Literotic asexstories – Chastity Date with Mom by ShroomFunky,ShroomFunky I’m in my late 20s & still living under Mom’s roof. She had rumbled me on many occasions by walking in to my room without knocking, only to see me cock in hand, masturbating furiously. Once, she’d caught me after I’d stole the photo of her in her wedding dress. That was my favourite.
As punishment for this, she made me finish myself off in front of her while she stood there & watched, making comments about how inappropriate it was to be having incestuous feelings towards my own Mother & how I ought to be punished for it.
Upon erupting hot jets of embarrassing cum all over her photo, she told me I’d better clean it up thoroughly, so she could put the picture back on the fireplace, to which I did as I was told & licked up my mess with humiliated & emasculated enthusiasm. Mom supervised & was acutely aware of just how humiliating this really was.
On a few occasions, I’d even borrowed her clothes to try on, as I had a slender figure, long hair & a smaller than average penis. Mom’s clothes fit me perfectly & admittedly, made me feel more confident in how I looked.
I wasn’t a sissy as such, but I loved the look of shiny latex on women in the videos & due to my small cock size, felt inferior to a lot of men. The self sissification started to creep in when I discovered Femdom.
One day Mom asked if we could talk about something important, so I sat next to her while she pulled a stylish box out of her handbag.
She passed it to me saying that she’d discovered this “toy” online & that many young men were using these to help them control their impulses.
My impulses were all driven because I was an orgasm addict & permanently thinking about sex, cumming, fetishes & also, my Mom. My entire life had become about getting off, with the magic moment, almost always conjuring up the image of her face as I came.
I opened the box to find a little metal mushroom shaped cage with 2 metal rings, 2 keys & a padlock inside it.
Mom asked if I had heard of chastity cages & if I knew what they were intended for.
I nodded & said it was a “Femdom thing” but I had no experiences with it.
She knelt in front of me, looking directly in to my eyes when she said “Ben, I think it would be best for you, if we locked your little willy in this cage for safe keeping & maybe I will look after the keys so you’re not tempted to let yourself out anytime soon. Would you like that?”
My cock immediately throbbed to attention & she smiled. Her dark red lips perfectly shaped over her pearly white teeth.
All my fantasies were becoming reality without even having meant it. How would I cope being locked up & for my own Mom!?
It took some wrangling as my cock was now fully erect, but Mom efficiently, with minimal contact to me, put my balls & shaft through the smaller hoop & pulled it down to the base.
“How humiliating! Having your own Mother lock you in chastity!” She said while she giggled, fiddling with the cage which only served to arouse me further.
I thought I was going to cum when she said this, but resisted the urge until she put the tiny metal mushroom hood over the end of my cock & tried to push it down.
The feel of her touch was too overwhelming to hold back any longer & I burst in to a spray of cum all over her delicate hands.
There was a moment of silence but she didn’t say anything. Instead, with one smooth movement, ran her left hand from the base to the tip, squeezing out any residual sperm I still had lurking in the shaft.
I very quickly cooled down & she capitalised before squashing the cage down in to the hoop holes before sliding the padlock in to place.
Before she went any further, Mom held my closed cage between her cummy hands, with the keys dangling from her lips.
“How does that feel baby? Isn’t that so much better after Mommy made you cum? I wouldn’t get any naughty ideas if I were you, it won’t be happening again any time soon. Now, will you clean up your mess for me please?”
The cold steel immuring my pathetic phallus made everything feel overly sensitive, but I did as I was instructed & licked up every bit of cum that had covered her in. I sucked her fingers, making sure that her rings were clean too. As I did so, my cock attempted to bulge again, but this time, it was restricted immediately.
I let out a whimper but Mom clasped the cage & clicked the lock shut.
“Imagine if all your friends could see you now!” she laughed. “What do you think they would say if they knew you had such a dirty Mommy fetish, resulting in her locking away your little pepe in such a tiny chastity cage? You don’t mind do you Sweetie? Mommy thinks it’s best to help control your urges, rather than giving in to them all the time.”
I looked down at my little locked cock, unable to grow or even really feel too much from the outside. I was trapped! But loving it.
