The Gamble - Cover

The Gamble

by Scorpio00155

Copyright© 2001 by Scorpio00155

Incest Sex Story: Mother agrees to fight another woman to stop her son being bullied, the stakes are high, the prize for her opponent's boyfriend and his gang is HER!

Caution: This Incest Sex Story contains strong sexual content, including Ma/Fa   mt/Fa   Mult   Coercion   Drunk/Drugged   Incest   Mother   Son   BDSM   MaleDom   Spanking   Rough   Humiliation   Gang Bang   Oral Sex   Anal Sex   Size   .

I sat and stared across the room at my son who sat with his head in his hands, his whole demeanour was one of defeat. He looked up at me with tears threatening to flow in his eyes, and then put his head back in his hands.

"Tell me again what he said." I said softly with disbelief tingeing my voice.

In a dull voice my 15-year-old son repeated what he'd told me no more than twenty minutes past.

"Don said the only way to stop him bullying me was for you to beat his girlfriend in a fight."

Shaking my head I wondered what the hell was going on. I'd known that an older boy called Don and his gang of bully-boys was harrying the kids in the area, along with a number of other parents I'd complained to the local authorities and even the police, yet they'd seemed powerless to stop this teenager's reign of terror. Now he'd given my son an out and I knew that there had to be a catch in it somewhere, though for the life of me I couldn't see what it was. Don's girlfriend would certainly have the advantage of youth on her side, but I'd seen the girl hanging off his arm and she was a mere wisp of a girl. I might have been 35, but I was in damned good shape thanks to daily workouts, I had the height, weight, reach on this 'girlfriend', and felt confident of the outcome if we met. Looking at my son I decided that he was at the end of his tether, if all it was going to take was beating the slip of girl Don called his girlfriend to end my Bob's torment so be it.

"Okay," I said firmly, "where and when does this fight take place?"

"Mum, no, don't!" Bob gasped, his head whipping up out of his hands.

"I can beat that girl I see hanging off his arm." I said confidently, "Trust me."

"Oh please mum," my son pleaded with me, "you can't. The bastard has something up his sleeve; I just know it. Please mum, I don't want you to get hurt!"

The concern in his voice gave me a moment of doubt, but I felt confident in my ability to win against the girl. Looking at Bob I gave him a confident smile and repeated my question about when and where the fight was to be. After about five minutes of trying to dissuade me from the idea of taking up the challenge Bob finally gave in.

"He said if you had the guts to accept the challenge" he sighed forlornly, "we should be at the old sports club at seven thirty tonight and..."

When he faltered I waited a few moments before encouraging him to go on.

"And" he said with great reluctance, "you had to dress right."

"Dress right?" I repeated in a puzzled tone.

"Mum, please don't do this." Bob pleaded with me again.

"Bob, just tell me what the hell this 'dress right' means." I replied more firmly than I'd intended.

"No trousers, slacks, jeans or shorts." he said softly staring down at the floor, "Dresses or blouse and skirt are okay. Stockings, no tights; knee-highs or socks and high heels. Bra and panties, no one-piece leotards or swim suits, no bikinis. Mum, please, I'm begging you don't do it!"

I waved off his final plea as I thought about the 'uniform' Don had set for the fight, it seemed quite clear to me that he was hoping to get a few flashes of body parts during the conflict. Well, if I had anything to do with it the fight would be over as soon as it started. Glancing at the clock I noted it was approaching six forty, if we were to get to the old sports club on time I needed to get a move on. Rising I told my son to get himself ready while I changed, he looked at me with pleading eyes, but got up to get himself ready as I had asked.

All the way to the place where this fight was to take place my son pleaded with me not to go through with it, I was touched by his assertion that he would rather be bullied than see me harmed. Full of my own confidence I tried my best to reassure him that everything would be just fine, that I'd beat the girl easily, that I wouldn't come to any harm and the bullying would stop. Yet nothing I said seemed to calm his fears, he was positive that Don had some trick or other up his sleeve. Some of his doubt rubbed off on me and I wondered what it might be Don could possibly do to change the outcome of the fight in favour of his diminutive girlfriend.

