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MILF Master Ch. 01

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Her hair had been curled and was piled on top of her head, a few strategic locks hanging down to brush her neck and shoulders. Her lips were dark red, matching her manicured nails and her make up was one step above boardroom and one step below prostitute. There was a collar around her neck with a short leash hooked to it and black leather cuffs were fastened around her wrists and ankles. She had on her black satin corset, her Double D cup tits pressed together to form the rift valley of cleavage with something sparkling in the candlelight. Attached garters descended to lace top stockings. Shiny black stiletto heels with that red sole that was so popular encased her feet as she knelt there awaiting my acknowledgement.

I set down my cooler and boots, then hung up my jacket as if she wasn't there. Only when I was done did I acknowledge her, reaching down to cup her chin and tilt her head up. Her eyes remained downcast and I tightened my grip until she looked up at me, brown eyes shining behind long dark lashes.

"Dinner?" I grunted.

"Steak, asparagus, twice baked potatoes and beer." She replied quietly.

"You've eaten already?"

"Yes."

"Good" I replied, pulling her to her feet by the leash. She rose gracefully then followed me with the clicking of heels as I walked over to the table and pulled out my chair. I settled myself into my seat and unbidden she crawled beneath the table and undid my pants. I savored the first bite of my steak as she pulled out my cock and began to slowly suck on it. I took my time, sipping my beer between each bite as I devoured the meal. Quiet moans punctuated my chewing as she gently bobbed her head back and forth along the shaft that filled her mouth. This was the good part of the evening, she always put a lot of effort into her apologies, and I had learned that it was better to just sit back and enjoy it than to try to involve myself too much in controlling the situation.

After almost fifteen minutes I drained the last of my drink and laid my cutlery down on the plate with a clink. She took the hint and with a final lick and kiss gently tucked my now hard cock back into my pants, I couldn't have it out for what came next. I pushed the chair back and waved her out from beneath the table. She crawled forward slowly, eyes down like a shamed dog emerging from its kennel. I took her leash and tugged her sharply to her feet, leading her up the stairs and to the master bedroom.

When we got there, I left her standing in the middle of the room while I moved to sit in an armchair in the corner. It seemed out of place in a bedroom, maybe a seat by the window where someone would read. Actually a throne where I sat to pronounce judgement.

"Catherine, why am I angry with you?" I asked, idly toying with the arm of the chair as I glanced around the room ignoring the gorgeous older woman who stood submissively in front of me.

"Because I let Brad insult me in front of you. I was too weak to stand up to my own son." She said quietly.

"Wrong." I replied in a firm but calm voice. "You have been abused and insulted by men your entire life. While I am trying to help you with that, it is unreasonable to expect you to have changed in such a short time. Catherine, why am I angry with you?"

She paused, her fingers tensing nervously as she clasped her hands in front of her. "Because, because I was upset with you when you hit Brad. You were just trying to protect me and I took his side." She said in a nervous voice.

"Wrong." I replied, more sharply this time. "Brad is your son, regardless of how he turned out you still love him. It is only natural for a mother to want to protect her child. Catherine, why am I angry with you?"

The question hung in the air as I drummed my fingers on the arm of the chair. Finally, in an ashamed voice she answered. "I have been acting like a sulky teenager. Instead of talking to you about what happened, I have been angry at you. You were only standing up for me because I wouldn't."

"Four fucking days!" I roared, slapping my hand hard on the arm of the chair. She flinched before the power and anger in my voice, and I flinched inside at having done it to her. "Four fucking days of this cold shoulder silent treatment bullshit, and on the second day you knew it was wrong. I saw it, but you didn't know how to fix it so you sulked for two more days until you finally got the nerve to put this shit together."

Tears ran down her cheeks but she stood firm before my blasts of acted anger. Early in our relationship I had learned that when Catherine thinks she has done something wrong, she also needs to think she has been punished for it. If I forgave her too easily she would become a stage 10 clinger, terrified that my forgiveness was a ploy and I was still angry and planning to leave her. You would think having a hot MILF desperate to make you happy would be a good thing, but it soon becomes annoying as hell.

"Four days of dealing with your attitude." I held up four fingers. "Then it took three tries to get you to admit it." I held up three more. "Also, the fucking steak was overdone. That's eight things you fucked up." I snapped as I raised another. Actually, it was done perfectly but I just hated odd numbers.

I rose and moved over to a dresser. I reached into a drawer and pulled out a leather crop, wooden paddle and thick leather strap. "What will it be this time?"

"The paddle sir." She responded meekly.

I picked it up and tapped it against my palm. I always let her choose the tool, it made me feel a bit better about what I was going to do. "Assume the position."

