Written by Ms Creant
story line by My financial planner
I was referred to a prospective client who needed help with her finances. Over the phone, Cassandra said she contacted me given my reputation for being aggressive, saying her friend called me a real “lion” in the business world. I proposed we meet in person to discuss her financial goals and she agreed. Although I was thinking of meeting at my office, she suggested a local cocktail lounge, so we set the appointment and would meet there a few days later.
I was waiting at the bar when Cassandra slowly sauntered in and paused at the door. Stunning and in command of the room, she turned heads with her sensuous looks and form fitting couture outfit. Her confident persona radiated a sweet yet poisonous lust beyond the practiced veneer of any accomplished actress. I glanced at the men in the lounge who were obviously intrigued and aroused, just like me, as the women sneered with a combination of envy and contempt.
As she knew I’d be wearing a suit and tie, Cassandra smiled as she locked eyes with mine and walked straight towards me, her body flowing in a big cat rhythm that raced my heart. Standing, I greeted her, we shook hands and sat down at the bar. We ordered drinks and engaged in light conversation then moved to a more business dialogue. Trying to impress her, I spoke about my background and abilities and the millions of dollars I handled for other clients throughout the years. As she spoke of her business and how she started with nothing, I hung on every word that flowed from her luscious mouth, mesmerized by her beauty and charm.
I was fixated on her sultry voice when in one sobering comment, she frankly said, “It’s extremely important that all my professionals serve my absolute needs with unconditional devotion. Can I count on that from you?”
At that very moment, something triggered mentally, instantly making my head spin and my dick rock-hard. I was jolted by her statement, and all that squeaked from my salivating mouth was a stuttering, “Y-Y-YES, Cassandra. Of course you can!”
She was impeccably and expensively dressed, wearing a tailored blouse and a form-fitting skirt that slightly exposed satin garter straps latched to fine silk stockings just north of her skirt line. I flushed with embarrassment when Cassandra noticed me staring and suggested I focus on business instead of her legs.
A few minutes passed while we talked as Cassandra sipped her drink, then slowly lifted her cocktail napkin to gently dab her scarlet lips. Oh, how I wished to be that napkin stained with crimson lipstick, feeling the warmth of her breath escaping from the crevice between her lips! I was spellbound in my fantasy when the napkin slipped from her hand and fluttered to the floor. Being a gentleman, I instinctively moved from my bar stool to retrieve it just as Cassandra shifted in her seat, twisting towards me while slightly parting her legs at the same time. Just as any straight guy would do, I took full advantage of the opportunity to glance at the perfect up-skirt view. Mindlessly gawking, I moved slowly back to my stool when my eyes transfixed on the shadow of dark pubic hair through her sheer lace panties. I reflexively licked my lips at this delicious vision; an action which it did not escape Cassandra’s attention.
“Enjoying the view?” she mused.
“HUH? Oh! It takes me a while to get up…old football injury,” I lied, then quickly tried to recover my composure, “Just being a gentleman. I’m here to discuss your financial planning!” I immediately tried to shift the conversation, praising her business savvy and success.
Again locking on my eyes, she said, “I will only do business with someone who is completely honest with me at all times. Now…tell me the truth.”
I could feel the cold sweat beading on my forehead and soaking my armpits as I nervously apologized, admitting I found her alluring, intelligent, and attractive, and confessed that I involuntarily glanced between her legs, and was frozen by her femininity.
Placing one finger directly under my chin, she lifted my face, stared in to my eyes and said, “Never lie to me again. Okay?”
Her tone shook me as a breathy, “I understand, Cassandra. I’ll never lie again,” gushed from my dry mouth.
“Now let me see your hand.” It was a curious request, but I extended it towards her then she began softly caressing my fingers and palm. “Hands define a person, and yours are very soft, almost feminine and a bit cold,” she declared. Then pulling my hand, she placed it on her thigh just at skirt line. “This should warm it up,” she said with a wicked smile and little wink.
Then in a whisper, she asked if I was aroused, teasing that for someone known as a “lion,” I should be very ashamed that others would invariably notice the bulge in my pants. I was very embarrassed, but so turned on that a visible drop of pre-cum had stained my khaki trousers. A burning flush radiated from the pit of my stomach and rushed to my face as I tried to conceal the spot with my napkin.
Casually glancing at the stain, Cassandra said, “This is the perfect time to go to my office and continue our discussion.” She said it would be more private for an in depth conversation of how I might serve her needs. I paid our tab, helped her with her coat, grabbed my briefcase, and like a puppy, eagerly followed her out the door to her waiting Mercedes.
