Submission Heaven Ch. 04

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Sissy boy gets teased and punished by mommy and ex-gf.....
8.6k words
4.74
25.8k
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Part 4 of the 4 part series

Updated 07/10/2023
Created 08/25/2022
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At_My_Feet
At_My_Feet
172 Followers

My mom slightly opened her silky vest, her voluptuous breasts about to show in their full glory.

"Oh, silly me"

Of course she wouldn't show me this much. She stood up, towering over me, and turned her back to me. She opened the vest, revealing her body. For but a moment I barely saw the side of her breasts, before she fit her DD cup lace bra on. I followed the curves of her smooth back, covered by her blonde hair, her thin waist, her motherly hips, kissed by the first lights of the morning that seeped through the curtains of her room.

Her plump butt wiggled gently in her glossy suntan pantyhose, with a cream-colored seam that run along her long legs. For a 38-year-old woman, she looked at least ten years younger.

"Put your panties back on and go fetch my jacket, I'm going"

I heard her enter the bathroom next to her room, as she washed her hands after the long teasing session of my dicklette and my butt.

I pulled my lace panties up and I slowly climbed off the bed. My knees were weak and all my body was trembling as I entered the walk-in closet of her room. Trying not to look at the lingerie drawers, I took the tailleur jacket that matched her skirt and quickly went to give it to her.

I grit my teeth while walking, as a jolt of pain came from my full balls. Another week had passed since the office accident with Helen, a week in which I had not been allowed to make any piddle. The edgings, though, had been a daily occurrence, and I felt my balls bursting with cum, being tricked every day in producing more and more, without any chance for relief.

"Here is all the necessary for your weekly shaving" Grace said, putting the finishing touches on her make-up "Other than the usual razor and creams, today you will wax your legs."

I saw her gaze pierce mine through the bathroom mirror. Waxing sounded horribly painful.

"M-mom, I don't know ho-"

She slightly nodded to her phone "Hush, love. I sent you a video to explain how to do it"

She turned to face me and she caressed my heavy scrotum through the panties "Make sure to shower before it, or it's going to hurt" she said.

I was avoiding her gaze, trying to look cold. I wanted to be mad at her for the whole Helen situation, and...

"I'm proud of you" she said.

I look at her.

Speechless.

It was the first time she'd ever said that to me.

"You're such an obedient little love for mommy" still with a stern expression on her face, she tenderly held my chin up, looking down on me as she was taller and wearing her heels "This whole new side of you is coming out beautifully... the real you..."

Is this the...real me?

My angst melted away looking at her beautiful blue eyes.

"Now, the rules" immediately, her tone lost all warmth. She put her hand on my butt cheek, below the panties, and after a good squeeze she touched a hard, round object in the middle.

"You will keep the plug on at all times" she said, calmly "And every time you go to the ladies' room you will thoroughly clean yourself and put it back on. You don't want to become all closed up for mommy, don't you?"

My butt clenched at that thought, squeezing the small, rubber plug sitting comfortably in my ass.

"No, mommy..."

"Not after all the work we've done to open you up, no. Good boy. And, of course..."

A note of anger colored her eyes.

"N-no piddles...?" I felt a knot in my stomach.

"That's right, sweetie. I now feel comfortable enough to leave you unchecked for a bit, knowing you care about mommy's trust in you. Isn't that right?"

She was about to leave for a couple of days to meet an important client, and I would have been alone in the house for the entire weekend.

"Y-yes, mommy"

"Swear to me"

"I..."

She was addressing me in her usual calm and cold tone, but her gaze on me was incandescent. She was adamant.

My stomach plunged down.

"I swear"

***

I put on a silly podcast on my phone while I showered. I needed distraction. I couldn't really get into the jokes of the comedian, though. The water run hot and steamy as I shaved my whole body. The shiver of putting the cream on my soft skin was sending me jolts of pleasure, that in turn made me more aware of the heavy load I was carrying in my balls.

Having been a very frequent masturbator, I had never experienced the level of sexual frustration and constant arousal that not cumming for so long implied.

I dried my body and put on the video that my mother sent me.

A painfully beautiful girl with a bob cut and bangs sat in her lingerie in a luxurious bathroom. She introduced her viewers to a new episode of her series, Jane's Feminine Lifestyle. My eyes hungrily followed the curves of her body as she showed how to perfectly wax. I followed her instructions.

