Hi guys, a quick disclaimer – this is my first story so by all means tear me to shreds, I’d love to read any feedback :’) also this story is set in a fantasy world – for the empire Ben lives in, think ancient Rome crossed with the Dark Elves from Warhammer and you get the idea. Very naughty. Oh and the Futa’s in this story just have big dicks, no vaginas sorry I know some people like those. And of course all characters depicted are over 18 years old.
Anywho, enjoy! 😉
Ben was considered a particularly quiet, shy boy. In truth he actually had a very warm and gregarious nature, but these facets were overshadowed by a rather sensitive disposition — far too sensitive for the ruthless, militaristic society he had grown up in.
Ben was of middling height with broad shoulders and a slender frame, though he lacked the athletic ability and raw strength of his peers. With a pretty, sculpted face and an artful tumble of auburn curls Ben was considered quite attractive by most and almost beautiful to some.
However his lack of aggression and self confidence had led to him being somewhat ostracised by his peers and completely overlooked by the girls they were encouraged to chase.
Instead, Ben had found himself drawn to his literature tutor Miss Delphine. With her kind eyes and youthful frame, she had taken an interest in the thoughtful, sensitive boy who seemed to her so different to the fiery, rambunctious youths that comprised most of the male population of the academy.
Indeed, it was Miss Delphine who had nurtured Ben’s sensitive nature and excused him from the more gruelling aspects of the boy’s tutelage. Indeed, it was Miss Delphine who had suggested to the young man a career in the feminine arts — her arts — the art of letters, to perhaps one day serve the Empire as a remembrancer.
Ben had quickly seized upon this idea, requiring little persuasion to agree upon whatever course his doting benefactor suggested, such was the reverence he held Miss Delphine in.
When Ben came of age, Miss Delphine personally presented his request to the College of Dyanissa, to Mistress Kyra the matriarch of the Futa contingent of the college. Futas did not make up a large portion of the college or indeed the Empire, but almost all of the Futas within the city resided in the college.
This was because they performed a unique and highly important function for the college and more importantly for the Empire. The feminine arts were too broad a subject, their various works too many and over too vast a span of territory to be left to a single gender — even warfare — undoubtedly the domain of men found the occasional use of women. So it was with the feminine arts — the ranks of remembrances, often serving on the front lines, were most often filled with men.
But how to best prepare men for a lifetime of service in an artform so opposed to their nature? Particularly in a culture such as the Phoenecian — a culture that clearly separated boys and girls at birth, the former being groomed for a life of warfare, which emphasised strength, willpower, aggression, cruelty and ruthlessness at an early age.
Even boys like Ben, unusually sensitive, thoughtful, and insightful, all feminine traits to begin with would surely struggle to adapt to an art form suited to their female counterparts.
The Empire’s answer to this had been the establishment of the College of Dyanissa, a separate school among the feminine colleges to exclusively house and train the male students. The focus of the training being the re-education or feminisation of the boys. To change their mindset, to be more feminine, to think more like women.
Initially this training had been given by the same female tutors who instructed the girls basic tutelage. However it was quickly discovered that by far the most effective tutor was a sexual instructor, Mistress Kyriake, a dominatrix who had served the Temple of Morathi. By using the skills she had learned as a dominatrix to sexually humiliate and dominate the boys, she had made them submissive to her. Mistress Kyriake was able to truly ‘feminise’ the boys under her by making them perform the sexual feminine role, by penetrating a boys asshole with a strapon combined with rigorous and constant humiliation and domination Kyriake discovered she could produce students totally committed to their art and utterly obedient to their mistress.
Inevitably the next logical step was to replace the dominatrix tutors with Futas. A rare and divine species, Futas had long enjoyed a position of high esteem and privilege within the Empire without ever really occupying a particular role outside of religious ceremonies. When invited to serve in the college preparing teenage boys for a life in the feminine arts, the Futas of the city gleefully flocked to the college.
A domineering, sexually cruel race by nature the Futas loved their work, controlling and feminising the bombastic youths that were so used to fucking slave girls and dominating one another.
For the sensitive and utterly inexperienced Ben the prospect was a daunting one, but one that he nonetheless longed for. Unlike most supplicants to the college Ben had already experienced subservience to Miss Delphine, while all boys were held to a level of respect and compliance to their female tutors, mothers, aunts, family friends, etc Ben’s adoration for his tutor went well beyond what was considered masculine. As it happened this experience would serve him well in his new life.