The 1st 48 hours of lockup were the hardest as I was fruitlessly trying to get hard all the time, but having it stopped every time. Night times were the worst though. Dry humping the sheets & tugging at it to get some relief but none was granted.
Mom started giving me much more attention & loved me to display the cage for her whenever she asked me to. This was always met with comments about what other people would think if they knew or could see.
After 2 days & 2 nights of incarceration, Mom told me that it was time for a cleanup & release. I got so excited I thought I was going to cum in the cage.
I followed her to the bathroom where she told me to get undressed. She then took the keys out from between her voluptuous breasts where they hung from a necklace & inserted them in to the padlock.
CLICK
I was free, but she immediately grabbed my shaft & squeezed tightly, causing me to yelp in pain.
“NO! You will not be playing with yourself & Mommy is going to supervise your washing to ensure that it stays that way!”
I got in the shower & ran the water. I noticed that there was a razor & bottle of hair removal cream next to the taps. I applied the cream & had to wait 10 minutes for it to do it’s job & then shavedwiped away the hair that was left.
Smoother than I’d ever been, my cock looked like a silly little toy rubber penis, smaller than it usually was & completely hairless.
As I got out the shower & dried off, Mom poked my balls & shaft back through the hoop & slid the cage back over the top until I was sealed away again.
Being stood naked in front of my Mom was arousing & humiliating all at the same time. I wanted her to touch me. Stroke & caress. I wanted to be near her to rub her body & hopefully make contact with her, but this was forbidden.
She stroked the outside of my cage gently as its shine matched her hands. The stacked rings on her finger making little chinking noises as they touched the metal cage.
“Aren’t you such an adorable Mommy’s boy? What do you say if we have a little date today & go somewhere together? Would you like that?”
It was now Saturday & I didn’t have anything planned other than beating my meat in to the usual cummy frenzy it had always been used to, although now, that was an impossibility.
“Right, here are some ground rules. 1, you will hold my hand whenever we are out in public & give me no backchat if I ask you to do something. 2, you will refer to me as Mommy & answer with Yes Mommy. 3, I want to hear how grateful you are that I am your keyholder & how you will do your best to love, serve & obey me no matter what. Is that clear? 4, you will never touch yourself without Mommy’s permission & supervision & 5, you will aim to please me with everything you do from now on.”
“Yes Mommy!” I replied. Her dominance radiating with new levels of authority & conviction. She was 100% in to her new role.
Mom put on her shiny leggings & leather jacket when we went out, while I was in casual jeans & t-shirt.
We sat on a bench in the centre of town while other shoppers & pedestrians strolled past, going about their lives while I wondered if any of them were even slightly aware of my lockup.
Why would they be, they’re strangers, I thought.
“Ben, how do you feel about being locked in Mommy’s little chastity cage now? Doesn’t it feel so much better knowing that Mommy has control over your little pepe & you can’t make any more naughty messes around the house?”
I saw a group of people I recognised & immediately went red with embarrassment.
“Remember the rules Ben! You don’t want to disappoint Mommy now do you?”
“Yes Mommy. Thankyou for keeping me in chastity.”
There was a laugh that came from behind us & an older couple turned to look at us.
“Aawww, it looks like you have a beautiful Mom who’s looking out for your best interests. You’d better do what she says if I were you.”
I was mortified.
“He really is a good boy, aren’t you Ben?”
She kept using my name & other people were starting to look over at us.
“He’ll do anything to please his Mommy won’t you? How about giving Mommy a little kiss?”
I looked around nervously, noticing a few heads looking our way, but I knew there was no backing out. Besides, Mom had locked away my cock & she held the keys! Plus, wasn’t this exactly what I wanted? To be close & intimate with my Mom, regardless of who knew or saw us?
“Yes Mommy.” I said quietly & leaned to kiss her cheek.
As my head moved towards hers, she turned so our lips met eachother head on.
Mom placed her hands on each side of my face & gave me the softest, passionate kiss I’d ever had in my entire life. My cock was on exploding point!
The couple chuckled & left as they remarked on how nice it was to see such love between us.
