The Loser's Trophy - Cover

The Loser's Trophy

Copyright© 2023 by Xanzibar

Chapter 16: The Mother Mistress

Fiction Sex Story: Chapter 16: The Mother Mistress - Intense Hardcore Story, DO NOT READ UNLESS you are prepared for some messed up stuff. This story is cruel, mean,and sexy,but the universe it exist in a harsh universe. I basically let my mind go where the story takes it regardless of how dark it is and most likely,(not homicidal but definitely not romantic). A victim of bullying finally gets even with his tormentor only to find that he has already inflicted his greatest defeat before they even squared off. Through the instrument of his mother.

Caution: This Fiction Sex Story contains strong sexual content, including Ma/Fa   Fa/Fa   Mult   Blackmail   Coercion   Drunk/Drugged   Reluctant   Lesbian   Heterosexual   Fiction   School   Sports   Workplace   Cuckold   Mother   BDSM   DomSub   MaleDom   FemaleDom   Humiliation   Light Bond   Rough   Sadistic   Spanking   Gang Bang   Group Sex   Orgy   Interracial   Black Male   White Male   White Female   Hispanic Male   Anal Sex   Cream Pie   Double Penetration   Exhibitionism   Facial   Masturbation   Oral Sex   Squirting   Tit-Fucking   Voyeurism   Body Modification   Foot Fetish   Leg Fetish   Public Sex   ENF   Prostitution   Revenge   Transformation  

I should have known that day having sex with my mom would have consequences. I was a fool to believe my girlfriend talked Steve out of making my life worse. He came through in spades, through the same women who gave me so much pleasure. The first night after was with my mom. If I thought she was topping me hard before, I was sorely mistaken by the time she was done with me that next night. After her, it was Pamela’s turn, then it was Mrs. Simmons’ turn. All of whom had sadistic streaks that were terrifying, or maybe they were taking out on me what they could not take out on Steve.

Next time alone with Mom.

My mother sat with a smirk on her face. Steve had ordered me to be HER slave when he was not there. Steve had set up cameras to make sure My mother was sufficiently cruel. That is how ended up in my mother’s bedroom kneeling at the foot of her bed with her ankle on my tongue.

As I knelt at the foot of my mother’s bed, I could feel her eyes on me. She was sitting comfortably on the bed, a smirk on her face as she watched me with amusement. I was apprehensive of how this was going to go down especially since the last time we had alone time together I fucked her all over the house. But realizing that my mother had to succeed I obediently reported to her in her bedroom.

The New Rules

My mother’s smirk turned into a satisfied smile as she looked down at me, her new slave bitch. Without a word, she motioned for me to crawl closer to her.

“From now on, things are going to be different,” she said, her voice firm and commanding. “You are no longer my son, but my slave. You will do as I say without question or hesitation.”

I nodded obediently, feeling a mix of fear and arousal at the thought of being completely under my mother’s control.

“You will worship the ground I walk on,” she continued, running her fingers through my hair. “You will do everything in your power to please me.”

As she spoke, I could feel myself becoming increasingly aroused. The idea of being completely submissive to my own mother was both terrifying and exhilarating.

“You will address me only as Mistress,” she said firmly. “And you will refer to yourself as ‘slave’ or ‘slave bitch’. Understood?”

I nodded again, unable to speak due to the mixture of emotions coursing through me.

“And if you do not obey or please me,” my mother added with a wicked glint in her eye, “there will be consequences.”

I shuddered at the thought of what those consequences might be, but at the same time I could not deny that I craved them.

“Now kiss my feet,” my mother commanded, extending one foot towards me.

I leaned forward and pressed my lips against her bare feet. As I kissed them reverently, I knew that things would not be the same as before. I took a deep breath and waited for my next order.

As I knelt at my mother’s feet, kissing them as she commanded, I could feel the tension in the room growing. Suddenly, my mother jerked her foot away and slapped me hard across the face.

“Did I tell you to stop?” she yelled, her voice harsh and filled with anger.

I recoiled from the force of her slap, my cheek stinging from where her hand had made contact. My heart raced with both fear and excitement as I looked up at her.

“Answer me, slave!” she snapped, grabbing a fistful of my hair, and pulling me closer to her.