Ben arrived at the college to be greeted by a tall golden blonde haired Futa, dressed in a short, flowing, floral skirt and a loose, deeply cut blouse of the same floral design. The Futa had wonderfully tanned skin, combined with the golden blonde hair it gave her the impression of a golden goddess as she stood proud and radiant in the beaming sunshine. Ben couldn’t help but stare at her long golden-brown legs, mesmerising thick thighs and ample exposed cleavage; two huge golden globes barely contained by the loose blouse she wore. She stood with her hands on her hips, she had strong, beautiful golden hands, long fingered and ending in long sharp nails painted an electric pink, which reminded Ben of a predatory beast.
Quickly remembering himself Ben snapped his attention to her face and was equally terrified and excited. She wore a cold, stern expression on her perfectly composed face, as her green eyes pierced him with an icy glare. She had thick angular, dark brows drawn with some cosmetic, some abundant, orange-tanned makeup rendered her complexion flawless, she had high cheekbones and an aquiline nose, her full lips painted a soft pastel peach colour.
“I-” began Ben nervously but she immediately cut him off.
“You are the supplicant Ben” she declared confidently.
“I am” replied Ben quickly, eager to appease the radiant goddess who towered over him.
“It was not a question…” responded the Futa matter-of-factly. “My name is Jenna Sunblessed, you may call me Mistress Jenna, or simply Mistress for sake of convenience. I will be your mistress and you will look upon me as a slave looks upon his master. You will speak when spoken to, ask no question without my leave and answer anything I should ask immediately and to the best of your ability. Failure to comply with my orders will result in severe punishment. I do not tolerate disobedience and will not hesitate to torture you mercilessly should you disobey me. Is that understood?”
Ben was utterly terrified by the glorious, divine creature, her predatory stare and icy tones totally at odds with her radiant appearance. The way her severe voice and harsh glare transfixed him, even in the hot sun he was practically shaking. He opened his mouth but found no words would come out, instead he stood there quaking, his lips mouthing a wordless plea.
A tiny, almost imperceptible smirk appeared for a moment in the corner of Jenna’s mouth before she said “you may answer now.”
With his new mistress’ encouragement Ben seemed to find his voice nervously stammering “y-yes mistress J-jenna I-I u-unders-stand”.
“Excellent. You will find a little fear can serve you well here, your future, among other things… are in my hands, you would do well to remember that” replied Jenna, a slightly warmer expression colouring her features.
She continued “now, I am here to prepare you for the feminine arts, this may seem strange to you given your life up to this point. Indeed it is, I will be undoing virtually all the masculine training you have received so far. I will be replacing the lessons you have learned with new ones. I will make you behave like a girl, I will make you dress like a girl, I will make you perform sexually like a girl and most importantly I will make you think like a girl. We call this feminisation. You may feel angry, scared or defiant. You may not wish to be feminine, you may not wish to be seen dressed as a girl by your peers, you may not wish to see your body shaved clean and your face adorned with cosmetics and girly wigs, you may not wish to be penetrated like a woman, to feel a large, hard cock deep inside your asshole filling you with cock milk… you may not wish many of these things… but they will be… I will do all of these things to you and many more. I will train you to be feminine. I will train you to be obedient. I will train you to be a good boy. Do you understand?”
Ben’s heart felt like it was going to explode the more Jenna spoke the more excited and terrified he became. He was sweating and breathing deeply, his virgin penis already bulging in excitement. “Y-yes mistress Jenna” he replied in a breathy voice, struggling to maintain eye contact with the dominant Futa.
Jenna seemed to enjoy his discomfort and obvious desire to acquiesce to her, smiling wickedly as she asked “You are very… nervous, scared even… tell me, supplicant have you ever bedded a girl?”
Ben’s face reddened instantly as he was hit by a terrible wave of shame and apprehension. His mouth dropped open “I-I-I uumm w-welll… I…” stammered Ben as he desperately battled against the humiliation that overwhelmed him.
Jenna erupted into a fit of cruel laughter “HAHAHAHAHA! Just as I suspected, have you not even bedded a slave girl, are you a virgin?”