As we continued walking hand in hand through the busy town, we passed by a few people we knew, who all commented on how cute it was to see me holding my Mom’s hand in public & what a good boy I was. To each & every one of them, Mom took the opportunity to inform them, that it was the turning of a new leaf for me & that with the help of Mommy & her chastity cage, I would grow up to be the perfect man. Most of the people chuckled & went on their ways. Others wanted to know more.
There was an alternative shop in town, that specialised in trippy things, piercings, tattoos & sexy clothes & this was where we were heading next.
Upon entering the shop, Mom greeted the staff attendant who was a beautiful woman a few years older than me, immediately informing her that I was her Son & she wanted to treat me for good behaviour.
The woman laughed & looked at me. “Does he know what he likes?” She said with a wink.
“Yes! He likes his Mommy & so we had to k’now, lock him up for a while to control his urges.”
“Aahhh, is that what those keys are for?” she said while pointing at Mom’s boobs in astonishment.
“Yes. Mommy is your keyholder isn’t she? & I think we’re beginning to make some progress, but it’s only just getting started.”
“Yes Mommy!” I gulped, as they both starting laughing together.
“What kind of cage do you keep him in?” the attendant asked, looking straight at my crotch.
“Oh, the smallest one they had. It makes him look like he’s got a little metal mushroom attached to him, so no room for any funny business. It looks so cute on him.”
“We do custom cage fittings here too if you ever want to try it?”
“Ben, would you like to show the lady Mommy’s little cage? Don’t be shy, i’m sure she’s seen a little dicklet before, c’mon!”
Before I could answer Mom had undone my belt & pulled my trousers down around my ankles, just as a big bloke walked around the corner.
“Well, looks like Mommy’s little mushroom alright!” he stated loudly before pointing at it. “I’ve never seen a cage that small before. I bet it’s tight in there, right?”
“Yes Sir.” I said, mortified at being exposed in public.
“We get a lot of kinky couples in to Mommy domme & chastity play come in to look at our cages, as well as our many other accessories. Have you had a look around?”
Led by the hand, Mom took me to look at everything the shop had for sale. There were whips, plugs, dildos & a variety of clothing they had on offer, all waiting to be bought by people in to sex! It was fascinating!
We stopped by the clothes when Mom asked if they had any men’s tights, 34 waist, with a peephole for the cage to poke through & a poppered flap to cover it up.
“Yes!” the female attendant said while looking through the rails excitedly. “This might be something you’d be interested in. It’s made out of latex & pvc & if looked after, can be worn for a long time. Do you want to try it on?” she asked, handing it to me.
“Yes please.” I quickly replied, catching my Mom’s eye as she nodded approvingly with her arms folded.
It took some getting in to, but eventually I managed to squeeze myself in to the bodysuit, minus the back zipper, which I had to lean out the changing room for Mom to do up.
It had buckles & shimmered in the dark lighting, while it clung to me like a second skin. I stroked my body all over feeling it’s tight restrictions, which matched perfectly, that of my cage, which I’d carefully managed to pull through hole in the crotch, but covered with the buttoned flap of material, kinda like a pouch.
“Let’s see then Darling, how do you like it?” Mom called in from outside.
I looked at my reflection & for the first time in my life, was genuinely happy with the sight looking back at me.
Covered head to toe in shiny attire, body suit & cage, I stepped out of the changing room, just in time to see my old teacher emerging from the room opposite.
She looked me up & down, giggled & then turned to my Mom. “It’s so nice to see you Mrs.W. I see Ben is being well looked after & you’re keeping him out of trouble. So many more men would be better off if their Mom’s had locked them in chastity sooner!”
“Yes! We’re just beginning our chastity journey aren’t we Sweetie? Do you want to tell your teacher why Mommy had to lock you up?”
My cage was now tighter than ever in front of my old teacher, Mom, the attendant & the big guy who I guessed was the shop owner.
“Yes Mommy! I need to be locked away in Mom’s cage so I can’t act on my urges & get in to trouble. Mom says that it will help me focus on more important things & that good behaviour will be rewarded in the future. I want to be Mommy’s perfect pet.” The word “Pet” rolled off my tongue without thinking but I continued, “I want to love honour & obey her every desire & I am very lucky for my Mommy to wear my chastity keys while keeping me locked.”
It was a semi-sickening brown nosing attempt at winning favour, even if it meant further self deprecating.
