The Loser's Trophy
Copyright© 2023 by Xanzibar
Chapter 22: Graduation Honeymoon
Fiction Sex Story: Chapter 22: Graduation Honeymoon - 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
The Plan comes together. I lost my scholarship opportunity but I was getting ready to finally make plans to move past this horrible year. I still applied to schools. I would be a normal student for a year and then walk-on as soon as I was free and clear. That is when I found out that Mrs. Simmons had intercepted my applications, at the behest of her Master, Steve. I took the news in stride and was about to call directly when I got home that day. Mrs. Simmons must have told Steve and Pam because when I got home, he was there with my mother and my girlfriend.
He showed me the night of the awards dinner and countless number of videos of me fucking my mother. He told me that if I applied to any school for scholarship, that he would release that footage and my life would be over. Pamela decided to slap me for glaring at them.
“Don’t ever glare at me again, bitchboy!” She barked out.
“You said if I played along you would let me go. You promised that I would not lose my ride.” I was openly weeping now. Last night, the piercings, the tattoos, the gang bang and bukkake of my mother, it was too much. I cried openly. They had broken me.
“I never said any such thing!” Steve said glaring at me like he was going to kill me.
“Your brother promised. Hector promised” I blubbered out.
“I NEVER SAID SHIT, FUCKER!” Steve said slowly. Now I was frightened. He was not going to let me go. “I am sure shit not done with your cum-dump of a mother, nor am I done by a long shot with you.” Steve growled out, he was red in the face with demonic type anger.
“But...” I tried to protest. I could barely form words my chest got so damn tight.
“What in the hell did you think? That I would let you live out your dream and become successful in life when I am stuck here my life ruined for beating your punk ass up. Kicked out of school by your mom and Cynthia who wanted to make sure that I learn my lesson?” Steve said. I could not retort. I wanted to end it. The footage he had of me and my mother, I did willingly in some cases enthusiastically. Me fucking my mother for hours at a time, I would not be able to convince a single soul that this did not happen on its own. I was fucked. I got so carried away with how I treated my mother that I never thought it would make sure I could not get out of Steve’s grip.
“No, you graduated, your leaving the house privileges are done! As far as your slutty cocksock of a mom, I am about to take this shit up a notch.” Steve said before continuing, “Follow me up to my bedroom.”
When Steve said to follow him up to his bedroom, dread filled my entire being. I knew what awaited me in his room, and it was not good. But I had no choice, so I followed him hesitantly. As we entered his room, I saw a small kennel cage in the corner of the room.
“What’s that for?” I asked nervously, already knowing the answer.
“That will be your new sleeping quarters,” Steve replied with a sinister smirk. Maybe I will move it to the living room I have not decided.”
My heart sank as he led me towards the cage and ordered me inside. With shaking hands, I crawled into the small space and sat on the cold metal floor. My mind was racing with fear and panic about what was happening to me.
“This will be your new place, where you belong,” Steve said in a menacing tone as he locked the door of the cage.
I couldn’t believe this was happening to me. Just a few months, I was a high school senior with a bright future ahead of me. And now, here I was trapped in a cage like an animal.
Suddenly, my attention was drawn to the sound of footsteps approaching us. It was my mother, Stephanie, and my “girlfriend” Pam. They all had wicked grins on their faces as they entered the room.
“Look at him,” Mom said with disgust in her voice. “He deserves to be locked up like an animal.”
My girlfriend Pam just laughed at my situation before leaning over to Steve and whispering something in his ear.
“Good idea babe,” Steve chuckled before turning towards me. “You know what would make this even more entertaining? Watching your mom and girlfriend have sex with me while you’re stuck here.”
My jaw dropped at his words as they all started stripping off their clothes without hesitation or shame in front of me.
I couldn’t look away as they began touching each other intimately, moaning loudly as they did so. Even though it made my blood boil, I couldn’t deny that they made a hot and sexy couple.
Steve pulled Pamela closer to him, their naked bodies pressing against each other as they moved in sync. Stephanie, still wearing her jeans and a dirty look on her face, climbed onto the bed and took Steve’s cock into her mouth. The bed creaked under their weight as they continued to fuck with abandon.