Ben could only stare at her lovely golden feet such was his shame, as he answered “n-no mistress Jenna… I… there was a slave girl b-but…”
As Ben trailed off Jenna felt he needed some encouragement and decided to take pity on the poor, red faced boy. “Oh? Go on, what of this slave girl?” enquired Jenna thoughtfully.
“W-well she was v-very nice and shy l-like me, she was clever for a slave too… the other boys used her… bedded her a lot. She was kind to me… so we would talk when we were alone… even hold hands… once she kissed me… she even put her hand on my… my manhood… but the other boys found us and mocked her… and me… then she was moved to another dorm and I never saw her again.” Ben felt some of his shame lift as he unburdened himself of the hurtful memory, even though he was well aware of how pathetic his only sexual encounter sounded.
“I see… interesting. You are a very unusual boy, so sensitive, so… eager to please…” mused Jenna, one dark brow arched high, a thoughtful look on her severe, heavenly face.
“Y-yes mistress” was all Ben could reply.
“It is very pathetic for a boy your age to have never bedded a girl, to talk of holding hands and kissing a slave girl while other boys fuck her” continued Jenna, once more filling Ben with a crippling shame, he felt so humiliated, to hear his failures so scathingly accounted by this perfect goddess.
“Yes mistress” whispered Ben in response, his eyes once more locked on Jenna’s lovely toes.
“If you have never bedded a girl, you must wank so much, how often do you wank? How many times a day?” questioned Jenna smiling viciously, she enjoyed the boy’s humiliation immensely.
“I… I… umm… I wank 3… or 4 times or 5 times a day m-mistress.” Ben could hardly speak he was so ashamed, he was sweating profusely now and to make his humiliation even worse he found his cock growing whenever Jenna said the word ‘wank’ and was now rock hard making a visible bulge in his leggings.
Jenna looked pointedly at his bulge, smiling cruelly “I shall have to make a note for the college you suffer from a habit of over-masturbation, due to an inability to attract any girls to have sex with. It is important for your female tutors and fellow students to know that you were accustomed to wanking all day because you were unable to have sex with an actual girl. Does it make you feel humiliated, to know the female students will look at you when they pass and say ‘he’s the one who wanks too much because he couldn’t even get a slave girl to fuck’?”
Ben was so humiliated his rock hard cock was raging against his tight leggings. “Yes mistress… it makes me feel very humiliated.” Ben managed to pant breathlessly, his heart hammering in his chest.
“Good. You should be ashamed at being such a pathetic little boy. But you need not worry about over-masturbating here. I will control your cock and when you use it. Clearly you were not very good at being a boy in your old academy. But you will be here. Under my strict training you will be a good boy. I can see your little cock is already excited and hard, tell me what do you think about when you wank it?”
Ben was lost in Jenna’s hypnotic eyes as she stared into him sadistically savouring his humiliation. “I… I uhhh I th-think about Millie… th-the slave girl… I used to w-watch sometimes when the other boys would… would fuck her… I saw her pretty face flush when they got on top of her and when they would push their cock into her… I heard her sweet moans when they fucked her… I pretend its me with my cock in her… kissing her lovely mouth and licking her pink nipples… I would see her feet in the air when she was on her back with her legs open and a boy fucking her… her lovely feet had thick, arched soles… I wanted to kiss and smell her feet when she was being fucked… but I never did I was too scared… I would talk to her after they were finished… I told her I would marry her if I was old enough… it made her smile… she asked me if I watched her fucking the other boys… if I liked it… if I wanked when I watched her… I was so ashamed I couldn’t answer, I just nodded and looked at the floor, that’s when she kissed me and touched my… that’s when the boys found us and she ran away from their cruel mocking.”
Ben was once again looking at the floor around Jenna’s feet by the time he had finished, overwhelmed by his shame at confessing he wanked at the sight of the only girl he had loved being fucked by other boys while he longed to kiss and smell her feet.
As if reading his mind Jenna commented “So these, strong fierce boys fucked your Millie, while you hid watching, wanking your little cock and when they were finished ploughing her you would hold her hand, tell her she was pretty, that you love her and would marry her and take her away, is that it?”
Ben exhaled deeply and said simply “yes mistress.”