Immediately after entering Cassandra’s office, she moved to her music collection and chose a mix of empowered-female classic jazz Divas: Eartha Kitt, Ella Fitzgerald, Nancy Wilson, Peggy Lee, Sarah Vaughn, and so on.
Turning to face me, Cassandra chastised my insulting behavior at the bar, wagging a finger in my face saying it was enough to have my financial planner’s license terminated, but that I could avoid any problems if I swore to serve her pleasure; that I would have the opportunity to prove my worth during this meeting. Before I could even think about what she was saying, my mouth spontaneously reacted with an enthusiastic, “YOUR WISH IS MY COMMAND!”
Cassandra chuckled at my nervous enthusiasm, and again taking my hand said, “It’s much easier to trust women, and your feminine qualities are reasons I may be able to trust you. Do you have other feminine qualities?” she asked, a look of amusement and lust in her hazel eyes.
“I don’t think so,” I replied. “People generally think of me as an aggressive business man! Athletic, and a very skilled, serious competitor.” I was trying my best to ‘man up’ but she could tell at this point I was a weak, nervous mess with sweaty armpits and a cum stain on his trousers.
“Well now, I’ll be the judge of that. Stand in front of me and unbutton your shirt.” I was a bit taken aback, but obeyed her order, starting at the top button down to my navel. She moved closer and began softly running a hand across my skin, raising goosebumps from waist to chest--or what she referred to as my “breasts.” She started exploring and examining me in a humiliating, yet unexpectedly exciting way. She touched, slapped and pinched, intensifying both my humiliation and pulsing hard-on; erect nipples signaled my erotic inflammation and carnal desires. Taking my face in her hands, she pressed her soft, moist lips against mine, intensifying my growing lust for her. I wanted to grab her right then and there, throw her on the couch and ravage her pussy with my mouth! But there I stood, immobile, made helpless by her delectable kisses.
She reached down, and cupping her hand on my crotch, began rubbing my huge, throbbing erection (as hard as I’ve ever been). “Why don’t you have an erection?” she asked. “I see the cum spot but I don’t feel your excitement! I find it very insulting,” she continued, “that you don’t have a hard-on!”
“B-but, I do have a hard on, Cassandra! It’s as hard as a rock!” I was surprised and embarrassed at my humiliating situation, jutting my hips forward to show my penile excitement. I needed to prove my manliness when I realized—she was humiliating me on purpose, and I liked it!
“You’re lying again! Why can’t I see or feel an erection? Don’t you find me attractive?” she said with a little frown. “For someone with your aggressive reputation, I’d think you’d have a huge cock bulging in your pants, but all I feel is a little clit.”
The more she humiliated me, the more I wanted to have my face between her perfect thighs; my mouth locked on her wet pussy, suckling her swollen clitoris, fingers rubbing inside her wet cunt until she pulsated with orgasmic pleasure!
“One of the key reasons I selected you was the thought of a huge cock. Not this puny quivering worm dick. Tsk-tsk…so disappointing…” she taunted me as she turned and walked to the settee. “Come over here and unbutton your pants so I can see what the issue is,” she demanded. I was all thumbs trying to release my belt, anxious to prove that I did have a huge erection because of her!
“Come closer and slightly pull down your underwear.” I did as she instructed, pulling them down just enough so the dripping tip of my throbbing cock was visible just above the waistband.
“What a cute little clit,” she teased, touching the tip, rubbing the slippery pre-cum around and around the swollen head. “I was so looking forward to a full night of fucking a huge cock. This is more like a girl’s clitoris. How disappointing,” Her lustful tone flooded my ears as her fingers continued rubbing and swirling the slippery juice around the little hole. “This is just like the moisture of a women’s vagina. Do you like the taste of a woman’s pussy?” She covered her finger in pre-cum and brought it to my mouth, “Now lick it off and tell me what it tastes like. How does it compare to pussy juice?” She paused there for a moment watching me lick her index finger clean. “Now let’s have some fun and search for pictures of small and large penises on my iPad. You’ll see what a real dick looks like.”
We sat on the settee viewing numerous cocks ranging in size from gherkin pickle to prize-winning zucchini. She’d compare my cock to those on line, repeating that she was very disappointed that I wouldn’t be able to fuck her blind with such an inadequate dick. The more she taunted me, the more turned on I got.
“It’s time to begin your lessons on ways to bring me ultimate pleasure and eventual orgasm. But first, your disappointing erection needs to be restrained. NOW STRIP!”
