MILF Master Ch. 01

"Oh my God! Oh please, please fuck me!" she gasped, her hips squirming in my grip as I slid my tongue up and down over her pussy. "Please, please, I can't take it anymore." She reached down to grab at my head, trying to pull me up but I swatted her hands away.

"Don't forget who's in charge here." I growled. "I will fuck you when I want to or not at all, understood?"

"Yes, yes, sorry, sorry." She replied breathlessly, pulling her hands away and clutching at the bedspread. "Oooohhhhhhh" she moaned when I slowly slid another finger into her wet snatch.

"Hell, if you won't shut up I guess I just have to shut you up." I murmured in an exasperated tone. I pushed my way up her writhing body, grabbing her by the jaw and squeezing her mouth open. She complied, opening her mouth wide when she saw the thick leather wrapped bit gag in my other hand. I shoved it between her teeth, her glistening red lips wrapping around the black shaft. "Nnnnngggghhhh" she moaned, her eyes sliding closed as she tasted the familiar tang of leather in her mouth.

"Hold it there." I told her and she nodded, her teeth digging into the bit. I grabbed her shoulder and she rolled herself over on her stomach in response to my tug. Without any prompting she put her hands behind her back, pushing her wrists together so I could fasten the cuffs with the snap link. She let out another moan when she heard the click and gently tugged, savoring the feeling of being restrained and at my mercy.

I slapped her ass, "Get it up, you know what I want."

She nodded, struggling to look back at me through her long dark hair. She squirmed awkwardly, pressing her face into the mattress as she crawled her knees forward, raising her hips in the air like a pyramid of sexy tanned flesh. When she was settled in position I moved in, teasing the tip of my cock against her swollen glistening pussy lips. I looked down at her, the red leather corset she was wearing cinched her waist into a sexy hourglass and I savored the feel of the smooth leather under my hand.

"Mease, mease, mease!" she whimpered through the bit still caught in her teeth. I slapped her ass again, a matching handprint to my previous blow.

"Give me a minute here. Just because I have been eating you out doesn't mean that I am ready yet, don't be so selfish."

"Morry" she whimpered, wiggling her ass against the teasing tip of my cock but making no effort to push it in. She knew that if she tried to rush me, I would just pull back and tease her even more and she was already at the boiling point. Her breath came in deep wheezes through her nose as she struggled to control herself.

I pulled aside the crotch of her lacy red underwear and lubricated the tip of my prick with her juices then slowly nudged the head in through her welcoming cunt lips. She moaned when she felt me penetrate her and her pussy squeezed my cock like a welcoming hug. Her hands balled into fists, her red nails gleaming in the candlelight as she felt my shaft slide inside her. "Mmmmmmmmmm" she moaned, a long deep moan of pure satisfaction as I bottomed out then nudged her forward, pushing myself as deeply into her body as I could.

As with my previous tongue action, I began a long slow rhythm, pulling back until the tip of my prick slid out of her, then pushing it back in as far as I could. Her hips moved in response, pushing back against my crotch as she worked to get me deep into her welcoming body before I pulled out again.

After a few minutes I began to pick up my rhythm, digging my hands into her hips and pulling her back hard as I drove myself forward. She grunted into her gag with each thrust as her face was pressed down into the mattress. She struggled to keep her position but with her hands bound behind her she had little traction and began to slide forward.

I took the long leather straps attached to the bit gag and tugged her head up. She groaned in discomfort as the bit dug into her cheeks but made no effort to resist. I hauled her body up, held parallel to the bed by the bit in her mouth and the strength of her core. I began to fuck her hard, yanking back on the reins with each thrust.

"Nnnngggghhh, mmmmhhhhgggg." She groaned, the push of her body against mine and twitching spasms I felt from her cunt told me she was getting close to the orgasm I had been denying her for almost an hour.

"God you are a good fuck." I gasped and she moaned in pleasure at the compliment.

Her long dark hair flew as she tossed head back and forth, tugging against the reins to pull my cock as deeply into her hot wet body as she could. Her breath wheezed around the gag, accompanied by the dull slapping of our bodies as my hips drove hard against her ass. The bed creaked beneath us and I felt the heavy wood frame sliding across the floor in response to our passion.

"Cum, I want you to cum on my cock." I grunted. She had been struggling to hold back her orgasm, trying to get me to cum first but I had been edging her for too long.