Pamela wrapped her legs around Steve’s waist, pulling him closer. He thrust into her tightly, making her scream with pleasure. Meanwhile, my mother was slurping on Steve’s cock like a pro, swirling her tongue around his balls before taking him deep down her throat.
In my confinement, I could hardly believe that seeing that bastard cuckold me still hit me like it did the first time, even after it became the routine. My mother was sucking off Steve while his cock was being ravaged by Pamela right next to me. It was surreal, like a nightmare that continued to escalate.
Steve glanced over at me in the cage, a cruel grin on his face. “Show your man the cream pie I just gave you and serve it to him.” I am going to kill all of them. I thought to myself. Still mad at the applications being intercepted. That thought was short-lived, as I did not notice my mother slip off the bed. I also failed to notice what she had in her hand. The second the massive electrical jolt hit my body I thought I was going to pass out, she had a cattle prod, and she was using it very liberally on me. Seems like she was very pissed about the hell I put her through the last couple of weeks, and she was currently set to Sadistic. She kept laying into me with that rod until I was on my back inside the cage.
She then snapped her fingers and pointed to the ground next her high heels. I started crawling on my hands and knees only to have her hit me again until I was supine on my stomach.
“On your belly, worm. Slither to here, you must earn the right to crawl again” My mother snarled, it was pure ire in her voice. She might actually kill me I thought. I have never seen her this angry. But this is what Steve wanted when he let me have dominion over her and vice versa. He wanted my mother to angrily partake her hatred on me. I slithered on my belly out of kennel until I was looking up at her heel.
My mother’s eyes gleamed with sadistic pleasure as she pointed to the ground a few inches away. I knew what she wanted, and I hesitated for only a moment before I began to contort myself towards her. The rough carpet stung against my bare skin, and each movement was met with a small electric shock from her cattle prod.
As I reached the designated spot, my mother swung her leg over my head, positioning her foot above my face. She pressed the livestock prod against my cheek, leaving no doubt as to her intention.
“Clean my shoes, worm. And don’t forget to please your girlfriend while I enjoy Steve,” she hissed. I shuddered at her adoption of our dominance role-playing game, but I knew better than to hesitate. I began licking the bottom of her stiletto, savoring the taste of leather and sweat. My tongue danced around the shape of the shoe as my mother bent over at the waist and leaned down and started bobbing her head up and down on Steve’s cock. Pamela had a post orgasmic glow as Steve just gave her a cream pie. My girlfriend smirked as she opened her legs. My mother without turning back from the blowjob she was giving snapped, to my girlfriend.
I froze as I saw another cattle prod in Pamela’s hand, she simply said, “School is still in session bitch, now your real training begins whore” Pamela said placing the end of prod under my chin and lifting it up until I looked into her eyes. “You know what do, you have done it before. This will continue; only now I want you eager, no more doing it because I ordered you to, you will be thankful for any order we give you from now on. A change in attitude is in order slut.” Pamela said to me. They wanted to make me into an entirely mind broken gimp.
I could feel the pressure of the cattle prod against my chin, forcing me to look up at Pamela’s smirking face. My heart raced as she continued to lay out her plans for my complete submission.
“You will start by cleaning every inch of my body,” she purred, running her fingers through my hair. “And I expect you to do it with enthusiasm, you little slut. Otherwise, you will sleep with this prod up wrapped to your balls the entire night.”
I nodded, unable to speak as fear and arousal coursed through me. Pamela leaned back on the edge of the bed. Spreading her legs wide. I knew what was expected of me and I shuffled forward on my knees, acting like I was eager. I had already been shocked more times that I ever want to endure and did not intend on letting Pamela lay into me with her prod like my mother did.
As soon as I reached her crotch, Pamela grabbed a handful of my hair and pulled me closer. I could smell Steve’s musky scent mixed with Pamela’s own arousal and I couldn’t help but moan in anticipation.
“Clean me out,” she commanded. “Lick up all of Steve’s cum from inside me.”