She looked so kind and warm...

Snap!

I screamed a little as I removed the wax from my thigh. It hurt, and a long burning sensation followed.

Sure, women make a lot of efforts to look perfect...

Was this the lesson my mom was trying to impart me through this?

After a while, Jane switched legs, applying the wax to her left leg, and opened them wide in doing so. That is when I noticed something in between her legs.

It can't be...

There was a bulge in her panties.

There was no doubt. That meant that she...she was...

She's like me.

I shook my head.

I'm a boy.

With my legs all burning, I arrived at the final part of the video.

"That's it, girl! Now, you can enjoy your legs. Feel them, smooth as soft marble..." she said, and I automatically caressed my smooth legs. I shivered in pleasure.

"You can now show them proudly to the world, even better if you enjoy them in nylons as I do..."

She winked at the camera as she rolled up her legs a pair of sheer-to-waist pantyhose, followed by a flowery dress and mules.

"See you in the next episode!" she said, leaving me alone with my conflicting feelings.

I stood up, and found my reflected image staring at me. I looked at my big, blue, confused eyes; my long blonde hair that grew to almost touch my shoulders; my round, childish face; my short, slim, now entirely smooth frame...

I looked like...

NO.

I stormed out of the bathroom, back in my mom's room.

I paced up and down.

SCREW HER.

My legs burned.

Screw her and her fucking control obsession. What did Helen think of me?! That I'm a sick dude getting off to his mother? Oh god! Mom even mentioned me licking my cum from my panties in front of her! Why?!

I couldn't breathe, such was my anger.

And Gwen!

Every day I wrote the most accommodating and embarrassing texts, and she just answered me ONCE in two weeks, with a thumb-down reaction emoji on one of my messages. Is she back in town? Why didn't she write me?? She thinks I'm a total loser!

I furiously paced through the room, talking to myself like a madman.

"Screw her!" I said out lout, gaining confidence.

I was going to cum.

YES!

I was gonna cum a LOT! How was she going to find out? I was going to cum and then clean everything.

She's going to find out.

I had two days. Two days to cum as I pleased and hide my tracks.

She's going to find out.

And then on the second day, I... I could have edged myself to porn, to build up some cum again, in order to have swollen balls once again...a bit swollen, at least...

I wanted to cum.

How?

My eyes fell on the armchair in front of my mom's drawer. The nude pantyhose she had worn the day prior were laid on it. I reached them, my heartbeat being now caused by arousal rather than anger.

I took them, the sheer nylon feeling so incredibly precious in my hands...

"I'm proud of you."

I hesitated.

She trusts me...

Then, I brought the soles of the pantyhose to my nose. The scent of her feet was still so vivid it made my head spin. I had a shiver, and my butt clenched deliciously over my plug.

I was desperately aroused.

I sat on the bed. I kept a sole of the pantyhose on my nose, and caressed my smooth, perfumed skin with the other, my chest, my belly, down until my crotch. My dicklette sang in pleasure at the much-needed attention it suddenly received.

I was in front of the big bedroom mirror. This time, I had a full view of myself. My pale, delicate frame, wearing skimpy panties, holding the pantyhose...

I look like...

The temptation had been building inside me, slowly but surely.

I rolled a leg of the pantyhose down. I hesitated for a moment, then put my foot in it.

Rolling the nylons up my leg felt unreal, as jolts of electricity spiked all over my skin.

This is forbidden...

I did the same with the other leg, and I met my gaze in the mirror as I did.

I looked unbelievably...erotic.

And feminine.

I'm a boy.

I stood up and pulled the pantyhose over my waist.

I did it.

This is forbidden.

I did it.

Instinctively, I started to slowly move in front of the mirror, checking myself up, until I was essentially striking shy poses in front of it.

All the features that didn't work for me as a man, my short frame, my narrow shoulders, my round jaw...it's like they made sense, now...

My dicklette is barely noticeable...

I laid on my mother's matronly bed, tasting the delicious feeling of my nyloned legs brushing against each other.

I was desperately hard.

I took my erection through the panties and the pantyhose, with just two fingers, just like my mother did... and I started stroking...

I released a soft moan as I stretched my body on the soft bedcovers, avidly enjoying the swissssss sound of my silky legs.

Screw her...