My heart stopped as I quickly undressed and awaited her next order. She chose a hard rubber chastity cage with a tiny brass lock and struggled to enslave my hard dick to its erotic prison. I’d only seen these devices online and wondered what they felt like, but I never thought I’d actually be wearing one! Suddenly a flood of realization washed over me--I was hers to embarrass and abuse and I was more than willing to do her sexual bidding.
“Come over here, dear. Since you have so many feminine traits, I’m going to dress you in women’s clothing. Something enticing that says ‘slut’ but allows complete freedom of movement.” She opened the wardrobe and started searching for my party attire.
The feeling of erotic humiliation boiled in me as Cassandra dressed me in many different slutty outfits, each more embarrassing and exciting than the one before. Once she found an ensemble she liked--red chemise with matching satin panties, black garter belt and suntan stockings with a run--I was given lessons on how to flirt, walk, bend, courtesy, and other appropriate feminine-like behaviors.
The vision of the satin panties sliding across my tightly restrained erection was a source of amusement for Cassandra. I relished in her laughter and hoped that soon she would invite me to touch her most private spots. The thought of her pubic hair peeking through lace panties swirled in my head, and I longed to slip my tongue between her soft, wet pussy lips and latch on to her engorged clitoris. I was dying with desire to lick her juicy hole and slowly slide my finger deep into her twitching cunt, rubbing it in and out, feeling her clamp down as I continued to sexually tease her! The agony of something so close to me, and yet so far, was almost too much for this horny slut to bear!
Turning towards me, she said, “There are a couple options for how you can please me. Your first option is to find me a real stud and bring him back to do the job you can’t.” She told me that I’d be nothing more than a perverted voyeur, watching helplessly as the stud fucked her in ways I’d never be able to. “Or,” she continued, “the second option is for you to wear a strap-on with a dildo of my choosing; one that fills my tight cunt and rubs on all the right places.” She said I’d need to be trained like a lesbian and become her bitch. As I couldn’t stand to watch another man fuck her, I chose option two.
I was deep in fantasy of sexually ravaging my abductor when Cassandra whispered for me to unbutton her satin blouse. For a moment I stood in shock, then quickly began fumbling with the top pearl button, down one-by-one to her flat stomach and shapely waist. I gasped as she let the blouse slide from her shoulders, exposing her magnificent breasts outlined by sheer black lingerie.
I gazed in awe at her beauty, awaiting my next command; “Now, get on your knees in front of me and remove my brassiere.” I was all thumbs as I reached around behind her, my face pressed against her firm stomach, blindly fumbling to unhook the back strap. The bra slid down her arms, landing on my head. Quickly, I grabbed it, folded it neatly on the settee, then got back in position, ready for my next order. “Kiss my nipple…swirl your tongue around and nibble just a little…Mmmmm, that’s it…” Her breathing deepened as she ran her fingers through my hair, her nipples becoming erect in my mouth. “Now, remove my skirt and pull my panties down.” I did as told, removing her clothing and placing them on the sofa. I stared motionless at her curvy, fit physique highlighted only by her garter belt and nylons. “Now crouch on all fours and lick my pussy.”
At last, my wish had come true! I knelt in front of her open thighs as she grabbed a handful of hair, guiding my head and anxious mouth to her soft delights. I obliged her every instruction, lapping and suckling her clit, sticking my anxious tongue in to her luscious cunt, slowly sliding my fingertip just to the opening of her delicious hole to tease and tickle my elegant captor.
I indulged in my duties as she shared stories of how she’d been pleased in the past by other eager slaves; telling me how wonderful others had been at cunnilingus but that I could be taught to bring her to glorious orgasm. I wished to be her prize pleasure slave and do things to her that nobody else could ever do!
“Now lie down on the floor, pet, face up.” I reluctantly stopped eating her pussy and did as told. She stood over me, feet on either side of my feet and began slowly walking up to my face. She glanced down over her perfect breasts as she slowly descended to just above my face, still glistening with her sweet juices. “To show your devotion, you will kiss my thighs then move to my ass in a slow, sensuous tease.”
With that order, I felt the semen rising inside my dick, almost ready to spew out! The fragrant scent of her vagina was intoxicating as I fought back the urge to bust my nut right then and there…her pleasure would always come first!
She reached between her legs to pull her pussy lips open, showing me her swollen clitoris. “See that pink bean? That’s what I want you to lick and suck. Latch on as tightly as you can and suck it!”
She hovered over me sitting directly on my mouth, head back, body quivering with every suck and nibble to her magic button! She was my queen and I obliged her every whim! The taste of her sweet nectar caused me to convulse with desire when suddenly she stood up, declaring that she needed more than what I was giving. That I needed some additional help to bring her to orgasm.