“And what are your urges Ben? Tell them!” Mom added, looking amused & cruelly beautiful at the same time.
“I love my Mommy & want to do, things with her!” I blurted out.
Everyone in attendance burst in to a roar of unfiltered laughter & I have to admit, it was quite funny.
“Ok, Mrs.W & Ben, hopefully I will see you around & maybe your Mom & I can arrange some personal home classes for you.”
“That sounds delightful, here take my number & call round any time, you’d be most welcome.”
Mom swapped contact details with my teacher who I’d not seen for several years. She had always been strict with me, which I kinda liked, but I’d never thought of her as someone that would be knowledgeable or in to sex stuff at all, less be involved or exposed to mine.
“Right Mr, let’s pay for this & get going.” Mom said to close off the ordeal of my public exposure in the shop. I’ll take 2 boxes of those & 1 of those. The extra small ones please.” I missed what she’d pointed at & the big man who was now serving us at the till, put whatever it was in the bag discreetly with his back to us, blocking my view.
“In fact, Ben close your eyes.” Mom instructed. I did as I was told.
I heard her ask for a few more things, pay the man & rustle around the bag of new goodies with what sounded like 2 popping noises.
I stood with my eyes shut, following the instructions as I felt Mom’s hands on my face.
“Open wide baby. That’s it, good boy.”
I felt her put something in my mouth. 2 small pieces, but before I could work out what they were, she pinched my nose & tilted my head back while she whispered “Swallow for Mommy.”
I did as I was told on command & swallowed whatever it was she’d given me.
“You can open your eyes now Darling.”
I opened them to see a bemused & almost startled look upon the man’s face while the female attendant covered her mouth like she was trying to stifle hysterical laughter.
“You gave him 2 of those right?” the man said. “And he’s locked in that tiny cage? Phwoar, you’re really going to know what tight feels like soon enough. I think your Mommy is going to take great care of you. Make sure you don’t disappoint her.”
“C’mon Ben, let’s go.” Mom said with a cheeky grin on her face.
“What did you give me Mom?” I asked, kinda nervous at the bloke’s reaction.
“Never mind my little mushroom, you’ll grow to love it.” as she ushered me towards the door.
Before I knew it, we were stood back on the busy street, bustling with the Saturday shoppers all going about their lives.
I then came to the realisation that I hadn’t changed back in to my clothes & that I was still wearing the shiny body suit with my cage flap wide open.
“Mom! My clothes!” I choked out.
“No Ben. Mommy wants her little mushroom dressed like this from now on. C’mon, we need to get you some boots & new underwear. Mommy can’t have you looking part done now can she?”
“No Mommy.” I said softly.
Just then I felt a twitch in my cage. Over & over again. It was building with pressure & wouldn’t stop.
“Mom, something’s happening to my cage, it hurts!”
“Don’t worry Darling, it’s probably the viagra Mommy just gave you in the shop.”
As I stood there on the street, dressed in my new fetish wear, locked in chastity, next to my radiant keyholding Mom, she touched my cage and whispered “Do you want to cum for Mommy?”
As she made contact, I saw a massive group of people I knew approaching, some of who used to give me a hard time in class. But it was no use, they were heading straight for us.
I came hard in my cage while it remained firmly in Mom’s grip. Over & over again, I convulsed as the stunted orgasm tried to release itself.
“Hahaha, look at little Ben! He’s dressed like a queer & locked in a micro sized chastity cage!” One of them shouted as loud as they could.
More people looked over.
Another followed it with “Yeah, have you ever seen a maggot be sick? Look at Ben’s dick then!”
“One of the girls exclaimed “Isn’t that his Mom? No way! She didn’t just make Ben cum in that tiny little cage did she? That would be so cringe!”
They started to chant “Ben’s cage is cummy for Mommy!” getting louder with every repetition.
Before I could say or do anything, Mom interrupted them with the familiar tone of assertion in her voice.
“Yes Ben. Did Mommy just make you cum in that tiny little cage?”
Gripped tightly in her firm hand, she turned to look at me, with one of her eyebrows raised.
She repeated “Yes Ben. Did Mommy just make you cum in that tiny little cage?” as she was just inches from my face.
“Yes Mommy!”
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