“N-no, Mistress,” I stammered quickly, not wanting to incur any more of her wrath.

“What happens when you disobey me?” she growled, her grip on my hair tightening.

“I-I get punished,” I stuttered, feeling a mix of arousal and fear coursing through me.

“That’s right,” my mother said with a cruel smile. “And you wouldn’t want to be punished now, would you?”

I shook my head quickly as she released my hair. But despite the fear and pain from her slap, I could not deny how turned on I was by this display of dominance from my own mother.

“Now kiss my feet again,” she ordered, holding out her foot once more.

Without hesitation, I leaned forward and began kissing her feet again. This time though, there was a new level of submission in my actions. My mother had made it clear that she was in control now and that I was nothing but her slave. And with each kiss on her feet, that fact was reinforced in my mind.

“Good, you can stop, slave” My mother said oft handily.

As I stopped kissing my mother’s feet, she sat back in her chair and looked at me with a satisfied expression.

“You’re learning quickly,” she said, her voice laced with pride. “But you got a LONG way still to go.”

I nodded, knowing that I was completely under her control now. My mother had turned me into her obedient slave, and I was willing to do whatever it took to please her.

“There are different types of training that you will need,” my mother continued, a glint of excitement in her eyes. “Physical and mental. And by the time I’m done with you, you’ll be my total slave bitch.”

Those words sent a thrill through me, and I could not help but feel excited by the thought of being completely owned by my mother. But at the same time, I could not help feeling a bit scared about what she had planned for me.

“Look at you,” my mother said, shaking her head in disgust. “You’re nothing but a pathetic little slave.”

I hung my head down in shame, knowing that it was true. My mother had complete control over me, and I was powerless to resist.

“Since you seem to have some free time now, why don’t you do something useful?” my mother said with a wicked grin.

The command was clear, and I knew better than to disobey. As my mother kicked off her shoes and thrust them towards me, my heart raced with a mix of fear and humiliation. A small voice inside begged me to resist, but I could not bring myself to go against her orders.

My tongue reluctantly extended to lick the dirt and grime from the soles of her shoes, while my mind screamed for me to stop this degrading act. Yet my mother’s laughter filled the room, a reminder that I was nothing more than a mere servant in her eyes. She even pressed her foot down on my head, asserting her dominance over me as she checked for any missed spots.

As I continued to lick at the filthy shoe, a wave of conflicting emotions washed over me - anger at being treated like this, shame for not standing up for myself, and a deep-seated need to please my mother. It was a twisted cycle that left me feeling conflicted and trapped and buried beneath that, arousal, intense, raw, wanton, desire.

“You’re just like a little dog you know that?” she taunted. “Licking up all the filth from under my feet.”

Tears pricked at the corners of my eyes as I continued to do as told, knowing that this was just the beginning of my humiliation. But despite everything, I could not help feeling aroused by how dominant and cruel my mother was being towards me.

Once I finished cleaning both shoes, my mother stood up from the bed and towered over me.

“Now it’s time for you to clean something else,” she said with a devious smile.

She then instructed me to lay down on the floor and spread my legs apart. As I did so, she straddled over top of me and began rubbing her body against mine.

“Clean every inch of me with your tongue,” she commanded, as she pressed her breasts against my chest and

ground her clit against my face.

I complied, eager to please her, and began licking and sucking on her nipples, running my tongue up and

down her smooth skin. She moaned with pleasure as I worshipped her body, and I could not help but feel a sense of pride in knowing that I was making her feel good.

“Keep going,” my mother commanded, as she gripped my hair tighter. “Make me cum.”

I redoubled my efforts, using my tongue to tease and stimulate her clit while also thrusting it into her wet folds. My mother’s moans grew louder and more intense as she rocked against me, and I knew that I was getting closer to bringing her to orgasm.

As my mother climaxed, I thought our session was over and started to get up. But my mother quickly placed her foot on my forehead and pushed me back down onto the floor.

“I’m not finished with you yet,” she said with a wicked grin.

I felt a surge of excitement at the thought of what my mother had in store for me next. She stood over me, towering above me as I lay on the ground, vulnerable and under her control.

As she towered over me, her voice dripped with malice and superiority. “Since you were so good at cleaning my shoes earlier,” she sneered, “I think it’s only fair that you clean something else now.”