Without hesitation, I pressed my tongue against her folds, lapping up the sticky fluid that coated them. My efforts caused Pamela to arch her back and moan loudly, gripping my hair tighter.
“That’s it,” she urged. “Get every last drop.”
Her words only fueled my desire to please her, and I eagerly dove in deeper, flicking my tongue against her sensitive areas and sucking on her clit. With each pass of my tongue, she grew louder until finally she was crying out in orgasm.
She collapsed back onto the couch with a satisfied sigh and gestured for me to continue cleaning her body. My mother watched with a smirk on her face as I eagerly licked up Steve’s seed from various parts of Pamela’s body.
“You’re doing such a good job,” she cooed condescendingly. “Maybe you’re not such a useless worm after Her kind words filled me with pride at her praise even as I continued to clean up every trace of Steve’s presence on Pamela’s body. Fuck what are they doing to me. I should hate her fucking guts I thought to myself. I knew I was very close to being broken at that moment. I was those final days it was almost over, like past the point for me even thinking of defying them.
As Pamela recovered, she had me lick her legs until I was back down to her foot where she kept me licking and suckling her foot in worship. Behind her my mother was on fours, being pounded fast and hard by Steve.
As I continued to worship Pamela’s foot, my mother was on all fours behind her, being pounded relentlessly by Steve. The sound of their bodies slapping together echoed through the room, punctuated by my mother’s screams of pleasure.
“Oh God, yes! Fuck me harder!” she cried out. “I love your cock, Steve! Thank you for letting me be your fuck toy!”
Steve responded with quick and powerful thrusts, his hands gripping tightly onto my mother’s hips as he claimed her body. Each time he entered her, their skin slapped together loudly, adding to the intense soundtrack of their lovemaking.
Pamela watched with amusement as my mother was reduced to nothing more than a moaning mess beneath Steve’s relentless assault. She chuckled and shook her head.
“Look at that,” she remarked. “Your mother is just a slut for his cock.”
My mother could only moan in response as Steve continued to pound into her. She was completely lost in the pleasure he was giving her and couldn’t even form coherent words anymore.
As they approached their climax, Steve’s thrusts became even more frantic, and my mother’s moans turned into cries of ecstasy. Soon enough, they both reached their peak and exploded in simultaneous orgasms.
But even as they came down from their high, Steve showed no signs of slowing down. He flipped my mother onto her back and continued to fuck her mercilessly while she begged for more.
I could see in her eyes that she was completely under his control - willingly submitting to his every desire. And as long as he kept giving them both pleasure like this, I knew there was no way she would ever break free from his hold.
But despite the intense fucking that was happening right in front of me, I couldn’t help but feel a twinge of jealousy towards Steve. I was so warped I wanted to be the one fucking my own mother. He really had me screwed up royally.
The pair switched places three more times before the night was through, with Steve fucking my girlfriend and mother, and me giving them another orgasm as I cleaned his seed out of their sex. I learned that the kennel I was placed in was no ordinary kennel. I was blindfolded and forced to stick my erect cock into a hole in the caging. The result is that my cock stuck out of the box, and I was forced to sleep upright on my knees while simultaneously giving the entire world outside the cage access to my cock.
Mother’s Works Full-time at New Job
I thought shit was going to hit the fan one night. My mother was screaming at Steve they were having an honest to foil argument. I thought maybe my mother was finally going to snap and say she had enough. Then no sounds were heard for about an hour. I got worried. They had put my kennel downstairs for the night, and Pamela had gone to the store to pick something up.
The is when I saw it. My mother came downstairs, her hair had been teased to look wild, she was wearing a slinky chain dress miniskirt, with black high heel sandals. The dress barely made it past her ass. She was embarrassed to look at me. I knew that something was not normal because when she walked past me, she had a look of complete shame in her eyes. The way she did when all these events started.
They left out the door and the house got quiet. I sat in the house to myself locked in a large kennel like a dog and looked out to my own house unable to interact with everything. I heard the door open and looked out to see Pamela returning with two bags of groceries. I watched as she ignored me. For the first time since this all started, I found myself hurt that she gave me no attention.