With five minutes to spare we arrived at the old sports club, it was a secluded site hidden away in one corner of a large park, and when I say hidden I mean just that. The place was concealed behind a stand of trees and bushes, so much so that not everyone even new the place was there, many assumed that it had been torn down years back, but there it stood and it seemed that Don had turned it into his little domain. There were lights on in the main gym and I led my son inside with him almost going down on his knees to beg me to turn around and go home. Inside the gym was a group of fifteen 16 and 17 year old boys, one of whom I instantly recognised as the chief bully Don, there were also about three teenaged girls there, one of whom was the petite girlfriend I was to fight. As we crossed the dirty floor of the gym Don spotted us and grinned triumphantly, a shiver ran down my spine at the look of sheer confidence in the youths face, but I steeled myself with the thought that his girlfriend was a pushover.

"Well, well," Don crowed, "look who we have here. Seems momma has got some guts after all."

The gang of boys all laughed at his comment, annoyed I walked up to him and glared at him.

"I see you dressed right." Don smirked looking me up and down.

Now I was proud of my figure, but his look was disgusting and I wanted to wipe that smirk off his face.

"Just get on with it." I snapped.

"Ooh," he laughed, "a cocky bitch eh? Well I'll tell you what, let's just up the ante shall we?"

"What the hell are you prattling about?" I frowned.

"Well, if you feel so confident about winning" Don smirked looking me in the eyes challengingly, "why not make the stakes even more interesting."

"Like what?" I snapped.

"God mum, no!" Bob gasped behind me.

"Shaddup wimp!" Don snapped menacingly at my son, then smirked at me again, "How about 24, no make that 48 hours of service."

He had lost me totally, just what the hell did he mean by 'service'? My puzzlement must have been obvious because the youth laughed.

"What's up bitch, don't know what service is?" he cackled with his gang joining in the laughter, "Let me make it simple for you. You win and we leave your wimp of a boy alone plus you get to have me do anything you want for the next 48 hours..."

It sounded stupid, especially as the only 'service' this boy could do for me when I won was to leap off a tall building. His 'dramatic' pause drew on for a few heartbeats then he went on.

"You lose" his voice dropped menacingly, "and your boy keeps getting the treatment and you do anything I want for 48 hours. Anything! And in case you think of welching remember we got your kid here."

"And what's going to stop you welching when I win?" I snapped angrily.

He laughed at me and swept his arm around his gang.

"I got a rep lady," he sneered, "I'd lose respect if I welch on a deal. 'Sides, you got to win first bitch, if you think you're up for it of course. Are you on or not?"

I was more determined than ever to wipe the smile off the bastard's face, he was throwing out the additional challenge and I looked him straight in the eyes as I answered.

"You're on!" I snapped, "Now cut the chatter and let's get this over with, I have things to do!"

"No!" I heard Bob breathe, "Oh God no!"

"It's okay Bob," I smiled at him over my shoulder, "this won't take long."

"I'm lookin' forward to taking you down a peg or two bitch." Don growled at my comment to my son.

"Dream on." I smiled confidently.

"Okay, get it on then." Don snapped waving at his girlfriend to come forward.

The boys all formed a large circle around us as I eyed up the short teenager facing me, I grinned at the thought that she wouldn't last long against me. Out of the corner of my eye I saw Don grab my son and pointedly order him to watch the fight, but I couldn't let myself be distracted by this. The girl moved and I tensed ready for her attack, only she just paced around me so I had to keep turning to face her. Around and around she paced, he lips parted in a cruel grin that began to get on my nerves, then suddenly she bounced at me, I punched out at her then gasped with pain as the girl ducked under my punch and hit me in the gut. For a moment I was winded and that moment was all this girl needed, I felt her foot hit the back of my knee and I dropped to my knees, she was all over me before my knees hit the ground!

