She uncovered the real me. She unearthed that debasement was something I craved.
Yes, ma’am, you are correct. I was an immoral man. I’d invited my best friend and her wife to the hotel where I received my final mentoring session. After a friendly dinner, I invited Roxanne, who was now my subordinate at work up to our shared hotel suite, where we engaged in yet another filthy threesome with her wife. We three enjoyed a night and a morning filled with humiliating and debauched sexual acts.
Smack!
Yes, ma’am. I deserved punishment. I was naughty.
Smack! Smack! Ugh!
I should have known Ms. Wicruel and her millionaire friends would find out about my sinful lifestyle. I should have known those three powerful women craved the sadistic pleasure of punishing and humiliating me for my deviant behavior and perverse desires.
Ugh! Ugh! Ugh!
Ugggh! Cough. Cough. Drool.
No, ma’am. My collar is not too tight.
No, ma’am. My collar is not comfortable. My pronged collar is nipping at my neck, just as it’s designed to do.
Yes, ma’am. I can see the prongs are not digging into my flesh. I know am safe.
Yes, ma’am. I can breathe easily and speak comfortably. And yes, your firm thrusts inside my rectum are making me extraordinarily sore inside. But, your thick, long dildo is not causing me any pain. It is doing an excellent job of penetrating me deeply, exactly as it was designed to do.
Yes, ma’am. I agree. You are good to me. You are keeping me safe by satiating my cravings.
***
Smack!
No, ma’am. I am not comfortable bent over your knee.
Why? My thighs are trembling inside.
Smack!
Yes, ma’am. I understand you enjoy watching my thighs quiver.
Smack!
You are correct as usual. I deserved my punishment at the hands of my boss.
Why? Because I was a bad boy.
Smack!
Why do I deserve this punishment at the hands of my wife? Because I am still a bad boy.
Yes, ma’am. I am a naughty bad boy.
Smack!
Smack!
Awooool! Woof! Woof!
Pant.
***
I promise. I promise you I have never told any other woman about my ordeal. You are my wife, my love, my mistress. You are the only woman who satisfies my cravings. You are the one woman in the world capable of comforting me and keeping me safe. I would never share my secrets with anyone other than you, my own true and only love.
It makes this foolish man happy to know you still want to hear me tell you about my first humiliation, even after all our years together. This story I share with you is yours and yours alone to enjoy with me, my beautiful, kind and cruel wife.
Chapter 5
As you know, Lydia Wicruel was my boss and my mentor. She was a forty-five-year-old stunner, with short platinum blonde hair, large ripe melon tits, thick curvy hips and long shapely legs. She, along with her two millionaire friends, one tall and raven-haired and the other short and brunette, lured me into the boutique hotel’s tiny conference room that afternoon, with the promise of a private mentoring session.
“You’re fired,” were the first words out of my boss’s mouth the moment I stepped inside the small private conference room. “Here is your final paycheck,” her tall, raven-haired millionaire mentoring partner added to the conversation. “You’re being terminated for inappropriate sexual conduct with a subordinate,” the short brunette executive chimed in.
“I don’t understand,” I said feigning ignorance, my heart trembling inside the bone cage of my ribs.
“You are engaging in a deviant sexual relationship with Roxanne Weslild, your direct subordinate,” The short brunette explained.
“You are the father of her child, are you not?” The raven-haired giantess accused. “Wicruel Incorporated does not allow supervisors to sexually coerce their subordinates.”
“I-I did not sexually coerce her. I was merely her sperm donor,” I stuttered my reply, trying to explain away my perversion as altruism.
“Yes, that’s what the two Mrs. Weslilds confirmed,” Ms. Wicruel laughed and motioned for her short brunette friend to open the conference room’s back door. “From what they both told me, you inseminated their cunts directly with your cock.”
Cunt and cock. My boss had just said the words cunt and cock in quick succession. This was no official sexual harassment firing. This was something else. The tip of my tongue clung frozen to the roof of my mouth for a millisecond before I willed it to break free and I spoke again.
“It was a natural insemination if that’s what you’re getting at,” I slid my moist fingers down the front of my slacks, trying to calm myself and determine if there was any way I could still salvage my job.