One Hour Later...
I was lost in a mindset of self-loathing when I heard the high heel shoes of Pamela get closer. I was not allowed to look up at her or anyone else, so I focused on her shoes. She stopped in front of my kennel and waited.
I knew what she was waiting for, part of my new training was making me more ‘grateful’. So, I meekly recited the words she wanted me to hear.
“Goddess, you have returned. Please let me serve and worship you” I was so defeated I barely speak anymore. I swear it turned her on the further ground down I was. Because she responded by raising her foot to the cage. I did not act quickly enough for her liking.
She withdrew her foot and walked off disgusted mumbling under breath, “Loser cannot even do that right” She said before taking her cellphone out to speak to Steve. I could not hear what they were saying just that she could not wait for him to come home. She put on the TV and watched one of her shows before coming back to my kennel.
“Goddess, you have return please let me serve and worship you” I mumbled out again. Hoping she would let me out of my kennel. This time she placed her heel right up to the cage on the floor snapped her fingers downwards. Afraid that she was going to keep me locked in here again I dove my forehead forward and extended my tongue to her show and licked as furiously as I could as if my life depended on my tongue tasting her skin.
Pamela blushed and rewarded me with a compliment, “Good boy, now that’s my good lil bitch.” She was speaking to me like a pet now, which somehow felt worse than just torturing her former boyfriend. She opened the kennel and I crawled out on my hands knees and kissed her foot again and said, “Thank you Goddess, for this privilege.”
Pamela sunk into the couch, her show blaring on the TV, and I followed closely behind her on my hands and knees. She snapped her fingers and I immediately went back to suckling on her ankle, causing her to let out a satisfied sigh. This was my designated spot, at her feet, where she could use me however she pleased.
She didn’t say much, just a simple order of “Continue, you know what to do.” And I did. I traced gentle kisses up her leg until I reached her sex. Here she kept me, using me as her toy to bring herself pleasure whenever she desired.
I couldn’t see or hear much from this position, but I was able to feel every movement of hers as she watched TV or talked on the phone with Steve. Sometimes she would talk to me too, reminding me of my place and how lucky I was to be serving her.
As I pleasured Pamela with my tongue and lips, a mix of emotions swirled inside me. There were pain and humiliation at being reduced to nothing but a plaything for someone else’s pleasure. But also, a twisted sense of satisfaction in pleasing Pamela and being useful to someone again.
Hours passed by in this way before finally Pamela’s phone rang again and she sat up abruptly, signaling for me to stop. She answered the call and left the room, leaving me kneeling alone in front of the TV.
But it wasn’t long before she returned with something in her hand - a collar with a leash attached. She gestured for me to turn around and presented it to me.
“Put this on,” she commanded.
Without hesitation, I took the collar from her hand and placed it around my neck. It felt like another symbol of my submission - marking me as hers completely.
“Good boy,” Pamela cooed as she clipped the leash onto my collar. “Now let’s take you for a walk.” The neighbors especially the housewives that were home for the day all grinned evilly and took in the show. I was a fit man after all, and they lusted over me as I played the part as her bitch.
I followed her obediently out of the house and into the car.
“Time to go pick up your mom, Steve has other things he is attending to.” Pamela casually explained. Something about her demeanor made me very uneasy. She seemed too happy to pick up my mother. I had a feeling they were going to show something that might destroy me.
As we pulled up to the motel, my heart felt like it was going to drop right out of my chest. I could see my mother through the window of her room, getting dressed. But it wasn’t just any outfit - she was wearing a shimmering silver Women’s Rhinestone Diamond bare mid-riff Tassel Top, paired with a black micro-skirt and silver high heels stilettos.
My heart felt like it had stopped beating as I watched her walk out of the room and towards our car. She looked so glamorous and seductive, like a completely different person than the woman I knew as my mother.
But what really made me feel like I was going to faint was when a man stepped out of the motel room behind her. He had his arm around her waist possessively, and I could see he was wearing expensive clothes and flashy jewelry. It didn’t take a genius to figure out that this was my mother’s “John” - the man she was selling herself to for money.