"Nnnngggggghhhhhhh!" she wailed, shrugging her shoulders and dipping her head, tugging me forward by the reins as she pushed her ass back against me. I felt her pussy clamp down on my cock, squeezing it with almost painful strength as she let herself enjoy the orgasm that had been so long denied to her.

"Aaaaaahhhhhh" I gasped, my balls tightening beneath me as she practically pulled my load from my body. I felt my cum racing through my cock to spurt deep inside her. Spray after spray of my hot sticky jizz flowed out to paint her womb.

"Mmmmmmm" she moaned with each spurt, the feeling of the warm liquid filling her body drawing out another series of orgasmic contractions. Her body shook, her tits swaying underneath her like two overfilled water balloons as she wailed into the gag held firmly between her teeth. Her arms tensed, lifting her bound wrists off of her back as her painted nails reached back for me, struggling to claw at my chest.

"Gnnaaaaahhhhh!" she howled, then collapsed as her orgasm faded leaving her deflated and spent. I slackened my grip on the reins, allowing her head to fall down to the bed. Her body still twitched, residual flashes of arousal and pleasure flowing through her like aftershocks from an earthquake. She gave a soft whimper as I pulled out, squeezing her pussy gently in an effort to hold me inside her for just a moment longer.

I fell down on the bed beside her, my chest heaving as I struggled to catch my breath. She squirmed around, wiggling to slide her head up on my shoulder while she wrapped one leg around mine and squeezed. I reached over and pulled the bit from her teeth, I had put it there and she would keep it until I took it out. She gasped then worked her jaw for a few moments before leaning in to kiss my chest.

"Thank you, that was incredible." She said softly, looking up at me with shining dark eyes through long lashes.

I hugged her tightly to me, feeling her give a small shudder of pleasure at the gesture. "You deserved it, sorry I have been so busy lately."

"No, no, it's alright." She answered quickly, leaning over to kiss my chest and suck at my nipple.

I let her go for a few moments before gently pushing her off and climbing out of the bed to head to the washroom. When I returned she had squirmed over in an effort to keep my side dry from any leakage. I unhooked her cuffs and she rolled out of the bed then reached out to wrap her arms around my neck and pushed her lips against mine. Her tits pressed against my chest from where they were held up by the lace lined cups of the corset and my hand slid down her back to squeeze her ass. She moaned into my mouth before I pushed her away. She would have gone again but I had to work in the morning.

She headed to the bathroom then into the walk-in closet, pulling the door closed behind her. She was very self conscious about her body and I could count on one hand the number of times I had actually seen her fully naked. She was almost always wearing some sort of body shaping outfit, either under her clothes or as lingerie. When she finally emerged wearing her favorite silk pyjamas, I was in bed feigning sleep so she could wash off her makeup and do her skin care routine without having to worry about me seeing it. Finally she crawled into bed beside me, snuggling up to me big spoon fashion. She wormed her arm underneath mine, her fingers toying gently with my chest hair. I felt her tits pressed up against my back through the soft silk of her top and she nuzzled the back of my neck with her lips. She gently kissed my ear and whispered the words I had secretly heard before, but she was afraid to say out loud.

"I love you Thomas."

I guess it is time for some backstory. I am Thomas, a guy in my late 20's and I will be the first to admit that I am not much to write home about. I am not tall, well built, exceptionally handsome, definitely not rich and from what I have seen in the gym shower not that well endowed. What I am however, is very perceptive and an excellent read of people. My gift is being able to observe and listen, then understand a person's motivations and desires. It's really not that hard, you just need to ask the right questions and let them talk about themselves. When I met Catherine, figuring out what she wanted wasn't that hard.

Catherine was a textbook MILF, in her early 40's and single but not by choice. Unfortunately for her, or at least how she saw it, she was what would be described as curvy, or thicc, or whatever the kids were calling it today. As far as I was concerned, she was built like a brick shithouse. Not saying she was fat, hell she was probably in better shape than I was, but her body type was slid to the stocky end of the spectrum. Having grown up in an era of Brittney Spears, Meghan Fox and Jennifer Anniston, this didn't do much for her self esteem, then the men she ended up being with did the rest.