She bent over, fully in half and grabbed her ankles. Thank god for yoga because it looked uncomfortable as hell especially in that rigid corset. Her tits pressed tightly against her stocking clad thighs as she wrapped her arms around her legs, locking herself in place. I sighed as I looked at her ass, big round and firm like a ripe pumpkin and I slid my hand over it appreciatively. I hefted the paddle in my other hand, fighting against the feeling like I was about to throw paint on the Mona Lisa.

Smack!

"One." She counted.

Smack!

"Two."

"That's for your being a sulky bitch for two days." I said, sliding my palm over the now reddened flesh.

"Yes sir." She replied quietly, accepting my judgement.

Smack, smack.

"Three, four." She continued.

"That's because you couldn't admit you were wrong." I continued.

She nodded, not trusting her voice, her body shaking with the strain of holding the position.

Smack, smack, smack. "Five, six, sss seven." She stammered.

"And this is for ruining a good steak." I growled and delivered the final blow. She sobbed in shame and pain, her now red ass shaking as she held her uncomfortable position. I stood over her for a moment then tossed the paddle onto the dresser and sat down in my chair.

"Get up." I commanded and she slowly straightened, wincing as she did. Her makeup was smudged and her chest heaved as she struggled to control her breath. She glanced down at me nervously, biting her lip.

"Are we finished here?" I said quietly.

She fell to her knees, wrapping her arms around my legs as she buried her face in my lap. "I'm sorry, oh I'm so sorry Thomas." She bawled. "Please, please forgive me. You do so much for me and I don't deserve you."

I stroked her hair, laying a calming hand on her shoulders as I let the emotion flow out of her like a burst dam. She rambled on, listing all of my strengths and all of her weaknesses in a litany that I had already heard several times before. I let her vent, cursing the men who had turned her into this. While I liked the BD aspect of her submissive personality, I hated the S and M part that she felt she deserved. Spanking was good, beating was not.

Finally she got control of herself and raised her head, sniffling and wiping her eyes. She looked guiltily down at the damp spot on my lap and awkwardly tried to brush it away.

"Sorry." She said softly.

I took her by the chin, tilting her head up to look at me. "It's alright, why don't you help me get them off." I told her with a smile.

She beamed up at me and started tugging at my belt. I stood and she pulled my pants down my legs, holding them as I stepped out of them. She took my now soft cock in her hands and gently stroked it, looking up at me with shining eyes through tear flecked lashes. "I don't look to hideous?" she whimpered.

"Baby, you look beautiful." I replied and she gave a shiver of joy at the praise then pulled my cock into her eager mouth.

"Mmmmmmm" she moaned when I took a handful of her now mussed hair. Her eyes closed in sensual contentment as she surrendered herself to me, following my guidance and sliding her face back and forth along my cock. I pulled her off, leaving her full red lips pressed against the tip. She slid her tongue out, gently circling the head of my shaft until she felt me pull her forward. Her mouth parted easily, her lips forming tightly around my rod as I gently fucked her face.

Her hands slid down my legs to rest on her thighs. She knelt submissively before me, her still red ass settled on the glistening spike heels of her shoes as she responded to my every nudge and tug. She opened her throat, taking my cock fully in her mouth and holding it there. I felt her start to struggle, fighting to keep from gagging and ruining my pleasure so I withdrew.

"Good job, you can hold me longer than before. Have you been practicing?" I chided her playfully. She looked up at me, smiling around the prick in her mouth. Her eyes twinkled mischievously as I pulled her back down on my cock, burying it back deep in her throat. We played this game for a few minutes, testing how long she could hold the deepthroat until I was good and hard and she was squirming on her knees.

I pulled her to her feet, she whimpered when my cock slid free from her mouth but followed my lead as I guided her back to the bed. She lay down, spreading her legs and crossing her arms above her head in anticipation. I stood back and just looked at her, damn how the fuck did I manage this.

Her curly dark hair framed her wide eager face, glistening lips slightly parted and eyes glittering in anticipation. Her double D tits jiggled enticingly in their satin lined cups, her nipples standing out like bullseyes. Her narrow cinched waist flared like an hourglass around her wide hips and her thick but muscular thighs, encased in the wide lacy band of her stockings. Her neatly trimmed pussy glinted in the light, already moist and begging to be fucked.

I slid the tip of my cock up and down along her cunt lips, savoring the heat and slickness as she squirmed and whimpered on the bed. Her thighs tightened against my legs in anticipation and I dug my fingers into her hips as I pushed my cock inside her welcoming body.