A giddy Pamela parked the car and got out she could not keep her gaze off my face, relishing leaving me sitting frozen in shock in the passenger seat. My mind couldn’t process what I was seeing - my own mother, selling herself for money and enjoying it.
I felt sick to my stomach as Pamela approached them and exchanged pleasantries with my mother’s “John”. They both seemed completely at ease with each other, as if they were old friends or even lovers.
But for me, it was a surreal and painful moment. The image of my mother in that provocative outfit, being used by another man for his pleasure paid for like a common whore, burned itself into my mind and caused a lump to form in my throat.
Somehow, I managed to get out of the car when Pamela gestured for me to join them. But everything felt like it was in slow motion as we walked towards the entrance of the motel.
Pamela led us into the motel room, while I followed behind in a daze. She seemed to be enjoying every moment of this and couldn’t resist relishing it out loud.
“Look at your mom, all dressed up and ready to please her John for some cash, she is finally doing what she is best at, being a real whore.” she said with a smirk on her face. I could feel my cheeks burning with embarrassment as she continued to mock my mother.
She turned to John and asked him if my mother had performed to his liking. My heart sank as I realized that this was a routine for them; my mother being used by men for money.
The John, who hadn’t even spared me a glance until now, finally turned towards me and replied in a gruff voice, mistaking me for her pimp, “She’s okay, but not as enthusiastic as I would have liked her to be.”
My stomach churned at his words, and I could feel tears prickling at the corners of my eyes. This man was talking about my own mother as if she were some object, meant solely for his pleasure.
But what hurt even more was when he added, “She even frowned a couple of times during sex. It didn’t seem like she was into it at all.”
My heart broke for my mother, that she had to endure such degrading acts just to make ends meet. And now her own son had witnessed it all.
Pamela’s face turned serious at this comment, and she gave my mother an angry glare. My mother looked down and became mousy and submissive under their gazes.
I couldn’t bear to see her like this, so broken and defeated. But at the same time, I couldn’t find it in myself to forgive myself for what she was doing. My weakness made my mother subject herself to such humiliation? It was my fault she was whoring herself in one of the “red-light districts” of the Salvage District.
Tears streamed down my face as I stood there helplessly, watching the scene unfold before me. The image of my mother was shattered, made me ashamed of myself. Pamela had a smug grin on her face looking at us two.
“We are going to visit some associates” Is all Pamela said before we followed her to the car.
“Now my sexy little cum dump, do I need to call Frank and tell him you are not performing up to snuff?”
“No Goddess I am so sorry, I am just tired from...” My mother said softly unsure what to say.
“From all the dick you took, understandable, do not even think of letting it happen again. Frank has broken hundreds of women that were a lot tougher than you.” Pamela bragged. My mother winced as if the treat was motivation enough.
Calvin’s House
Salvage District...
We drove up and I recognized the house immediately. It was on that second USB drive sent to me. The house where my mother made the mistake of threatening the Salvage Street Savages, and in particular Steve and his Half Brother Calvin. It actually look slightly better but still ran down. A few gangbangers were on the porch looking out as they sat on lounge chairs to the street as if they were on lookout.
They all cheered when my mother left the car, “Hey guys Snow is here!”
“Fuck yeah, mmm that is what I am talking about.” Another barked out. There was a party happening when I walked into the room and I froze again. Cynthia Simmons, my old high school prinicpal and her daughter were in the middle of a throng of men. They were dressed in a hot pink eyelash bra and thongs and 5” hot pink high heels.
Cynthia was currently making out with one of Calvin’s lieutenants and her daughter who was in college was in the middle being spanked by Steve.
“What are you, slut!” He barked.
“Your pretty fucktoy Daddy!” She responded like she was about to cum.
This should have been rock bottom. Sometimes the world aligns for you to get out of any situation. This was one of those times.
The regular television turned on after I saw an episode of Mel and his friends fucking my mom like she was a sexdoll at their lake campsite what looked like summer of last year.