My heart pounded in my chest as I looked up at her perfectly manicured toes, each one adorned with a sparkling jewel. The bottoms of her feet were smooth and unblemished, a stark contrast to the dirt and grime coating my own.

But I dared not disobey her orders. With trembling hands, I lifted myself onto my knees and crawled towards her like an obedient servant. She pressed her foot against my forehead, forcing me to bow before her like a lowly subject. And then she began to rub her foot against my face, smearing sweat, and filth across my skin until my entire face was coated in a disgusting film.

“Lick them clean,” she commanded, grinding her foot harder against my face. With tears streaming down my cheeks, I obeyed, desperate to please and appease the cruel tyrant who held all power over me.

I obediently stuck out my tongue and began licking every inch of her sole, tasting the salty tang of sweat mixed with dirt. Despite how humiliated I felt, there was also a strange sense of satisfaction in serving my mother and pleasing her in any way possible.

As I continued to lick and suck on her toes and soles, my mother sat back on the bed behind me. I could hear her heavy breathing as she watched me eagerly clean her feet. Occasionally, she would press down harder with her foot or wiggle her toes against my lips, reminding me who was in control.

But even as I focused on cleaning every bit of filth off my mother’s feet, I couldn’t help but feel aroused by the whole situation. The power dynamic between us, with me on my knees and her in control, was thrilling and I found.

My mother continued to watch me as I obediently licked and sucked on her feet, occasionally directing my movements with the pressure of her foot against my face. My own arousal was growing with each passing moment, and I could feel myself getting harder and harder as I serviced her.

But then my mother changed tactics. She pulled her foot away from my face and stood up, towering over me once again. My eyes widened in anticipation as she slowly turned around, giving me a full view of her perfect ass.

“Play with yourself,” she commanded, spreading her legs slightly to give me a better view.

I did not need to be told twice. With one hand still on the ground for support, I reached down with the other and began stroking my cock through my pants. My mother watched intently, a smug smile on her lips as she saw how easily she could control me.

As I continued to stroke myself, my mother moved closer to me until her body was almost touching mine. She then began sliding herself up and down against my cock, using it as a makeshift dildo. The sensation was incredible, and I couldn’t help but moan at the way she felt against me.

But just when I thought things could not get any better, my mother pulled away completely. She stood in front of me with a wicked grin on her face as she watched me desperately try to catch my breath.

“You like that?” she taunted, running a hand through her hair seductively.

“Yes,” I replied hoarsely, already feeling close to the edge.

“Well too bad,” she said teasingly. “You don’t get to cum yet.”

My heart sank at those words, but I knew better than to disobey. Instead, I continued stroking myself while watching my mother’s every move.

She walked back over to the bed and lay down on it in a sensual pose, showing off every inch of her body. My hand sped up as I watched her, wanting nothing more than to release my pent-up arousal.

But my mother had other plans. She got up from the bed and walked over to me, reaching down to stop my hand.

“Not yet,” she said firmly, standing above me with her hands on her hips.

I looked up at her with desperate eyes, silently begging for release. But my mother just chuckled and shook her head.

“You’re not allowed to cum until I say so,” she said, pushing me back onto the floor. “Now get back to pleasuring me.”

Without another word, I crawled back over to her feet and began licking and sucking on them once again. My mind was a frenzy of conflicting emotions - shame, arousal, embarrassment - but all of them were overshadowed by the desire to please my dominant mother.

As I continued worshipping her feet, I could not help but wonder if this was some sort of game for my mother. Was she intentionally teasing and denying me pleasure just for her own amusement? Or did she genuinely enjoy having this kind of control over me?

But before I could dwell on these thoughts any longer, my mother’s voice snapped me out of it.

“Good slave,” she praised as she ran a hand through my hair. “Now stand up.”

I did as I was told and stood in front of her obediently. My cock was still straining against my pants, desperate for release.

“Take your clothes off,” my mother commanded with a sly smile.

My heart raced at the thought of being naked in front of her. But I quickly stripped down as she watched.

My mother’s legs felt warm and inviting as I stood between them, my naked body close to hers. She reached out and took hold of my aching member, stroking it slowly.