I suddenly felt my head jerked backwards sharply by a hand painfully grasping my hair, an arm went around my throat in a chokehold and I gave a choked cry as the girls arm tightened relentlessly. Grasping at her arm I tried to pull it away from my throat, I was shocked to discover that I couldn't budge her arm even a millimetre, her muscles felt like knotted bands of steel under her thin blouse as I gurgled in her grasp. It was my son crying out to me that gave me the strength to make a last effort, punching back over my shoulder I felt my fist connect with the girl's face, heard her cry out and her arm loose it's hold for a moment. With a desperate strength I tore loose from her grasp and struggled to my feet, turning to face her I gasped for breath and threw another punch at her. Once again my blow failed to land as she ducked under it and hit me in the gut again, what breath I had left whooshed out of my body with an 'oof' as I curled over the girl's fist. I cried out in pain as her fingers locked themselves in my hair and pulled me forward, I hit the ground with enough force to stun me and as I struggled to my hands and knees the girl kicked me in the ribs with enough force to twist me over onto my back. Even as my back was striking the ground she was leaping astride my chest, groaning I tried to struggle up against her and she slapped me across the face. I cried out at the sudden pain across my cheek, then again as she slapped the other cheek, her small fists struck downwards and I yelped as she punched me in the breasts. Her hands grasped the front of my blouse and tugged, though the haze of my pain I heard and felt the buttons bursting, my blouse flapped open to slide down either side of my body as the girl dug her fingers into my breasts painfully. Grasping her wrists I tried to push them away from me as her fingers mashed at my boobs making tears spring to my eyes.

"Not so tough now bitch!" the girl hissed at me.

Grasping my hair she started banging my head in the floor leaving me dazed and stunned, I felt her get off me, roll me over then my arms were jerked backwards as my blouse was torn from me. Shaking my head I tried to push myself up, but I just couldn't seem to find the strength and before I had raised myself more than a few inches she was on me again. She jerked my head backwards by my hair with one hand while the other tugged at the back of my bra, desperately I tried to reach around to stop her pulling the hooks open, but I couldn't get at her. Suddenly my bra went loose, with a cry of humiliation I flung an arm across my chest as she pulled my upper body upwards by my hair. Despite all my struggles this petite teen tore the bra from me then stood up, she kicked me in the ribs again and I cried out, next thing she was behind me, her hands pulling at my skirt as I kicked and screamed at her. I tried to grab at my skirt with one hand while covering my bare breasts with the other, but there was no way I could hold my skirt up one handed. With a laugh the girl ripped it from me, forcing me over on my back as she pulled it off my kicking legs, as she threw the skirt aside I lashed out with one foot and caught the girl in the ribs, with a 'whooof' she flew backwards.

Gathering myself I climbed to my feet and kicked her again, I was hitting at her with everything I had left, her cries sounding with each blow I landed. Just as I thought I was getting the upper hand she reached up and dug her fingers into my pussy, her nails digging painfully into me even through my panties. My scream rang around the gym as I staggered backwards away from the girl's grasp, but she moved with me, squeezing and crushing at my pussy as she rose to her feet, desperately I clawed at her hand trying to free myself. Then my screams became a breathless gasp as she hit me in the stomach with her other hand, her clutching hand released my pussy as I doubled over, when she grabbed the waistband of my panties and tugged sharply at it I didn't have the strength to resist. With unbelievable strength she literally ripped the panties from my body, jerking me towards her as I became nude, as our bodies collided I tried to grasp her, but somehow she twisted me around, I felt her hand lock around one of my wrists and force it up my back. She forced me to my knees, my arm feeling as though it would break at any moment as she pushed it further up my back, crying out I tried to twist free to no avail. Then her sharp clawed finger were digging at my pussy again, my legs jerked out as she dug her nails in, my scream echoing around the room to die in a groan as my body crashed down to the hard floor.

"Fucking bitch!" the girl hissed at me, "Thought a stuck up cow like you could beat me did you, well now you know better!"

Her knee came down in the small of my back pinning me to the ground as with one hand she tried to force my arm up between my shoulder blades and with the other hand assaulted my pussy. I couldn't take any more punishment from her, I cried out to her to stop, I begged her to stop and she laughed at me, her laughter joined by the rest of the group around us.

"Do you surrender bitch?" the girl hissed.

"Yes!" I cried, "I give in, I surrender!"

"Know what that means bitch?" she laughed, "You lost, you're Don's for the next two days."

I groaned in despair at her words, but she wanted more than a groan out of me.

"Say it bitch," she snarled pushing my arm up harder, "say it! Say what losing means!"

"I lost," I whispered, "I'm Don's for the next 48 hours."

"Louder!" she snapped digging her fingers into my pussy again.

