again. During the week more than once I was greeted at home by my mother with a cup of thee, a slice of low-calorie cake, sometimes even a glass of wine. She even made me breakfast or lunch with a smile. But as soon as I stepped in the room as myself, any chance of even getting a cup of coffee were zero. It was less when I wore my new gymnastic-uniform, but still.

Somehow I also lost contact with my friends, so when after the first month I only had to go to gymnastics, I put on a skirt and blouse when I returned home. I didn't use my fake breasts but did wear a padded bra. My mom's mood immediately brightened. And if you know my mom, you know having her happy is good thing.

So a couple of weeks later she gave me a new set of gymnastics clothing.

She explained me what was special about it.

"It has some more padding in the groin-area, makes it all more smoother. I guess you can even wear your cage underneath it without people noticing and still be good at gymnastics."

I could read between the lines and next Friday before I came down for our weekly talk, I had put on the new sport-clothes, I walked down in them towards my mom, and asked if the cage was indeed invisible. She applauded it, poured in wine, asked about school and mentioned she might go to a restaurant with me next week. After the talk, or interrogation as I sometimes called it, she didn't hand over the keys to me but dropped them on the table and handed me another glass of wine instead.

That weekend I left the keys laying there, feeling the test my mom was putting me through.

Next Friday she showed me that she had put the keys in a plastic container in the cupboard.

"Honey, I now trust you and you can pick up the key every Friday by yourself. Not during the week of course unless there is a real need for it of course. After opening the container needs to be replaced, I have plenty for every weekend. You just hand over the key on Sunday-evening or Monday morning when you've locked up again."

Needless to say a happy mom would make my life much easier than a mom who resented her son about what he had done, even if he was innocent.

Now that was all in the past, My mom had grown proud of her daughter, when I arrived home from school more than once there was a cup of tea, a couple of times she even poured me a rose wine. Weekends were fun also.

My mom absorbed all my free time I had regained by not visiting friends. She often took me shopping, dining, and at the end of May, she took me shopping for swim-clothing.

I didn't want it but her stern look and raising her hand made me cower and accept.

She bought several swimsuits for me. One-pieces, bikini's, shorts, all kinds. The main problem was the bulge that my Chastity cage created. Then she handed me a new cage, it was tighter but instead of a bulge, a casual glance would see a camel-toe. Still I preferred the swimwear with the little loose skirt covering the rest.

🔓

Unlock Premium Content

Join thousands of readers enjoying unlimited access to our complete collection.

Get Premium Access

🛍️ Featured Products

Premium apparel and accessories

Shop All →

Its color was tangerine, and the top was strapless but I could put my breast-fillers in them.

As a boy I had already had longer hair than most boys, but now my hair had grown even longer and it framed my face nicely. Mom had also warned me that if I didn't keep my body shaven nicely, she would take me to a hair-laser-salon so I kept everything nice and smooth. And with these skimpy swimsuits I had decided that I would also completely shave my pubes.

Wearing women's clothes became less bothering, but sometimes my body became so sensitive I just stripped down to only my panties. One time my mom entered my room and became mad immediately and she started spanking my bare bottom, calling me ungrateful.

But when I whimpered and cried that my body sometimes hurt underneath the clothes and especially my nipples which were constantly covered with latex padding or my fake breasts, she softened. Especially when she saw the red inflammation around my nipples.

The next day I received a text I was excused for the last lessons and had to pick her up at home and directed me to another specialist, this one at some clinic. I only understood where we were going when we arrived, I was still dressed as a girl and this doctor, oh no.

My mom just pushed me forward and told me to be quiet.

In the doctors office, my mom did most of the talking.

"Well doctor, its the skin that's irritating. I fear maybe a rash. And like I told you, that's maybe a complication?"

"Okay, we will see, now young lady, please strip."

"But mom, it's okay,"

"No, listen to the doctor, now open your blouse and bra and let the doctor check."

I did as I was told and my naked flat chest got examined by the doctor.

"Yes, I see, the skin is slightly irritated, might be a little inflammation, here, do you see, especially the nipples, they are puffed up."

He pointed and my mom looked while he squeezed and manhandled my nipples.

"Okay, I need to check the rest of your body, if its a rash or something like eczema, it will be on other parts of your body."

A stern look of my mom made me strip naked, my caged penis was exposed.

"Oh my, what is that." The doctor said.

"Oh, that's just, I thought he was making something up so I had spank some reason into him."

Oh, they were talking about my butt, not the cage. Yes, sitting down still hurt, my mom had a firm spanking hand.

"Okay, I do understand and well, I cannot, well, please, I'm sure your son has learned his lesson. Well, looking further at his body, I think that the irritation near his nipples is mostly caused by sweat and pressure from the padding. I can recommend nipple-patches, and some gauze. For now I would like to apply some antiseptic cream to them, and maybe that bottom can also use some. "

He grabbed a tube with cream and started applying creme on my nipples and next my bottom. He made slow circles and massaged it in, also between my butt-crack, it felt strange, funny, not bad, but strange.

"I will also give you a prescription for the nipples, a little more build up of fat underneath it will surely help preventing any sores in the future. "

My mom thanked him and I dressed up.

I was used being rushed to a specialist or a doctor by my mom, she simply new best indeed.

In the following weeks, the inflammation stopped but my nipples remained sore. They also stayed swollen but the redness was going away.

At school everything kept going better and better, some kids teased me, some girls called me dumb, that I sucked a schoolteacher for my good points, boys wanted to friend me and ask me on a date, but hell, even dressing up as a girl didn't mean I would go gay.

I was now at my last week before the end of my school, I would now go to my school counselor for the last time. Next week I would pick up my certificates, if I had calculated everything correct, I had passed my grades with Cum Laude.

I knocked at the door of Mr Renoir and he invited me in.

"Well Alexa, welcome, out last session. I must say I have seen you prosper very well here at school. I must say it has been a fine idea by your mother to finish your last year here at our school.

I always find it sad to hear people in your situation feel unsafe when people around them don't understand that you're transitioning into a, I must say a really beautiful, girl.

In the beginning you were very shy, but therapy has helped.

I hope me and your mom have helped you. I must say, she's a remarkable force, I commend here on how well she has accepted your wishes and helped and supported you."

"Well, yes, indeed, I was happy how my mom helped me, she's an unstoppable force of nature indeed."

"And, now that you have been able to act and feel and be a girl between other young people, do you still feel you're making the right choice?

I thought for a moment, what was that question, it sounded slightly like a way out, but my mom would be pissed. My planning was to leave here, papers and everything. In September I would simply be Alex again, a boy with a loving but stern mother.

"Oh, when I look at you thinking, I know the answer, this is the right choice for you. Okay, I'm no doctor, but how's everything else, is the HRT working correctly, and physically, you still fully able to do gymnastics?"

Now what was he meaning,? I simply nodded and answered about the gymnastics, that I understood.

"Oh, everything is going well indeed, I don't feel restrictions, heart rate is perfect after performing sets, settles perfectly afterwards."

Enjoyed this story?

Rate it and discover more like it

You Might Also Like