Jenna could see he was utterly broken now, she had exposed his pathetic wanking fantasy and lack of experience with girls. He was as humiliated and ashamed as he was going to be. Usually, this point took far longer to achieve, but clearly this boy was remarkably… submissive.
Now was the time to start building him back up, mentally conditioning him to see her as his only source of joy, happiness, pleasure — the only thing to rescue him from the shame and despair he currently felt.
“I have given you fair warning of the punishment should you choose to disobey me, but hear this… the rewards for obedience are very… very… enticing.” Jenna’s eyes brightened wickedly as she said this, causing Ben’s heart to leap with excitement, a sudden rush of blood overcame his shame and made his rock-hard cock ache.
Jenna continued “be obedient and you will love serving me. You will wake up happy every day to be my slave. You will love being feminised. You will love doing as you are told. You will love performing sexually like a girl. Be obedient. Be a good boy.”
“Now. Follow me.” Commanded Jenna confidently, turning swiftly and proceeding into the college proper. Ben followed quickly in her wake, like a frightened puppy clinging to its mothers flank.
Eventually they came to a large white marble room open on one side with flowing white curtains letting in plenty of the bright sunshine. Jenna seated herself on a comfortable divan. Her long tanned legs folded looked even more sexy, especially her thick orange thighs, pressed together, Ben could see almost all the way to her… well to her bulge he supposed.
Ben trembled with excitement and apprehension.
“Take off your clothes. Now!” barked Jenna.
“Uhh… ok” replied Ben sheepishly.
“Mistress. You say ‘yes mistress’.” Corrected Jenna seriously.
“Oh… yes mistress, sorry mistress” replied Ben nervously.
Ben clumsily removed his white tunic, revealing his soft, pale torso — slender and toned but lacking the muscle most boys his age and size had. Despite herself Jenna couldn’t help but admire his soft pink nipples and pretty chest, his toned abdomen… he was very cute and quite sexy too.
Pulling down his leggings and stepping out of his sandals to stand barefoot in his underwear on the smooth marble floor Ben once again found himself breathing heavily. Jenna sat, as gorgeous as ever, savouring her first glimpse of the young mans naked body. Ben felt as thrilled as he was scared, loving the feeling of standing exposed in front of the proud, dominant Futa.
“Good boy. Come here let me see your little cock.” Jenna ripped Bens underwear down revealing his already growing penis. “Not bad… you have a very nice cock” purred Jenna seductively as her hands explored his abdomen, chest, thighs, cock and balls.
“Th-thank you mistress” stammered Ben, utterly cowed by the dominant Futa and loving the feel of her hands on his exposed naked body.
“You have a good sized cock, not too long but nice and thick… but of course all men have ‘little cocks’ compared to us Futas” continued Jenna as she stroked and manipulated Ben’s now rock hard cock, her long sharp claws felt wonderful as they grazed his balls, his abdomen, his thighs and ass cheeks. “You are very submissive” commented Jenna with a playful smirk “that’s good you know your place, it will make your training go much smoother.”
“M-my training” asked Ben overly aware of his naked body and throbbing hard cock in front of the fully clothed, tanned goddess sat confidently inspecting him.
“Yes. I will give you strict blowjob training and dildo training to stretch your asshole before we move onto filling your ass with cock milk.” Replied Jenna sternly.
“Ohhh I… I’ve never…” stammered Ben weakly.
“Had a dildo shoved up your ass? A submissive little virgin like you will love it, I bet you can’t wait to feel a big hard cock stretching your tight little asshole. Tell me have you fantasised about me putting my big hard cock up your ass and fucking you while you wank your little cock?” Mocked Jenna, a malicious grin playing across her beautiful, heavily done up face.
“I… uh… I… well I…” Ben spluttered his face bright red as his exposed cock throbbed harder still.
“Hahaha! You are so predictable, you pathetic little boy! I love how embarrassed you get.” Jenna enjoyed his shame greatly as she toyed with him.
“First we will start blow job training.” Jenna declared seriously; all trace of amusement gone from her severe, seductive face. “Oh ok th-thank you I- uhh… where do you want me t-to suck my cock mistress” Ben said excitedly.
“HAHAHAHAHAHA!” Jenna erupted into a fit of hysterical laughter. “You silly boy — I meant we will start YOUR blow job training — YOU — will be sucking — MY — cock you naughty little boy!” Jenna shouted grinning from ear to ear clearly amused by the silly boy’s naivety.