I crawled behind her as she strolled to a cabinet loaded with a variety of dildos in every shape, size and color. She discussed the pros and cons of each until she selected a somewhat long dildo with medium girth and a large, bulbous head. “This one always does the trick!” she declared.
She helped me step in to and adjust a leather harness holding the dildo. I sat on the sofa with my rubber cock standing straight up as she straddled my lap. Using her hands, she spread her wet cunt wide open, then slowly lowered on top, sliding down the shaft all the way to the hilt. I watched with fascination as the huge dildo sunk deep in to her pussy and out of sight.
Like a slippery lollipop skewered by a huge rubber stick, she rhythmically rode the dildo up and down all the while swirling her clit with one finger until finally she began to stiffen; a deep, guttural moan rising from within her; stomach muscles tightening and contracting; back arching; moan after moan until the final intense spasm of pleasure was released! I relished in her divine rapture and wished it was my pulsing cock inside her!
Afterwards, she sat for a moment, dildo still deep inside her with an occasional uncontrolled pelvic spasm twitch. Finally, she slid off and I was instructed to thoroughly clean her pussy, which I happily did until my tongue ached.
"Now, my sweet...it's your turn..."
We walked back to her dildo collection and she began pointing out several of her favorites, commenting on each--where she got them, who had them up their asses, if they had a big cock or not, etc. We both laughed when she teased me with large and small plugs and dildos, sticking them under my nose for a sniff and sometimes a little lick, when suddenly, she spun me around and grabbed my ass, pulling cheeks apart as she began gently tickling her fingers up and down my twitching crack. I enjoyed watching her in the mirror licentiously gazing and teasing my anus. It was thrilling to be used by someone so commanding and completely in charge of the situation!
“Soon,” she said with demonic glee, “you will be screaming either in agony or ecstasy when one of these beauties is shoved up your bunghole!”
I shuddered at the thought of being impaled as she donned the leather harness and inserted a very intimidating rubber cock. Cassandra embraced me from behind, breathing hot breath in to my ear with an occasional soft kiss, licking my neck as a vampire would taste her next victim.
“How sweet it will be to fuck your tight cunt with my big cock. You’re my amusement for tonight, you fucking little slut. You are my bitch and if you behave and do what you’re told, maybe I’ll invite my friends over to use your boy pussy and your eager mouth for their pleasure.” Her obscene words beguiled me as I swooned with each deviant thought of being her nasty party game. She gave one final kiss to my ear as she bent me over and declared, “Your ass is now a pussy, bitch.”
She slowly teased my tight anus, squirting cold lube on my twitching rosebud as she inserted a gloved finger followed by another finger and another. I winced with delirious pain and begged for more, reaching both my hands around to spread my ass cheeks, opening my cunt. I wanted more as she began slowly inserting a small dildo then bigger and bigger, working up the size scale as my asshole relaxed and stretched to accommodate her disgusting advances.
Slowly, she began penetrating my boy pussy with the tip of her dildo, then with one great push, my ass was filled with her rubber cock followed by a butt hammering I won’t soon forget! My gorgeous abuser pounded and pounded me with painful pleasure until I felt the well of orgasm radiate from deep within my body, sending convulsive waves through my core, over and over and over until I was rewarded with a mind-blowing orgasmic release, consumed in cathartic agonizing glory, all the while my penis still tightly constrained in chastity, restricting the sticky spew of semen!
My transformation from a well-respected professional ‘lion’ to a sweating convulsive fuck bitch was complete. Cassandra broke my vanilla spirit and I realized from that moment on, She was my Owner…my Queen…my ‘Royal Lioness!’
“You’re a good bitch and your devotion to me is very clear, but I still need a lion for my financial adviser,” she said with a little disappointment. “If your clitoris had even grown to 7 inches, it may have qualified as a cock, then potentially you might return to the vanilla world as a real man.” She then unlocked my chastity device and measured my cock with a ruler from her desk exclaiming, “Wow! What do you know! It’s now exactly 7 inches! Your final test, slut, is too see if you can satisfy me with it!”
At that very moment of hearing her superb challenge, I spontaneously came again, bigger and harder than the first, discharging pent up jizz that had been damned in by the chastity; cum flowed and oozed out from the bottom of my condom, dripping directly on her La Boutin patent leather stilettos!
“Well now,” she said, looking down at her spew-covered shoes, “You have quite a sticky mess to lick up, bitch…now get started…”
Copyright © 2022 Ms Cassandra Creant - All Rights Reserved.
NOTE: No sex offered or implied...that's illegal.