"Ooohhhh fffuuuuuuck." She moaned, lifting her hips to meet my thrust and pulling me as deeply in as I could. I started to saw back and forth, my hands pulling her against me as I pounded into her big powerful body. Her legs wrapped around me, trapping me with a strength that I had come to respect the first time I brought her to orgasm with my mouth. I pushed as hard as I could, driving her across the bed and climbing up on top of her. She tried to maneuver her wrists under my hands but I pressed them firmly against the mattress so she gave up and grabbed under my arms onto my back instead. I felt her nails dig into my skin while I pounded her into the mattress with as much force as I could muster.

"Fuck me baby, ooohhh fuck me like the slut I am." She groaned, bucking her hips against mine as she thrashed underneath me. I had no illusions about being in control here, without being restrained she could pick me up and toss me if she wanted to. Only her natural and deeply engrained submissiveness allowed me to dominate her.

I rolled over, tugging her on top of me. "Why the fuck am I doing all the work here. You get up there where I can see you and you had better not disappoint me."

I liked doing this to her. She was so nervous about being on display it looked cute, this big strong mature woman shyly trying to hide herself while she rode my cock. Being able to set the pace and control her own pleasure and orgasm was something I was working on with her. Proving that she can be happy while also pleasing her man.

Obediently she straddled me and settled herself on my cock, her nylon clad legs sliding beside my hips as she wiggled herself into position. She was unsure what to do with her hands, putting them behind her back then on her neck.

"Grope your tits, I like to see you play with yourself." I told her and she obediently started to squeeze her massive jugs. I watched with a smile as she lost herself in her pleasure, grinding her clit against my pelvis while she squeezed and pinched at her breasts and nipples. Her eyes slid shut and her mouth gaped open while she arched her back and gasped when I slid my thumb over her pussy.

"Yes, please, please, right there." She moaned, moving her cunt in small circles around my cock. She hunched her shoulders and dug her fingers into her fleshy tits hard leaving dark red marks from her own nails.

She worked her hips back and forth, her ass and thighs flexing while the bed creaked like an oak tree in a storm. Her head rolled on her shoulders as she moaned with unrestrained pleasure. "Oooohhhhhhh god."

"Yeah baby, cum for me. Cum for me hard." I murmured and she soon obeyed. Her powerful thighs tensed against my hips while she shuddered and shook.

"Oh fuck, oh fuck, oh my god, fffuuuuuuccckkk!" she wailed as wave after wave of pleasure surged through her body. I felt her pussy clamping down on my cock like a hungry calf sucking for milk and I obliged her. I shot my load up into her like a geyser, arching my own body against her as I came.

"Nnnngggghhhhhh" I groaned, then collapsed back onto the bed.

She fell forward, burying me under an avalanche of curls, satin and tits. Her hands groped for my face as her mouth searched for my lips. She kissed me desperately, her tongue flashing over my lips and teeth as she whimpered and moaned into my mouth. I wrapped my arms around her, holding her tight in a comforting embrace while I felt her tears streak my cheeks.

"Oh, I'm sorry Tom. I'm so sorry." She whimpered, hugging me tightly with desperate strength.

"It's alright, it's alright baby." I reassured her, struggling to breathe under the weight of her now limp body and the thick black hair in my face.

She pushed herself up, looking down at me with red rimmed eyes. She stroked my cheek and bit her smudged lip, struggling with her thoughts.

"Tom, I, I want to.... I want to tell you..." she stammered nervously.

I smiled up at her, patiently waiting to see if today was the day. I knew what she wanted to say, I had heard her whisper it many times before when she thought I wasn't listening. If I had told her she would have been ecstatic, but she needed to say it first. If I ever wanted her to be a partner instead of a well trained lap dog then she needed to be able to tell me what she thought without fear of how I might take it.

"Yeah baby?" I prompted.

I saw her eyes tense, then slip away from my gaze to look down ever so slightly. "I'm sorry." She whispered.

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AnonymousAnonymous6 months ago

Great story. Next chapter?

Micky2022Micky20226 months ago

I hope you’re planning to continue with this one. Yum.

Camr242Camr2426 months ago

Bravo, BRAVO! This is a great story but it is in the wrong category. It belongs in Love Stories because one can clearly see that he loves and cares for this Woman. If I could give this story ten stars I would. It is head and shoulders above the crap that I have been seeing on this site for the past year. Outstanding effort.

chipmonk9chipmonk96 months ago

Different from your other works but in a good way

Aoife_from_UlsterAoife_from_Ulster6 months ago

I absolutely love your writing, this hard but highly erotic story does make me tingle. Very very good. I do hope the young brat, Brad does learn a lesson.

I can not wait for more. 🌟🌟🌟🌟🌟

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