“Oh yes s-sorry mistress” stammered Ben more red faced with shame than ever.
“Now first we need to get you ready — bend over on all fours. NOW!” commanded Jenna loudly. Sheepishly Ben got on all fours with his ass towards Jenna.
“Mmmmm what a lovely little asshole” commented Jenna as she inspected Ben’s excited twitching asshole.
As Jenna took out her favourite bottle of lube, which she liked to call ‘boy lube’ her eyes roved over Ben’s naked body, she loved seeing naked boys in this position, ass cheeks spread apart ready to receive a cock, their little hard on wobbling with excitement.
“Lets see how tight you are…” purred Jenna as she slowly massaged a handful of boy lube into Bens asshole.
“Uhhhh…. Ohhhh” groaned Ben as his rock hard cock twitched with excitement. “Good boy…” whispered Jenna as she removed a shiny pink dildo from her bag.
“Now let’s see if you like a cock up your asshole” continued Jenna in a sultry voice as she slid the long pink dildo slowly into Ben’s asshole.
“Uhhh….ohhhh” Ben couldn’t stifle his moans of pleasure as the dildo stretched his little hole and pushed deeper into his ass. “Good boy…that’s it… stretch that little asshole… well done… good boy… you like it…. You like that dildo in your asshole don’t you?” whispered Jenna as she raked his throbbing cock with the claws of her free hand.
“Yes… mistress… yes I like it… I like the dildo in my asshole mistress” replied Ben breathlessly, loving the feeling of submission as he sat totally naked on his hands and knees, cock throbbing madly, his ass in the air being fucked slowly by Jenna’s dildo.
“Good boy… good boys take their dildo’s up the ass nicely… you’re a very good boy” purred Jenna.
“Now sit up…” She continued as she removed the dildo and drew Ben into a kneeling position. Jenna stuck a realistic cock dildo to the marble floor and smothered it in boy lube.
“Now sit on the cock… good boy… stretch your little hole around it till you are on your knees.” Instructed Jenna in a breathy voice to Ben’s ear.
“Y-yes mistress” replied Ben obediently, completely enthralled by the dominant Futa. “Uhhh” groaned Ben as he slid onto the dildo. Jenna produced a length of pink rope and swiftly secured Ben’s hands behind his back as he sat submissively, his hard cock throbbing with excitement.
“Good boy… now are you ready for my cock… do you want to suck my cock?” asked Jenna, her big green eyes bright with malicious mischief as a naughty smile played across her pretty face.
“Y-yes mistress… I want to suck your cock” replied Ben breathlessly his eyes wide as he starred up at Jenna helplessly.
Jenna stood before him and turned around before slowly lowering her skirt and letting it fall to the floor, giving Ben an eye level view of her huge orange-tanned ass, beautifully wrapped in her favourite pink thong.
Jenna was well aware of the effect her thick, juicy ass had on men — it confused them to be confronted with such a perfect, larger than life female charm only to be then put in the feminine sexual role. This confusion they found utterly captivating and irresistible she had found. Just as she had seen dozens of times before Ben stared wide eyed transfixed on her enormous tanned ass, no doubt loving the view.
Stepping backwards Jenna pushed her giant, round ass into Ben’s face “do you like my ass?” she asked with mock innocence.
“Ohhh yes mistress I-I love your big ass” replied Ben as he rubbed his face between the two glorious pumpkins of her ass. Abruptly Jenna stepped away denying Ben the pleasure of burying his face in her curvy butt. Jenna turned to face the panting, bound youth revealing her wonderfully tanned legs, thick thighs and large, bulging cock struggling to escape her thong. With one swift motion she drew the thong down her long legs and stepped out of it.
Ben’s mouth fell open as he stared wide eyed at the huge, throbbing cock in his face. It was easily more than twice the length of his and noticeably thicker too. Placing her pink clawed hands on either side of his head Jenna gently moved her cock into Ben’s mouth “uhhmmmm…” mumbled Ben as he struggled to moan with Jenna’s hard cock filling his mouth.
“Shhhhh…. Good boy….. now suck it… that’s it… good boy… now use your tongue… lick the head good boy” whispered Jenna as she instructed Ben how to properly suck her cock.