When I first saw her, I saw a sexy curvy older woman trying desperately to be a slutty, skinny younger woman. A few drinks and some simple conversation and she was practically throwing herself at me. Having a younger man interested in her was her dream, especially given the guys she was attracting at the time. That was almost a year ago but I had taken things slow, drawing her in and making sure there weren't any landmines besides the obvious ones.

When I suggested we move in together she was ecstatic, hell half of my clothes were already in her closet. Of course I moved into her house, a huge step up from the 4 bedroom rental I was sharing. I forgot to mention that she is loaded. Despite her self esteem issues about her appearance, she is a tiger when it comes to business. All of that meek submissiveness disappears when she put on her glasses and suit, it was like an alter ego.

The next morning I woke to an empty bed, she always got up before me to make sure she was presentable. I came downstairs to see my breakfast on the table, bacon and eggs with toast and coffee while she was dishing up her own egg white omelet with spinach. I didn't mention that there were only 3 strips of bacon instead of the usual 4. Hell, half of the food I ate I chose so she could sneak bites. It was the least I could do given the things she did for me.

"Remember, Brad and Katie are coming over for dinner tonight." She mentioned in a cheerful voice tinged slightly with nervousness.

I nodded, mumbling my acknowledgement around a mouthful of egg.

"Please be patient with him, he's a good boy. He just has some..." She continued.

"I promise I will keep my mouth shut." I replied with a sigh, and she smiled at me, reaching out to take my hand.

"Thank you. I know he gets on your nerves, but I really want them to like you."

I nodded in reply, practicing keeping my mouth shut already. She cleared the table and grabbed her travel mug, kissing me on the cheek as she fumbled with her purse, keys and mug. "Dammit, I'm late."

"You're the boss, you can't be late." I shouted after her as the door slammed behind her. A few minutes later and I was out and on my way to the job site, already dreading dinner.

That evening I sat on the sofa, nursing my beer while she bustled around the kitchen. I learned long ago that she didn't want my help and any efforts to contribute would be quietly re-done to her exacting standard. The doorbell rang and she rushed to answer it before I could get there.

"Hi mom." I heard Katie say as she stepped inside and wrapped her arms around Catherine in a familial hug. Katie was 20 and very much like her mother with shoulder length dark hair and big tits, but with a leaner but still curvy figure. She waved hello at me as I stood behind her mom. "Tom, how are you doing? Looks like you are working outdoors."

I nodded and accepted her friendly hug. "Yep, getting my free dose of skin cancer."

She punched me in the chest. "Sunscreen you moron. Why do guys refuse to use sunscreen."

I smiled at her, trying to avoid looking at the shadow that stepped through the door with a grunt. Brad was her son, a 22 year old hulking mass of surly entitled temperament. Their father had been one of Catherine's first serious relationships but ended up being no different than the other assholes that scattered her past. They divorced when the kids were young, after a relationship filled with abuse culminating in his cheating on her. Unfortunately, he kept contact with his kids and used them to milk her for money and satisfy his urges to control and demean her whenever he could. This attitude had imprinted it on Brad who acted like a spoiled teenager which only made Catherine more and more desperate to make him happy.

"Brad." I said, extending my hand. He ignored me, kneeling down to tighten the laces on his designer sneakers then pushed by us to get to the living room and pour himself a drink of expensive bourbon. I closed my fist, but Catherine laid a hand on my forearm and looked at me with pleading eyes. I took a calming breath and nodded, earning a smile and a sigh of relief from both her and Katie.

Dinner was tense, as usual. Catherine and Katie did everything they could to keep the conversation going but all we got from Brad were grunts and sarcastic comments as he shoveled the food into his mouth. After he inhaled his dessert he pushed his chair back and said his first full sentence of the evening.

"I need my money now."

Catherine laid her fork down on her plate. "Brad, it's only mid month. Your transfer will go through on the 30th like usual."

The kid was 22 and still living off of an allowance from his mother. I wouldn't mind, it was her money to give, but he was such a spoiled asshole about it that I felt my teeth start to grind.

"I need it now, just send it to me."

"Brad, you get your money at the end of every month, you know that. If you can't manage your money.."

"Shut up!" he snapped, slamming his hand down on the table. "Don't try to be a mother to me now you stupid cow. Just give me what you owe me and stop wasting my time."