"I lost," I screamed out, "please no more, I lost and I have to do whatever Don wants for the next 48 hours!"

Suddenly she released me and stood up, she prodded me almost contemptuously with her foot the walked away from me. With tear filled eyes I struggled to my feet trying to cover my pussy and boobs with my arms, raising my eyes I found myself looking at my son, his face held a look of shock and dismay, beside him stood a leering Don. His eyes raked over my battered body, and then he crooked a finger at me signalling me to come to him. My legs felt unsteady as I walked the few feet towards him, his eyes burning into me as I came to a stop in front of him.

"Bit late to be covering up ain't it." He smirked.

I knew he was right, they must all have seen my naked body as I struggled against Don's girlfriend, but something in me had needed to try to keep one thread of dignity. Don raised an eyebrow and I knew what he wanted without his needing to say another word, my face burned with embarrassment and shame as I let my hands drop to my sides in submission. His smirk grew wider as he let his eyes rove over my now fully exposed body.

"Listen and listen good," he said looking me in the eyes, "you got two days to recover in, Friday at eight you be back here with your wimp-boy. Understand?"

I nodded, but he repeated his question sharply.

"Yes," I sobbed in humiliation, "I understand."

"Good!" he said, "When you come you be dressed in the smallest mini-skirt you can find, even if it means buying a new one, got that?"

"I understand." I sobbed.

"On top you wear a see-through blouse," he went on, "no bra or panties. Got that?"

"Yes." I replied numbly.

"Lastly you wear stocking and the highest heels you have," he continued, "and if you have nothing less than four inches you go out and buy a pair. Got all that."

"Yes." I replied.

"Then repeat it!" he snapped sharply.

"I...I have to be here by eight on Friday night," I sobbed, "wearing the shortest mini-skirt I can find, a see-through blouse, stockings and high heels of at least four inches. No bra or panties."

Laughing he dismissed me, but as I reached down to grab the tatters of my clothing he snapped.

"You go as you are, those are Cherries prize."

Sobbing with shame and humiliation I fled the gym with my son beside me struggling to get his jacket off. Outside he put his jacket around my shoulders and gave me the car keys, how I made that drive home I'll never know, I felt stunned, shocked and totally humiliated by my defeat at the hands of a girl half my size. When we got home Bob helped me up to the bathroom then left me to wallow in my misery under a warm shower, cleaned and dried I felt little better. Numbly I tottered to my bedroom, my son suddenly there beside me supporting me to my bed, covering me with the bedclothes and sitting beside me as the tears flowed down my face.

"I should have listened to you." I sobbed.

"Oh mum, what are you going to do?" he sighed sorrowfully.

"What can I do?" I bawled, "If I don't show up, dressed the way he said they'll hurt you Bob, God I can't let that happen! I just can't believe that I lost to that girl!"

"I heard some of them talking," he sighed, "they were saying Cherrie is a semi-professional wrestler on some circuit or other. I knew that bastard Don had something up his sleeve! Mum, don't go, I'll risk whatever he'll try to do, but please don't go, they'll hurt you again, I know it!"

"Darling," I sighed tearfully as I reached up to stroke his face gently, "you know there's no choice, I have to go or see you injured by them, probably badly. I can't, I won't let that happen to you Bob, no matter what it costs me."

"I love you mum." I sighed giving me a hug, "I feel this is all my fault. If I wasn't such a wimp I could have fought my own battles."

"Don't blame yourself Bob," I comforted him, "there's little you could do alone against so many of them. This situation is my doing, I was too cock sure of myself, I was so sure I was going to win I let Don manoeuvre me into upping the stakes. I gambled and lost. Now, give me another hug and then off to bed with you."

When he had gone I lay staring up at the ceiling, tears welling up in my eyes and streaming down my face as I thought about just what Don's 'anything' would be come Friday. The way he wanted me dressed left no doubt at all that I was to become a sexual plaything for 48 hours and although I was no shrinking violet where sex was concerned I was in dread of what the bastard had planned for me.