I squeezed my ass around the plug, feeling additional pressure, warmth and pleasure coming from my prostate.

I increased the pace of my strokes.

I grabbed the end of the plug and slowly moved it in circles, feeling a wave of pleasure in my tight hole.

A whirlwind of thoughts span through my mind. I couldn't go back to the old ways of masturbating...

"Swear to me"

I moaned hard, as I fought against my impulse not to cum, to obey.

Did I have permission to make a piddle??

My heartbeat was racing, my breath short as I convulsed in pleasure and conflict.

I was stroking furiously.

Then the handle of the door turned.

"Hey sweetie, I forgot some documents in the other purse..."

My mother entered the room.

***

I screamed and backed to the opposite side of the bed.

She looked at me for a long second, then she grabbed her phone to make a call.

"Hey, Ines, I've had an unexpected inconvenience and I won't be able to make it. Bring my regards to the client, you and Helen are more than capable of handling him. Yes, perfect. See you next week"

I was panicking.

She closed the call, then stared at me.

"Go ahead"

"N-no mommy, it's not like it seems..."

I couldn't breathe.

"Keep going"

Her stare was glacial.

"I didn't mean to...!"

"Why did you stop? Weren't you going to make a piddle?"

"NO! NO MOMMY I-I'LL BE GOOD!"

"What do you mean, weren't you going to make a piddle just now?"

"NO! Nononono sorry I -"

"Why not?"

"I'll be good! I'll be good mommy please I was just..."

She was showing no emotion, and I could not understand what was going through her mind. She started walking my way, slowly. Her striking beauty only made her more frightening.

"From what you're telling me, you don't want to make a piddle now. Good. Then, since now you are apparently deciding by yourself when to make cummies: when will it be?"

"Mommy please I don't know I don't know...I'll make cummies when you want me to, I'll be a good boy!"

I reacted purely on instinct. Gone were all my previous thoughts.

The real you...

She reached the bed, sat next to me and started to softly caress my hair. Her voice was now tender, and she had a faint smile.

"When I want? But I told you to not piddle until I told you to"

"Y-yes in fact I won't piddle mommy I swear!"

"Shhh" she said, placing a finger on my lips "You're all tensed up, relax sweetie, let mommy pamper you..."

This sudden shift in her demeanour scared me, but I couldn't help but enjoy her warm hands on me, her sweet breath so close to me now. She took me in her arms, and I felt her soft bosom press against me.

"You see, you did already swear before... I won't be able to believe you ever again, now. Do you understand, sweetie?"

Tears started coming up to my eyes "Forgive me mommy..."

"Oh, love, come here, there's no need to cry" and she held me in her arms, kissing me softly on the head "...and no, mommy can never forgive you. Mommy's little liar has broken mommy's trust" she smiled "It's done"

She let those words sink in.

I saw the reflection in the big mirror wall in front of the bed. My mother, her perfect figure in her elegant professional attire, her perfect hair and make-up, was holding a peculiar figure in her arms. A pale, slim figure, much smaller than her, thin and smooth, naked except for the panties and the pantyhose, the face hidden in long, blonde hair. An unmistakably feminine figure.

Me.

"You clearly don't like being loved, being a submissive boy that is taken care of. You despise my help. You hurt me, I won't deny it. But it's okay, you want to make decisions" she said, her words slow and tender, yet so heavy...

Her caresses were now wet with my tears, her voice a sweet whisper "You want to be a tough boy? You want to be like Henri, you want to prove Gwen wrong? Oh, look at mommy's strong man" she smiled softly "Good luck with that"

The comparison between me and Henri made me hot with shame. He was so much taller, muscular, strong...and his cock was...

"Of course, we can no longer play together sweetheart. Not with you disobeying at the first opportunity. No more mommy touching you, no more massaging my feet..."

She stood up, and walked towards the door.

My heart was sinking in desperation.

Then she stopped, and chuckled.

"I'm just wondering, though..." she smiled, pensive "Would a tough man want to cum while wearing his mommy's pantyhose?"

Instinctively, my head shook to say no, and I felt a burning sense of humiliation.

"It's a pity..." she looked at me "I would have been so pleased to see you try on mommy's pantyhose, I've been thinking of encouraging you to play dress-up with mommy for a while..."

A spark of arousal pierced my anxiety, while imagining that scenario.