“You’ve been very good, my little boy,” she murmured, looking up at me with a sultry gaze. “Do you want to cum now?”

I nodded eagerly, unable to form words as pleasure coursed through me from her touch.

“Alright then,” she said, releasing her grip on me. “But you have to promise that you won’t make a mess.”

I nodded again, desperate for release. My mother guided me onto the bed and lay back, spreading her legs once more. I positioned myself between her thighs and She began to stroke my cock in her soft hands.

We moved together in a rhythm; I could not believe how much I wanted to be inside my own mother. The taboo nature of our relationship only heightened the intensity of our passion.

My mother moaned and gasped beneath me as we both approached our climax. Just before I was about to reach my peak, she grabbed hold of me tightly and whispered in my ear.

“Remember your promise,” she panted seductively before releasing me. It caught me off guard and I exploded a massive load all over her shin, ankle, and foot.

As I lay panting and spent on top of my mother, she suddenly grabbed my hair and pulled me up to her face. She bit down on my earlobe harshly, sending shivers down my spine. “You made a mess, my naughty slut.” she whispered hotly in my ear. “Now you have to clean it up.”

Before I could even comprehend what, she meant, she pushed me off her and onto the bed. My heart raced as I watched her sit up and spread her legs, revealing the cum that had landed on her shin, ankle, and foot.

“Lick it off, Slave-Bitch, Now.” she commanded with a cruel smirk.

I hesitated for a moment, unsure if this was some kind of cruel game or if she was serious. But then my mother’s hand wrapped around the back of my head pushing me towards the sticky mess.

“Remember your promise,” she reminded me with a sharp tug on my hair.

With a mix of humiliation and arousal, I began to lick the cum off her smooth skin. My mother moaned softly as I cleaned every drop from her body, making sure not to let any hit the sheets.

Once I finished, my mother continued to tease me by running her fingers through my hair and whispering praises in my ear. Her teasing only added fuel to the fire inside of me, making me crave more from this forbidden relationship with my mother.

Eventually, when we were both satisfied with our actions, we collapsed onto the bed together in an exhausted heap. As we lay there catching our breaths, I could not help but feel a sense of guilt wash over me.

What had I just done? How could I have allowed myself to become so lost in this twisted relationship with my own mother?

But then I felt my mother straddle me and lean down and take my hand and slip one of Hector’s special joints in it. “Smoke it, you are not done by a long shot, my lil slave bitch. I have your ass for all night, and I am going to make sure you know who you fucking belong to bitch. Your ass is mine now.” She stated while forcefully slapping my face hard while pointing at me.

Steve had obviously arranged it so my mother would have a chance to top me all night without interruption. I know I was being recorded; it was mainly to see if we would follow orders when they were not there.

I took the joint and she sat across the me. She then rubbed her soft foot across my face. Damnit, these woman gave me a foot fetish I thought to myself. I never ever really cared one way or the other until these women dominated me. I would get hard the second I kissed her foot. I was instantly hard.

As my mother straddled me, she looked down at me with a wicked smirk on her face.

“Since you seem to enjoy cumming on me and licking it off so much, that’s exactly what you’re going to do,” she said in a low, commanding voice.

I gulped, unsure of what she had planned for me. But I knew I could not resist her commands. She was my mother and my Mistress, and I was her slave bitch.

“You are going to lick my pussy until your jaw breaks,” she continued, running her fingers through my hair possessively. “And when you cum, you will do it on my leg and foot.”

My heart raced in anticipation as I nodded obediently. My mother leaned down and whispered in my ear, her hot breath sending shivers down my spine.

“But don’t worry,” she added with a cruel smile. “You’ll get a break when you have to lick your own cum off of me.”

With that, she leaned back and spread her legs wide open, exposing her wet, glistening pussy to me. My mouth watered at the sight as I eagerly began to obey her orders.

I licked and sucked on every inch of her pussy, relishing in the moans and gasps that escaped from her lips. My jaw was starting to ache from the extended time spent pleasuring her, but I did not dare stop.

My mother teased me mercilessly throughout the whole ordeal, telling me how pathetic I looked with my face buried between her legs like an eager puppy. She made sure to mention how much of a good little slut I was for obeying her every command.

When it finally became too much for me to handle and I felt myself reaching the edge of orgasm, my mother commanded me to cum on her leg and foot.