“Come in and stand beside me Roxy,” My breath shuttered as the back conference door opened and I watched my best friend in the world, Roxanne, scurry into the room, mouth dropped open, and eyes lowered to the ground.
“Are you currently my employee Roxy?” Ms. Wicruel asked Roxanne while maintaining contact with me.
“No, I am no longer in your employ ma’am,” Roxanne replied as Ms. Wicruel brought her hand to the front of Roxanne’s maxi dress and lifted the long flowing material up into a ball. With one rough motion, she stuffed the material inside the front of Roxanne’s panties, exposing my best friend’s legs to everyone in the room.
I sucked in a large gulp of air as I watched tears form in Roxanne’s eyes.
“Why are you no longer my employee Roxy?” Ms. Wicruel’s eyes followed mine as I watched her grab Roxanne at the waist as if she were a tiny doll and pulled her body close to hers.
Roxanne blinked and sniffled, her nose dripping fluid as she answered, “Because I engaged in a sexual relationship with my direct supervisor.”
“Good girl, that’s the correct answer,” Ms. Wicruel said smugly. “And both you and your best friend will never be in my employ ever again.” Ms. Wicruel tapped her fingers against the bunching of fabric stuffed in Roxanne’s panties. “Be a good girl and tell your best friend and partner in adultery why I will never hire either of you back.”
Fluid dripped down my friend’s trembling lips as she spoke. “Because we broke your rules ma’am.”
“Good answer, Roxy. Now squat down under my skirt and lick my pussy while I speak to the father of your children.”
My left eye twitched in bewilderment as I watched my friend lift up the front of Ms. Wicruel’s skirt without hesitation.
“Stop Roxanne!” I called out as she bent down to crawl underneath Ms. Wicruel’s skirt. “You’re not her employee, and you’re not her slave, you don’t have to lick her pussy,” I stepped forward to grab Roxanne’s hand, and pull her away from our former boss’s long skirt.
“Let me go!” Roxanne slapped my hand away. “I can’t leave. You’ve already ruined me. But, you should leave. You should go and save yourself.”
“No! Take my hand.” I insisted. “Let’s go. You don’t have to do this. We can both find other jobs. You don’t have to lick this foul-mouthed woman’s pussy.”
“Stop it!” Roxanne screamed, tears cascading down her cheeks. “I’m not allowed to find another job. I’ve already signed a contract for training.”
“Great, you’ve already found a new position. Let’s get out of here. Let’s go.” I pleaded with my best friend; my hand still extended for her to grab ahold of.
“She won’t be leaving with you, son,” A wicked grin tugged up the corners of Ms. Wicruel’s mouth before she looked down at Roxanne. “Lick my pussy now, pet.”
My best friend turned away from me and disappeared under our former boss’s skirt.
“Mmm…mama likes the way you lap at her pussy, my pretty girl,” Ms. Wicruel patted the outline of Roxanne’s head as it poked out from under her skirt.
Hot rage blazed up my chest and neck, quickly coloring my chin up to
my forehead a fiery shade of red. “How dare you order my best friend to lick your pussy!”
The wicked woman held up one finger to silence me. I don’t know why, but my tongue froze in silence despite the heat of my rage.
“Keep making those sexy sounds, my pretty girl,” Ms. Wicruel cooed to Roxanne while she licked our former boss’s pussy. “Mmm…yes, that’s a sexy slurp. Mama likes it when you drool on her pussy. Yes, that’s a good girl. Drool on mama’s pussy and then slurp up her juices. Keep on making all those pretty sounds you make so well, my sexy kitten.”
Still determined to leave the room with my best friend’s hand wrapped securely in mine, I braced my clenched fists at my sides, and blew out a large puff of air, hoping to steel my enraged nerves.
“Why am I here?” I asked, my brown eyes disapprovingly glaring into Ms. Wicruel’s greedy green gaze.
“I brought you here to meet my new pet,” She replied plainly.
I decided to feign interest in meeting her new pet while I waited for Roxanne to finish pleasuring her pussy. I thought that perhaps, during our conversation I could find out why my usually strong and feistily independent best friend was now willingly slobbering and drooling all over our ex boss's pussy.