Catherine flinched at the tone, her hand reaching for her phone to open her banking app. I had had enough and pushed my chair back with a scraping sound as I rose from the table.

"Apologize." I demanded.

"Shut up, you aren't my dad. You are just the latest guy whose cock she is sucking." He sneered back.

"Thomas..." I heard Catherine say in a pleading voice. I ignored her.

"No, I'm not your dad and I am sure we are both grateful for that. How your mother lets you speak to her is one thing, but I don't let anyone talk to my girlfriend like that. Now, apologize."

"Or what?"

I leaned on the table "Or I will beat the living shit out of you."

He scoffed, leaning back in his chair confident that his mother wouldn't let her boyfriend touch her son. I felt Catherine's hand grip my wrist, "Please Tom, it's alright."

I turned, pulling my arm from her grasp. "No!" I snapped and she flinched back. "What you let him say to you is your business, but I am not going to tolerate this punk insulting my girlfriend anymore."

I turned back to him, his smug grin didn't help the situation any. I pushed him in the shoulder, shoving him out of his chair to sprawl on the floor. "Apologize, or we can take this outside."

He scrambled to his feet and threw a wild punch at my head. I blocked it with my forearm, then blocked his next punch as well. I let his third swing through, taking it on my cheek. My eyes flashed in pain, but not as bad as it should have been. Like I learned from his first two punches, this kid did not know how to fight. He flailed from the shoulder, but his wrist was loose and delivered almost no power.

I drove my fist into his stomach and he doubled over with a wheeze, I did know how to fight. He tried to flail at me again but I dodged it, hitting him hard in the kidney and earning a satisfying squeal of pain. He fell to his knees and started to retch. I grabbed him by the collar of his expensive athletic jacket and dragged him to the door, tossing him out onto the lawn just as he began to throw up the dinner he had wolfed down.

Catherine pushed her way past me and tried to help him to his feet but he shoved her away and she sprawled to the ground. I stepped forward as he moved to hit her, and he cowered back. "I'm calling the cops, you assaulted me." He shouted.

"Really? Between the two of us I'm the only one with any type of injury." I replied, gesturing to where my cheek was starting to swell. "And if you do, I'll tell then that you said you have a weapon in your car."

"That's bullshit, I never said that!" he snapped back, wiping the vomit off of his chin.

"No, but I'm sure that you don't want them to find what you do have in your car. You're not a kid anymore and the judge would probably love to see you in court again. No more probation, you've reached the big time now boy."

His eyes widened as he looked at his souped up Honda. "Get the fuck out of here and we will call it even." I told him and he staggered to his car trying to wipe the vomit off of his hands. Moments later he pulled out of the driveway with a squeal of tires. I walked over to where Catherine lay, sobbing on the grass. I extended my hand to help her up but she pushed it away.

"He's a good boy, it's my fault. You didn't have to hit him." She blubbered.

I felt Kate pull me back. "It's alright, I'll help her." I stepped aside as she helped her mother to her feet and led her back into the house. Later, after I had cleaned up the kitchen and Kate had Catherine settled down in the bedroom she came up to me and put her hand on my shoulder.

"For what it's worth, thanks. He has deserved that for a long time." She said, her brown eyes looking up at mine with a satisfied smile.

I sighed. "Do you think you can convince your mother of that?"

She glanced down the hall to the bedroom. "Mom has always blamed herself, but Brad is dad's fault. Maybe now she can begin to see that."

I walked her to the door and held her jacket for her. She turned and rose up on her toes to kiss me on the cheek. "You are good for mom, I am sure she will forgive you soon."

I smiled down at her. "I hope so, my cooking sucks."

I waited until late at night before coming to bed. She was already asleep and when I slid in beside her she murmured and reached for my hand, tugging it over her shoulder and snuggling back against me. The next few days would be tough, but at least tonight we were good.

It was four long awkward days later when I got the text.

"What time do you think you will be home tonight?"

"Probably around 6. Job is pretty much done, just cleaning up" I replied.

"Msg me when you leave please." She sent back and I sighed. I knew what this meant and while I had been looking forward to getting out of the doghouse I was not going to be happy about the cost.

I pulled into the drive and walked up to the door, stepping out of my work boots before I opened it. She was waiting for me, kneeling on a small carpet in the hallway with her hands on her thighs and her head down. I took a deep breath and ran an appreciative eye over her.