It was an intense release as I sprayed all over her skin before collapsing onto the bed beside her in exhaustion. But my rest was short-lived as I felt her push my face towards her cum stained leg. “Lick it, long and slow, do not miss a drop” My mother seductively cooed.

I reluctantly complied, feeling more degradation with every lick. As I cleaned every drop from her skin, I could feel her hand gripping the back of my head, forcing me deeper into her.

When I finally finished, she pushed me away from her and crawled onto the bed, straddling my face. She rested her wet pussy directly on my mouth, making it impossible for me to breathe.

“Now fuck me with your tongue,” she commanded, grinding her hips into my face.

I did as I was told, standing my ground, and pushing back against her as she rode me. Her moans and gasps filled the room as we continued this twisted game of dominance and submission. She had a machine gun flurry of orgasms that erupted all over my face.

My mother’s control over me was intoxicating, and I found myself eager to please her in any way she desired. She would switch positions constantly, making sure to keep me on edge and constantly in a state of arousal.

She would also tease me by letting me get close to her clit, only to pull away at the last second, leaving me frustrated and desperate for release. “Not yet” she would taunt with a smirk. “You have more work to do.”

And so, I continued to lick and suck on her pussy, each time bringing her closer and closer to another mind-blowing orgasm.

Eventually, it seemed like she could not take any more pleasure and pushed me away from her. But instead of letting me rest, she straddled my face once again, this time facing the other way.

“Prove your loyalty and dedication by eating my ass,” she demanded.

Without hesitation, I began licking at her tight little hole, causing her to moan loudly in pleasure. She grabbed onto the headboard for support as I delved deeper into her ass, savoring every taste.

My mother’s body shook with pleasure as I worked tirelessly to bring her yet another orgasm. And when it finally hit her, she let out a primal scream before collapsing onto the bed next to me.

I took this opportunity to catch my breath and gather my thoughts as she lay there panting beside me.

“You have done well today,” she finally said after a few moments of silence. “But our fun is not over yet.”

She then proceeded to tie me to the bed, my hands and legs spread. She got out what I thought was a double dildo. I was right. It was a penis gag on one side and a dildo on the other.

My mother shoved the double dildo into my mouth, the rubbery taste filling my senses. I gagged and coughed as she pushed it further in, making sure it was secure in my mouth.

“Good boy,” she sneered, climbing on top of my face, and positioning herself so that the dildo sticking out of my mouth was now entering her pussy. “Now use your tongue to fuck me.”

I did as I was told, thrusting my tongue in and out of her as she rode me. The humiliation and degradation only added to the intense arousal I felt from being under her control.

With each thrust, she would pull on the straps of the dildo gag, controlling both me and her pleasure. “You’re nothing but a slave bitch to me now,” she spat, her words sending shivers down my spine.

And as I continued to please her with my tongue, she made sure to drill that point into my head. “Your only purpose is to serve me and fulfill all of my desires,” she said, riding faster and harder on the dildo.

Tears welled up in my eyes as I realized that this was what our relationship had become. I was no longer her son but her submissive slave, at her mercy for her own pleasure.

But even through all this humiliation, a part of me could not deny how much I loved it. How much I craved serving and pleasing my mother in any way she wanted.

As if sensing these thoughts, she leaned down and whispered in my ear. “You were made for this role, just accept it.”

And with those words echoing in my mind, I gave myself fully to her, submitting completely to her will.

She continued riding the dildo until finally reaching yet another explosive orgasm. And as she lay next to me panting once again, I could not help but feel fulfilled in ways I never thought possible.

“Good job today,” she said, running her fingers through my hair affectionately. “You are truly are a good s..bo….bitch” My mother said catching herself, at least I was not the only one struggling with this forced dynamic I thought to myself.

My mother dragged me by my leash, making me crawl on all fours behind her as she led me to my room. She had a firm grip on the collar around my neck, reminding me of my place as her submissive slave.

Once we reached my bedroom, she pushed me onto the bed and fastened cuffs around my wrists and ankles, securing me to the bedposts. I was now completely at her mercy.

She smirked down at me before strapping an O-ring gag onto my face, effectively silencing any protests or words from escaping. I could only whimper in submission as she towered over me.