I got through the time before I was set to show up at the gym like a zombie, fear clutching at me constantly as the hours passed. What made things seem even worse to me was that I had to pay for the privilege of being enslaved for 48 hours, nothing in my wardrobe would suit what Don had stated in no uncertain terms that I was to wear. The boutique I'd bought the mini-skirt and blouse in was miles from my home, the assistant had grinned when I had stated my needs and my blush of embarrassment only made her grin all the more. When I left the place I had a skirt so miniscule that it didn't cover me at all, both my buttocks and my pussy could be glimpsed easily whether I moved or stayed still as for the blouse, it was so sheer as to be as clear as glass! The shop had even had the high heels I needed to buy, I had never worn anything higher than three inches, these were double that and I knew I would have to practise walking in them before I arrived for my humiliation on Friday night. Lastly the assistant sold me self-grip stockings, as she packed all my purchases she commented that 'my lover was in for a great time', her words sent an icy chill through me.

Then the hours were all gone, as I prepared for the ordeal ahead I felt the urge to hide myself away growing and growing inside me, only the thoughts of what would happen to my son kept me moving. When I dressed and looked at myself in the mirror I felt my face blushing, I looked like a slut, my boobs were totally on display, my pussy peeked from under the hem of the skirt. Looking at my face I wondered if I should put on make-up, Don had said nothing about it and I decided that he could get stuffed if he thought I was making myself up for him. When I finally left my room it was with the grim determination to get the affair over and done with. Bob was waiting for me in the living room, his expression glum and forlorn, as I walked in his eyes raised then opened wide, his face turned bright red then he suddenly looked away from me. Inside I felt chilled that my son was so ashamed of what I was doing for him that he couldn't look at me, yet I had to pay off the wager or see him hurt.

"We'd better go." I said softly with a tremble in my voice.

My son said nothing as he rose to his feet, but as we headed to the front door I felt him take hold of my wrist, I looked at him and saw his concern for me clearly written in every line of his face.

"Please," he almost whispered, "stay here, don't go. I don't trust Don."

"Bob," I smiled what I hoped was comfortingly, though my inner fear had to be showing through, "you know I have to do this. I couldn't live with myself if anything happened to you and I could have prevented it. You're all I have Bob, I love you and will do whatever it takes to keep you safe."

"Not this mum," his voice trembled as though in the verge of tears, "not this. There has to be something else..."

"There isn't darling," I silenced his plea gently, "oh how I wish there was. Come on or we'll be late. The sooner we get there the sooner it will all be over."

His shoulders slumped as we left the house, I felt so exposed as we walked the few feet to the car, I'd thought of wearing a coat until we got to the sports club, but felt it would be a pointless gesture. The trip to the club was made in silence, I could sense my son watching me and on the occasions when I glanced his way I felt my heart aching at the sight of the despair written in his eyes. His despair mirrored what I felt inside. All too soon we had arrived at our destination, I parked the car behind the clubhouse then sat staring at the lights gleaming from the grimy windows of the gym. For a moment I couldn't move, beside me my son made a last ditch effort to beg me to drive away, but I knew it was too late for that. Giving him a smile of assurance that I did not feel I got out of the car, locked it and gave him the keys, on trembling legs I walked towards the entrance with my son a step behind me.

"I was wondering if you would come," Don laughed as we walked across the gym towards him, "nice to see an obedient bitch."

My heart pounded with fear as the distance between us closed, my eyes flicking around the hall counting the other boys that were there. Fifteen, just as there had been on the night of the fight, only this time there was only the one other girl, my conqueror, Cherrie. I came to a stop a couple of feet in front of Don; his eyes seemed to rape me, as he looked me up and down triumphantly.

"Nice outfit." he gloated.

"Let's get this over with." I replied with more confidence than I felt.

"All in good time." he laughed then glared threateningly, "You won't be so cocky by the time we've finished with you bitch. The clock starts ticking at eight thirty, you know what you have to do?"

"Yes." I responded with fear clutching at my heart.

"Well?" he snapped.

"I have to do whatever you want." I responded feeling my face flush with humiliation.

"That's right," he sneered, "whatever I want. No questions, no hesitation. I own you for the next 48 hours. And just so you have it clear lady, for every time you don't do what you are told when you are told your boy over there gets hurt. For every time you balk at whatever is done to you he gets hurt. You don't speak unless told to, one word out of line and he gets hurt."

"I understand." I said in total defeat, "I'll do whatever you want, only don't hurt my son."