Ben felt wild as he sat on his knees naked, his tight asshole stretched around the dildo and Jenna’s big cock slowly filling his mouth. After all the years of sexual frustration it felt so… right to be in this exposed position, totally vulnerable and subservient to this divine sex goddess. Ben loved the feeling of Jenna’s hard cock in his mouth as it gently slide in and out, over his tongue and down his throat. Occasionally Jenna would remove her cock from his mouth entirely and instruct him to kiss and lick the head, which Ben did lovingly and with gusto, slavishly submitting to her every desire.
It felt oddly gratifying to Ben who had never been with a woman, never mind satisfied one to hear Jenna’s moans of pleasure and words of encouragement as he gorged feverishly on her thick girl cock. “You are a good little cock sucker… good boy… do you like sucking my cock?” Asked Jenna smiling mischievously.
“Yes mistress I like sucking your cock” replied Ben, his heart pounding as he sat on his knees naked, with a dildo up his asshole and a hard cock in his mouth.
“Do you like feeling my cock in your mouth?” continued Jenna seductively.
“Yes mistress” replied Ben in between mouthfuls of cock.
“Then say it… say I like feeling your cock in my mouth… I like blowjob training” instructed Jenna maliciously.
“I like feeling your big cock in my mouth mistress… I like sucking it… I love blowjob training” breathed Ben red faced and panting as Jenna continued to thrust into his mouth. “Hahaha good boy… because you have been so good I will let you have some cock milk… do you want me to fill your belly with cock milk?” Asked Jenna naughtily.
“Yes mistress please let me have your cock milk in my belly” replied Ben desperately.
“Good boy, because you have done as you are told and been a very obedient boy I will let you swallow my cock milk…. BUT! You have to be a good cock sucker and swallow every drop of cock milk nicely OK?” Jenna said sternly.
“Y-yes mistress I will swallow your cock milk… I will swallow all the cock milk nicely and be a good boy” replied Ben desperate to please his domineering mistress.
Jenna smiled brightly “good boy… now open wide” with that Jenna removed her hard cock from Ben’s mouth and began vigorously stroking it with her hand.
“Ready… I’m cumming… swallow the cock milk… be a good boy and swallow the cock milk…” instructed Jenna breathlessly before her cock erupted spewing thick ropes of cum into Ben’s mouth.
Ben twitched as the hot cum splashed onto his face but quickly began licking the cum from his lips before Jenna pushed her cock as it dripped with cum into his mouth.
“That’s it… good boy… take all mummys cock milk… swallow it… good boy.” Ben enthusiastically did as he was told sucking the cum from Jenna’s balls as he swallowed mouthfuls of cum. Jenna smiled as she looked at Ben’s pretty face wrapped around her cock and covered in her cum as he sucked the last of the cum from her balls.
“You are such a good boy… I think you are a natural cock sucker, of all the boys I’ve given blowjob training to none of them have made me cum so quickly” Jenna said sweetly as she beamed down at him.
“Th-thank you mistress… I liked my blowjob training… a-and swallowing your cock milk… th-thank you for filling my belly with your cock milk” replied Ben nervously as he gazed up at Jenna awed by the powerful dominant Futa and ridiculously happy to have pleased and impressed her.
“Haha and so polite and submissive you will make such a good fuck boi… now I don’t usually do this but I think you deserve a special treat for being such a good boy…” purred Jenna sexily. Sitting back in the couch Jenna presented her arched, tanned soles to Ben.
Ben stared totally mesmerised by the thick curved soles, his rock hard cock raging at the sexy fake tan that coloured the wonderful orange feet. “Do you like my feet… do like to kiss and worship sexy feet?” teased Jenna.
“Y-yes p-please let me worship your feet mistress” replied Ben desperate to press his face against the entrancing soles.
“Good boy… kiss them…” instructed Jenna as she extended one foot to Ben’s face. Ben lovingly kissed and smelled the divine feetie as his hard cock raged — the smell was incredible.
Jenna took a handful of boy lube and coated each of her soles in the glistening substance. “Do you want a footjob? Be a good boy and beg your mistress for a footjob” instructed Jenna haughtily.
“Uhhh… p-please give me a footjob mistress… I… I want to cum on your perfect divine feeties” moaned Ben desperately as he struggled against his bindings and the dildo up his asshole, his rock-hard cock throbbing madly.