"...but you're a tough man now, cumming whenever you please. It's good, my love. But you'll need to let mommy's clothes go, and never do that again"

She walked up to me and extended her hand, requesting her nylons.

My hands went at my waists, as if starting to slip out of the pantyhose, but I couldn't move them. I felt the comfortable warmth and pressure of the nylons, the excitement that was running throughout all my body...

I had just discovered a deeply pleasurable sensation, one that felt so right, and now I was going to give it up forever.

I don't want to...

All I could do was to lay there, conflicted, looking at her with pleading eyes.

"Unless..." she said, almost as if an afterthought came back to her.

My eyes brightened.

"...unless?" I asked, tentatively.

"Oh, it's nothing. I was thinking of a gift I prepared for you in my drawer. But you don't deserve it now..."

"W-what is it?"

Her eyes glistened for a second, and she headed towards the walk-in drawer, her beautiful ass wiggling in her short tweed skirt as she did.

"I wanted to relieve you of the choice to make piddles on your own, to take that away from you. I know that mommy's boy is a chronic masturbator that touches his Pinky Pinky all the time, and I wanted to give you some peace of mind..."

She came back with a small box.

"Here, since you're curious you can look at it. But don't grow attached, it's no longer yours..."

She handed the box to me, and I slowly opened it. The black box opened to a pink, silky inside, and inside of it a pink plastic device.

I recognized it. I had seen it sometimes in porn. The implications of it were immediately clear to me, and a flash of fear washed over me.

"With this, it would have been easy for you to focus on your studies and I would have allowed time off at home with many, many piddles for my obedient little boy, but you clearly wouldn't enjoy it, right?"

It's so small...

It was a chastity cage.

I wondered if my dicklette would have fit inside...

Of course it would.

Henri's large cock flashed in my mind.

He would never fit.

...his copious load overflowing Gwen's pussy...

You barely dribble your watery piddle.

I had to compete with...him?

"Good luck with that"

I broke the silence.

"M-mommy wait..."

"What?"

"We could...we could do as you say..."

"Oh no, love, it's too late. For me to trust you now, you would have to wear it all the time. At uni, outside, at home... even when kissing mommy's feet... or while I caress your sissy button... oh, but as I said, we're never playing ever again" she sighed.

The thought of our games ending left me suddenly without breath.

I put my hand on the box as she was leaving the bed.

She paused.

An endless moment passed.

Then, she smiled.

***

"There is little doubt that the natural mating system for human beings is polygamy, which includes two different reproductive arrangements: polygyny and polyandry. In polygyny, one man mates with more than one woman, a harem as traditionally understood. In polyandry, one woman mates with more than one man. We see this all the time in the animal world, with examples like the cuckoo bird..."

Miss Celeste was slowly pacing up and down the classroom, but today I could barely follow her biology class.

I shifted uncomfortably on my seat, in the middle of the classroom, trying to relieve the pressure that the plug was exerting on my prostate, but each time I did I made it only worse. A jolt of pleasure sparked deep in my groin.

They will notice.

I was surrounded by university colleagues, all intent on taking notes for the lesson. I checked my ankles, covered by normal knee-high white cotton socks under my trousers.

They can see it.

They couldn't have guessed that I was sitting there, in the middle of the classroom, wearing see-through lace panties, a soft rubber anal plug, a pink chastity cage...and sheer pantyhose on top of all of that.

All hidden from sight, beneath my normal clothes. This was the new arrangement my mother had decided for me.

The buzz in my mind was unreal, also due to my incredibly full balls. My mom had locked me before I could get my release, and many days later I was going out of my mind.

I couldn't help but look all around, at my left, at my right, even behind me. But it seemed that no one was paying attention to me.

No one...but Gwen.

Some weeks after our break-up, she was now more beautiful than ever. Her hazel green eyes with long, dark eyelashes gave her angelic face a feline look too, together with a sense of elegance from her high cheekbones and small nose. Her sexy freckles were the painter's final touch. She was the most beautiful girl I'd ever seen, and I had been in love with her since childhood.

I met her eyes with a shy smile and raised my hand slightly to say hi, but she didn't answer.

When she turned back, I followed the long locks of her wavy, light brown hair...then down, to her voluptuous, slender body in her classy, short dress...and finally down, to her feet, in nylons and loafers.

At_My_Feet
At_My_Feet
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