"We'll see how well you behave." he gloated, "And you're off to a bad start already."

"I don't understand." I gasped with fear clutching at my throat.

"I kinda figured you would have had the sense to know we wanted you lookin' pretty," he said in a low voice, "and you turn up with no make-up. Still, there's time to fix that. Cherrie take her out back and get her made up nice."

Cherrie grinned evilly as she pushed me towards one of the doors at the back of the gym; numbly I let her guide me to a room out back. She dumped a load of cheap make-up on a table and stood back with her arms crossed under her breasts. As I began to apply the make-up Cherrie commented on how much and what type I should use, by the time I'd finished I looked like a cheap whore, my lips coated with a deep red lipstick, pale blue eye shadow covering my upper lids, rouge on my checks. She even had me put a coat of lipstick on my nipples so they would show up even more. Before we left the room Cherrie handed me a glass of what looked like vodka and ordered me to drink it all to 'loosen me up'. When we returned to the gym Don grinned and nodded his approval, looking at his wrist his grin grew wider and I knew that the time had finally come.

"Its time bitch," Don gloated, out of the corner of my eye I saw my son wince at his words, "I own you now!"

My heart missed a beat as I anticipated his ordering me to have sex with him or to suck him off then to do the same with all the others. Instead he reached into a bag beside him and pulled out a wide leather dog collar, he pointed at my son as he held the collar out to me.

"Take this and go over there and kneel in front of your boy," Don instructed, "then beg him to put the collar on you, I want it done up tight. You tell him to keep tightening it until you can't take any more."

I stared at him in horror that he was involving my son in his plans for me; it was bad enough to have him see my humiliation without having him as part of it.

"You were warned lady." Don growled menacingly.

He nodded his head and I heard my son cry out, turning my head I saw him in the grip of two boys who were pushing his arms up his back. Snatching the collar I ran over to my son, the boys let him go as I stopped in front of him and knelt down.

"Please Bob," I pleaded raising the collar to him, "put this collar on me."

His eyes were filled with tears that I knew didn't all stem from pain as he reached out to take the collar from me, moving behind me my son wrapped the collar around my throat. The leather felt cool against my skin as he buckled it behind my neck, Bob did it up loosely and I knew that he would suffer even more if I walked away with it so loose.

"Tighter Bob." I whispered without turning.

"But mum..." he breathed.

"Do it, please Bob." I cut him short.

His hands fumbled at the back of my neck and I felt the collar tighten a little, at the same time I was shocked to feel my nipples starting to grow hard! I felt a deep shame at my body's reaction to the situation I was in, getting turned on was the very last thing I had expected and I felt sick at my own weakness.

"More." I said to my son as he stopped again, "Keep tightening until I tell you stop. Do it for me Bob."

Bob hesitated then began to do as I asked, slowly he drew the collar tighter until the point came when I knew that if it got any tighter I would not be able to breath. I had him stop and buckle it then stood up and went back to stand in front of Don.

"On your knees bitch!" he commanded, "From now on you kneel in front of me or any of the others here, including that wimp you call your son, unless told otherwise."

Sinking to my knees I looked up at him awaiting whatever was to come next, he looked down at me with triumph in his eyes. Walking around me he joked with the other boys about how obedient his new bitch was, how good I looked in my collar and how I was so eager to be there to please them all.

"You are eager aren't you." he laughed, "Tell us how eager you are to please us."

"I...I want to please you," I said loudly knowing that I had to declare my surrender for all to hear, "all of you. I want you to use me however you wish, my only wish is to please you."

I saw my son close his eyes and hang his head, one of the boys beside him prodded him ungently in the side then direct him to keep watching. Above and behind me Don was laughing, revelling in his ownership of me and I felt hatred of him fill me; hatred and fear. He left me kneeling there as he wandered around his friends making comments on how happy I sounded to be there, finally stopping in front of my son.

"See what an eager little bitch your momma is." Don gloated to my son, "Get over here bitch!"

I jerked to my feet at his call and almost ran over to where he was standing, kneeling I looked up at him glaring my hatred at him even as tears of shame filled my eyes.

"See wimp," Don laughed, "see how eager she is to make me happy. Why don't you tell him momma."

 
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