“Hahahaha… I like seeing you so desperate…. good boy…” giggled Jenna clearly enjoying his desperation and submission immensely. Jenna expertly placed her lubed, fake tanned feet on either side of Ben’s raging cock gripping it tightly with her toes and began to vigorously wank it with her feet.
Ben moaned and panted desperately as Jenna’s thick soles mashed his cock tightly wanking it with speed and power. “I…. uhhhh… ahhhhh….. I’m going to… huhhhhh… uhhh… cum” panted Ben his eyes rolling back as he was completely consumed by the powerful footjob.
His naked body, hands still tied behind his back bobbed slightly as he rode the dildo he knelt on loving the feel of it sliding up and down, in and out of his asshole. As Jenna’s divine fake tanned feet vigorously worked his cock in the lube up and down over and over. “Ahhhhhhhhhh!” moaned Ben as he erupted spewing hot cum all over Jenna’s feet.
“Hahahahaha!” laughed Jenna as she watched the bound naked boy writhe in ecstasy as he continued to spew cum all over her feet and himself.
“What a good boy… you really like feeties don’t you?” teased Jenna.
“Y-yes mistress” replied Ben breathlessly.
“Now be a good boy and clean up your mess… lick up the cock milk you spilled on my feeties and floor” commanded Jenna suddenly stern.
“U-oh y-yes mistress” stammered Ben as he tried to collect himself from the earth-shattering orgasm he had just experienced.
“Here… on your knees” instructed Jenna as she untied Ben and guided him to her cum splattered feet. Ben began weakly licking his cum from Jenna’s feet and when they were clean the marble floor.
“Good boy… you are so good at swallowing cum… your little tummy is full of cock milk tonight isn’t it?” teased Jenna sweetly.
“Yes mistress” answered Ben weakly, utterly spent.
“Now its time for bed, leave your clothes here you don’t need them while you’re here being trained. I will come to inspect you in the morning. Good night.” Jenna told Ben warmly, but sternly as she gently lifted him to his feet.
“Good night mistress.” replied Ben sleepily, before Jenna gently kissed him on the forehead and watched him stagger off to bed.
When the youth was gone Jenna breathed a deep sigh of concern, she had not intended to be so affectionate with the boy, she had never been this affectionate with a supplicant before.
But she couldn’t help it… he was so… so cute. Ben was no usual supplicant, the typical boy she trained was an arrogant, aggressive young bull with a talent for writing, utterly confused and downright opposed to be sent to a college for ‘feminine arts’.
Jenna enjoyed slowly stripping these cocky youths of their hollow bravado, draining them of their machismo as she feminised them. She would gleefully delight in denying them the sex they were accustomed to with the many slave girls they fucked.
Shaving their naked bodies hairless, Jenna enjoyed their discomfort as their full balls caused their little cocks to harden to attention as the slave girls shaved them clean.
Then dressing them as girls, with pretty dresses, feminine wigs and make up — delighting in their humiliation as she forced them to introduce themselves at college functions as ‘Miss…’, savouring their looks of shame as the female students would point and giggle.
And eventually training them to perform sexually as a girl; blowjob training and asshole stretching; Jenna would relish their gasping, bewildered faces as she slid her dildo up their tight virginal assholes, their rock hard cocks raging.
It was at this point she usually made the comparison between them and the slave girls they used to fuck, loving the humiliation she saw in their faces as the realisation hit them that they enjoyed being fucked like a girl — that they were her slave girls.
And yet she had felt compelled to plunge straight into this latter stage with Ben — it wasn’t just that he was clearly already submissive to her… she had wanted to use him, to feel his pretty mouth on her cock, to explore his lovely little asshole… though she had enjoyed his humiliation as much as the others she also felt something… something different… was this genuine affection?
It was not unusual for Futas to fall in love with a male, Jenna had simply never expected it to happen to her. What was she thinking, she’d just met the boy and his training was her responsibility.
She would have to be very careful to keep her emotions under control, she was after all a professional, she had a responsibility to feminise this boy and being overly affectionate with him could jeopardise that.
Jenna resolved to be more controlled during their next training session… though she couldn’t help but wonder what the strange new feeling she experienced meant for her future.