“Did you purchase a pure breed dog?” I inquired, lifting my eyebrows as though I was excited to know the answer.
“No. Not yet, but I do plan to purchase a mutt puppy today,” Ms. Wicruel answered while petting the head shaped bulge poking out from her skirt.
Still attempting to show excitement about her new pet, I asked, “What’s your pet’s name—” A single finger shot up, and once again my tongue froze in silence.
“Yes, that’s a good girl. That’s how a good girl licks pussy,” Ms. Wicruel crooned. “Purr for mama. Purr on mama’s pussy. Mmm…That’s a good kitty. Keep lapping up mama’s juices. Mama’s gonna keep her new pet kitten forever. Yes, she is. Yes, she is. You’re such a pretty kitty. You’re mama’s pretty pet kitty kat. Yes, you are. Yes, you are, Roxy.
Damn it. Roxy, I mean Roxanne was Ms. Wicruel’s new pet.
“My new pet is named Roxy. Isn’t she pretty?”
I nodded, yes, because I couldn’t speak or even breathe with my heart blocking both my vocal cords and my windpipe.
“I purchased my pretty kitten this morning for 2 million dollars. Well, I didn’t actually purchase her. You can’t purchase a human pet. I did, however, encourage pretty Roxy here to sign a binding contract where she agrees to be my pet playmate for the next six months. No working allowed.” Ms. Wicruel grinned. “So, you see she won’t be leaving with you today. She’ll be staying with me for the next six months.”
I swallowed hard and sucked in a lungful of air while trying to think of a way to get Roxanne out of the contract she’d signed.
“She can’t even go home to visit her family?” I begged, relaxing my fists and putting on pleading doe eyes.
Ms. Wicruel ignored my plea, instead, opting to lift up the front of her long skirt and reveal the back of Roxy’s head as Roxy whipped her face from side to side struggling to satisfy her new owner’s pussy.
My humiliated best friend made purring and whimpering noises as she lapped at the mature woman’s cunt with her immature twenty-four-year-old tongue and lips. Instinctively, I turned away, but Ms. Wicruel shouted, “I’ll be rougher with her if you stop watching,” so I forced myself to focus my full attention back on my Roxy and the slurping and sucking sounds she was making with her mouth and lips.
After what felt like several minutes, my best friend sniveled and made gurgling sounds while Ms. Wicruel grabbed a large swath of Roxy’s long brown mane and held her head steady as the mature woman bucked her hips up and shouted out her climax.
“Don’t worry, your friend will see her family every day,” The short brunette executive standing caddy corner to me answered my question, distracting me while Ms. Wicruel panted out the rest of her orgasm. “Ms. Wicruel is a generous domina. Roxy will be allotted six free hours away from the mansion every morning. She may spend that time with her family if she wishes.”
Roxy turned to look at me, mouth open and panting. Her eyes sat low in their sockets, half open and her entire face from chin to forehead was wet and shiny with her owner’s slick fluids.
“No. No, no, no, you’re not finished yet,” Ms. Wicruel tapped the top of Roxy’s head with the palm of her hand. “You did a good job licking mama’s pussy, but you still need to finish cleaning mama up with your tongue. Now be a good pet and clean me up well.”
Roxy’s lips cried out a soft whimper, and I’d finally had enough of watching my best friend being humiliated by this cruel woman.
“Stop!” I shouted. “Stop this, right now!”
I strode up to Roxanne, bent down and hoisted her up into my arms. My exhausted friend didn’t struggle as I carried her towards the door. Instead, she whispered “thank you,” into my ear as I pushed open the front conference room door, prepared to leave both Ms. Wicruel and her cruelty behind forever.
“I wouldn’t leave with my property, young man,” Ms. Wicruel shouted as I swung open the door and handed off Roxanne to Katherine, who to my surprise was standing right outside the conference room doorway.
“She’s not your property or your pet, she’s a person,” Still inside the conference room, I allowed the door to close behind me as I shouted out my retort defiantly. “You have a lot of nerve, tricking my friend into signing an unenforceable contract that says you get to keep her as your pet.”