When it ended the regular news came on. Apparently, a tragedy occurred at one of the most prestigious universities in the country. Stanton University Spartans lost their entire quarterback room, and wide receiver core save for my best friend in high school and my favorite wide receiver, when the teammates decided to go on Summer Break together overseas and a tidal wave from an Earthquake devastated the island they were on, the casualties were monstrous but in the process it the university without a quarterback on the roster. It was major news as the quarterback was an All-American in line to win the Heismann.
I did not know it at the time, but this tragedy for most in the nation, was one of the single best things to ever happen to me personally in my life. It did not happen instantaneously of course. It happened much quicker than I thought it would happen.
That night...
Kelly wanted to use me that night. She was not nearly as cruel. She was hyper-dominant, but it was not with malice like Pamela. Mrs. Thompson for that matter was not that bad, Mel on the other hand was sadistic, but even he was nothing compared to Steve and his family, apart from Hector. Plus, Mom told me she loves the sex with Mel, evidently, he was really good at sex and my mother was not sad, or shameful when she went over next door. Of course, they did not want to ruin my mother’s life nor mine.
Kelly saw the way I hung my head when Pamela strolled by, how I shrank into the walls at every command. She sauntered by my cage, keys laced between manicured fingers, and in a conspiratorial hush said, “You look like you could use a little time out of your ... cage.” The word was syrup, poured slow and thick. I didn’t believe her at first, thought it was just another game, a new humiliation, but her hand was warm on my wrist as she led me by the leash into one of the spare bedrooms, one that still smelled faintly like a guest room, a little too clean, as if new sin waited to be broken in.
She sat on the bed, still in her tennis skirt and half-zipped tracksuit top and patted her thigh like you’d encourage a dog to jump up. I obeyed, collapsed at her feet, and she slithered her toes up my chest, raking the arch of her foot across my ribs and up to my mouth. “Good boy,” she murmured, not with malice never with Kelly, not the way Pamela used it but with genuine pride, a kind of radiant pleasure at seeing someone become exactly what she wanted.
I’d never imagined myself as someone who would beg for scraps, but at that moment I’d have begged for anything. Kelly whispered instructions “Slower, now faster, use your tongue, don’t stop until I say” each command more precise than the last, and I realized she was orchestrating me, that every breath and sound from her was both a reward and another shackle. When she pulled me up by the hair and straddled my face, it was with the confidence of someone who was always meant to be in control. She rode my tongue with a rhythm that made my jaw ache, but every time I faltered, she’d slap my cheek softly, just enough to remind me where my attention belonged.
It was three hours before she let me up for air, and when she finally did, she was laughing, eyes glassy and wild. “God, you’re good at that,” she said, wiping the sweat from her brow. “Too bad you’re already spoken for, because I could get used to having you at my heel.”
I’d never seen her so unguarded before. There was a generosity to the way she sprawled on the bed, legs still shaking as she lit a cigarette and offered me one, too. She let me curl beside her, my face sticky with her, and gently ran her fingers over my scalp as if she was grooming a favorite pet. It was the most human I’d felt in weeks.
When Pamela wandered in, arms folded and lips pursed, I tried to pretend misery, but Kelly just shooed her away, saying, “He’s mine tonight, he’s earned it.” And I found myself believing it at least for an hour, an evening, I belonged to someone who saw me as more than a toy. She teased me about my abs, about how submissive I was for someone who clearly spent so much time in the gym, and then when my guard had gone down when she kissed me full on the mouth, tasting herself there, licking her own essence off my lips.
We talked in the dark for a long time afterward, her head pillowed on my chest. She told me about her college days, her failed marriage, how being with women had been a revelation after years of pretending she liked men who never listened. I told her about my mom, about the job I’d lost, about how I’d ended up here. She didn’t judge, didn’t offer pity, just listened, stroking my side with lazy affection.
When she finally locked me back in the cage the next morning, I almost thanked her. Kelly winked over her shoulder as she left. “Maybe if you’re good, I’ll let you out again.” It was the closest thing to feeling hope. I’d felt since all this started.
The next morning