“You’ll stay here for the night,” she said, patting my head like a pet. “You’re not allowed to leave without permission.”

I nodded obediently, knowing better than to defy her orders. She turned off the lights and left me alone in darkness with nothing but my thoughts and the taste of rubber in my mouth.

The next morning

I woke up to find myself still restrained in bed. My mother sat on top of my chest, her legs straddling either side of me and pinning me down.

“Good morning, slave,” she greeted with a devious smile.

I tried to speak through the O-ring gag but all that came out was muffled sounds. My mother laughed and lifted herself up so that her bare crotch was now hovering above my face.

“Now use your tongue to make your Mistress feel good,” she commanded.

I eagerly obeyed, lapping at her folds with fervor as she rode my face. Her moans filled the room as I pleasured her with every lick and suck.

Suddenly, she arched her back and let out a loud scream as she reached climax. But instead of stopping there, she kept grinding against my face until she squirted all over it.

I could not help but feel pride at being able to make my mother feel so much pleasure. But my moment of satisfaction was short-lived.

My mother dismounted from my face and stood at the edge of the bed, her bare feet dangling in front of my face. She wiggled her toes, tempting me with their softness and scent.

“Clean them with your tongue,” she commanded, thrusting her feet closer to my face.

I could not resist. I opened my mouth and eagerly licked every inch of her soles, savoring the taste of her skin. My mother let out a satisfied hum as she watched me fulfill my duties as her devoted slave.

“You are nothing but a lowly bitch, here to serve and worship me,” she reminded me, pressing her foot harder against my face. “Remember you are lucky to even taste your Mistress.”

I nodded, too consumed by the pleasure of serving her to even form words. My mother then decided to further torment and tease me by dragging her wet folds across my body, teasingly brushing against my hard member. Stopping to undo my O-ring gag, much to the joy of my sore jaw. Happy I could speak freely again I blurted out.

“Please Mistress,” I moaned, unable to control myself any longer.

But she only laughed and continued to taunt me until I was begging for release. Then suddenly, without warning, she stopped all contact and left me frustrated and on the brink of climax.

“You will learn to beg properly before getting what you want,” she scolded before leaving the room, leaving me alone once again. My mother took a shower and shaved her legs, and painted her toenails, and got ready for the day.

She informed me she called in sick that day so she can properly make sure I act like her proper bitch. I was rock hard. I had no idea what the fuck had happened in the span of two days, two days ago I was slamming my mother like she was my cumsock, and now I am here being made into her slave bitch. My mind was in a spiraling downfall. I did not know which way was up.

I lay on the bed, still handcuffed. I was hard and desperate for release, but she had left me unattended for what felt like hours. Just as I was starting to lose hope, my mother finally entered the room.

She stood in front of me with her hands on her hips, a smug smile on her face. “Ready to learn your lesson?” she asked, uncuffing my wrists and snapping her fingers to tell me to get up.

I nodded eagerly, eager to please and serve her in any way she desired now as I was over the top horny.

My mother sat down on the edge of the bed and motioned for me to kneel before her. I did as instructed, my eyes locked onto hers as she began to demonstrate how to beg properly.

“First,” she said, lifting one foot up towards my face. “You must show your gratitude by kissing and licking every inch of my foot.” Again! Fuck I thought to myself. It hit me that my mother had a severe foot fetish, and now because I am the prime actor in her fantasy, I have one.

I leaned forward and pressed gentle kisses against her soft skin before running my tongue along her sole. My mother let out a satisfied hum, encouraging me to continue.

“Now,” she continued. “With each kiss or lick, you must say one word of your request.”

She leaned and made a slow suckle to the air in my direction before saying,” One suckle, earns you one word you may speak.”

She then caressed my face with her foot and pulled away to lean down lick my ear and bite down on my earlobe to whisper seductively,” One Lick, earns you another.”

Then without missing a beat she grabbed my chin and harshly turned it towards her face and leaned forward and forcefully kissed my lips long and slow sticking her tongue possessively into my mouth before pulling out looking into my eye, “And a slow kiss, earns you another. And slave, I expect long slow, loving kisses when you kiss me anywhere.” She said leaning back to where she was slowly extending her foot seductively to my face again.

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