Ms. Wicruel crossed her arms over her chest and sniggered. “Firstly, I didn’t trick Roxy. Secondly, it’s true; the pet portion of her contract is unenforceable. However, there are other aspects of the contract that are completely enforceable. Your best friend might be ruined if I choose to enforce even one of the legally binding aspects of our deal.”
I narrowed my vision, snorted and then blew out a large puff of air. “Stop playing games. What the hell do you want from me, boss?”
“I want to switch pets. I want to trade in my female kitty cat for a male puppy dog.”
“No, I will never be your pet. I will never allow you to use me the way you just used Roxy, you wicked woman.”
“Never say never,” Ms. Wicruel snickered and motioned for the tall, raven-haired executive to hand me a contract. “If you sign this contract, your adulterous companion, Roxy will be immediately released from the binding portions of her contract, plus she will get to keep the two million dollars I’ve already wired into her bank account. The money will be my gift to her for doing such an enthusiastic job of playing my kitty kat today.”
“What does the contract say?” I shuttered my breathing and narrowed my vision waiting for her to reveal her evil plan to me.
“No, son, it doesn’t work like that. Haven’t I taught you anything? You must do your due diligence before you sign any contract. Read the contract and discuss it with your lawyer. Meet me in the penthouse suite of this hotel in four hours with your answer.” She motioned for the raven-haired executive to hand me a room key. “Don’t lose this key. You’ll need it to gain access to the 23rd floor.”
Chapter 6
“I willingly consent to this humiliation,” I spoke the words clearly and loudly into the ancient analog video recording camera while lying flat on my back on top of a smooth black vinyl bench.
The crisp ring of stilettos on marble flooring marched closer, and with haste, the short brunette executive who was recording my ordeal repositioned herself and the camera to allow Ms. Wicruel to straddle my face. My eyes widened then clamped shut as my new Domina lowered her long, thick, dangling clitoris onto my forehead.
I wanted to scream like a brat as she rubbed the moist, rubbery appendage over the smooth curves of my forehead. Oh, god, no, I screamed inside as she used the slippery tip of her cock-like clit to tousle and tickle first the tiny hairs of my eyebrows, and next, the tiny hairs of my eyelashes.
“Our Domina owns an impressive, large clit,
” the tall, naked raven-haired executive boasted.
“She used to be a bodybuilder, but she stopped bulking up before she lost her feminine curves,” the cute brunette camera women added for my benefit.
My Domina’s fragrance, as well as her moist juices, invaded my nostrils as she slid her dripping wet clitoris and cunt, down over my closed eyes, open nostrils and semi-parted lips.
“Why is your mouth open?” My Domina chuckled as she asked the question. “You must be eager to taste mama’s pussy.”
“No, I’m not eager to taste anything,” I answered, gurgling against her fluids. “My nose is completely inside of your cunt. If I didn’t keep my mouth open, I’d suffocate on your pussy.”
I stopped speaking and gasped for air from my mouth and then blew a puff of air and liquid from my nostrils, trying to stop the influx of cunt juice that was pouring out of my Domina’s pussy and inside of my nose.
“Enjoying the fragrance of my cum in your nose?” My new Domina laughed and then angled her body and lifted her cunt up off my nose and pressed her large clit, firmly down against my lips.
“Open your mouth and lick,” She instructed with cold steel in her voice.
Pleased to be able to breathe through my nostrils again, I eagerly stuck out my tongue, and flattened its width against the puffy cunt folds that hung from her long rubbery clit. I flicked and sucked the long thick length of her clit while trying to pretend that whenever I opened my eyes, I wasn’t staring straight at my ex-employer's puckered pink asshole.
I licked and sucked dutifully on my Domina’s clit, trying to pretend that I wasn’t being punished or humiliated. Only, that was completely impossible to do because every minute, on the minute, the adorably short brunette executive wielding the video camera would say “smile for the camera.” Then, she'd order me to stick my tongue inside my domina’s pussy, or wrap my lips around her gigantic clit while she took out an old fashioned camera and snapped several photographs documenting my degradation.
***
That evening, my Domina pushed 1,2,3 lubed fingers inside my virgin rectum, stretching me wide, while you, my short brunette soon-to-be wife snapped all those horrible, humiliating pictures of my ordeal.
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