Futanari Academy Vol. 01

"UGH!" Miss Angeli grunted loudly, her next couple of breaths coming in sharp hisses as her cock erupted with a hot torrent of cum, shooting it deep inside of Bailey's bouncing little femboy ass. Her thick cock pumped load after load into his tight little ass, spraying each jet of her wonderfully thick sperm with almost violent force deep inside of him, breeding his eager little ass as he obediently bounced up and down on her.

Bailey's head spun with perverse delight as he felt his teacher cumming inside of him, her cock throbbing powerfully as she swelled up inside of him. The sensation of all that hot cum coating his innermost walls made the boy cry out, his eyes clamped shut as he swiftly moved his hips, fucking his teacher's deliciously soft breasts until his toes curled in delight.

He moaned loudly as he too came, his cock spraying out thick wads of his milky sperm that roped out over the tops of her breasts and neck, a few even shooting up to splash on her chin. The little buttslut trembled, his knees growing weak as he half collapsed onto her, panting for breath.

Miss Angeli grinned, moving her fingers through the thick mess he had coated her with, slowly smearing the sperm around on her skin as if it were an expensive skin lotion.

"Mmm did that feel good Bailey?" She purred.

"Y-yes! T-thank you teacher!" Bailey hissed, still breathing quickly as he slowly sat up and leaned back, resting his weight on his knees, his teacher's cock still sunk down to the balls inside of his now cum-filled little ass.

The two were so caught up in the pleasurable daze of their mutual orgasms that they both failed to notice the soft sound of the partially cracked door shutting, or the sharp sound of heels clicking as someone walked away down the empty hall...

A few days later, Bailey was spaced out in the middle of class, his warm little hole already aching for the cock he knew he was going to service right after school. Miss Angeli kept the boy very busy, fucking and cumming inside of his ass and his mouth multiple times during their after school fuck sessions that could sometimes last up to 3 hours.

Bailey liked getting fucked up his tight little butt, but it wasn't until Miss Angeli came along with her meaty 9 inches that he finally became a complete, cock-addicted buttslut. He could feel his slender cock stiffening and he squirmed in his chair, reluctantly rising from his seat before walking over to the teacher's desk.

"Umm, Miss Gordon. I don't feel well, may I have a bathroom pass?" Bailey quietly asked his teacher, biting his lip shyly.

"Mmm your face looks flushed, you should splash some cool water on it." Replied his teacher, sliding a simple foot long ruler over towards him that read GORDON-PASS in black magic marker on each side. Bailey nodded and took the pass, quickly heading out of the classroom and into the empty hallway.

Bailey rounded the corner, walking quickly but not quite running as he neared the boy's bathroom, his stiff little cock and pink, sensitive little asshole craving stimulation so urgently that he found it hard not to run.

"Just where are you going?" Chimed a cold, female voice from behind.

Bailey stopped and whirled around, greeted by the sight of another one of his teachers, Miss Roberts.

The woman stood nearly 6 foot tall in her gleaming, black spiked-heels. A simple white blouse was buttoned up over the swell of her large, firm breasts, the uppermost curve of which was exposed to invite lustful glances. A simple black skirt reached her knees, the pale skin of her legs gleaming with a healthy shine.

She moved her hand up, tossing back her short, raven black hair, her bright blue eyes regarding the boy coldly. "Well?"

"I have a pass!" Bailey explained quickly, fearing that he was trouble. He held up the ruler with the black marker on it and showed Miss Roberts who merely frowned back at him.

"Pass or no, there is something I wanted to discuss with you Bailey. Come with me, NOW." She was cold and to the point, and with that tone, Bailey was surprised she hadn't snapped her fingers for him to follow like little puppy. Still he did, he followed silently behind her as she stopped and unlocked a door and stepped into the darkness beyond.

Bailey followed and then looked up as the door clicked shut behind him, a bright light flicking on in the small bathroom. "Where are we?" He asked as Miss Roberts turned and snapped the deadbolt shut, the little placard on the door would read 'occupied,' ensuring their privacy.

The woman turned and leaned back against the door, the only exit out as she glared at him. "This is the female faculty bathroom. It's quiet private and clean and will serve our purposes."

"P-Purposes?" Bailey asked, confused.

"I know about you and that ginger-haired slut." She stated coldly, her blue eyes locked on his as his face instantly flushed, damaging any attempt he might make to deny it or play stupid.

Bailey was terrified, it felt as if his wobbly knees were going to turn to jelly as he stood there under her cold, condemning glare. "I ah, well, we uhh..."

"I'll make this very simple for you Bailey, you're a smart little boy and obviously you have some talent to take that much cock like it was nothing. So here is the deal: you service me the way you service that slut and I will keep your secret. I'm a woman with needs that only a deranged little cumdump like you can fill."

"Well I..." Bailey began to speak but quickly shut up as she narrowed her eyes at him.

"You misunderstand. I'm not asking." Miss Roberts snapped, and Bailey cringed fearfully at the cold way she acting towards him, though strangely he felt his cock tingle with perverse delight at being spoken to so degradingly.

He watched silently as the woman hiked up her short skirt to expose a simple pair of mesh panties that looked more like black, see-through pantyhose than actual panties. Coiled up in the front of her provocatively transparent panties was a thick, veiny cock and pair of large, perfectly smooth testicles sitting inside of her tight sack.

His eyes widened but he said nothing as Miss Roberts put her hand on his shoulder, firmly pushing him down onto his knees on the tilted floor in front of her. The boyslut quickly licked his lips, feeling an urgent, aching need to be filled coming from his tight boycunt.

"I'm not going to baby you like Miss Angeli. I need it rough and I won't take any crybaby shit from you, understood?" She asked, slowly pulling her panties down to her knees, her huge dick and large, tight ball sack swelling now that they were free from their cloth prison. He figured her cock was just a bit shorter than Miss Angeli's nine inches, and not nearly as thick, though it was still a big, meaty fuck-stick by anyone's standards.

"O-okay." Bailey replied, he was a bit scared at being confronted like he was, but seeing her huge, rapidly stiffening cock distracted him with only pleasant thoughts.

"You will refer to me as Mistress when we are alone like this. Understood?!" She asked sharply and Bailey quickly nodded, feeling his warm little hole practically throbbing for attention.

As if treating him roughly and being stern were all it took, Miss Roberts' cock now stood at full attention, a thick, enticing pearl of precum forming at the tip as Bailey licked his lips hungrily.

"Lick it, spit it on it if you have to, but I want it glistening with spit because I am going to throat-fuck you. Once I start I am not going to stop until I blow my load, so you better make sure I am nice and wet if you want your job to go more smoothly."

She groaned softly, her thick cock had proportionately thick veins throbbing urgently along the length of her shaft as Bailey quickly, sloppily licked at her cock. He slathered his tongue across her cock like it was a rapidly melting scoop of ice cream, his tongue frantically lapping at her shaft.

"Mmm that's right." Miss Roberts purred. "Savor the taste of a real cock."

Her thick dick twitched excitedly as Bailey sloppily licked and sucked at it, coating it in a sticky, glistening layer of spit which he smeared around with his pursed pink lips and equally pink, hot little tongue. He moved his mouth up and down her veiny shaft and over the thick, throbbing head, polishing it to the point where it practically glowed, his little mouth ceaselessly moving up and down her shaft, worshipping it.

"Put your hands behind your back. Then open wide and say 'ahhh' you little slut." Miss Roberts ordered the femmy boyslut, snapping her fingers sharply as she issued the command.

Bailey licked his lips, settling back on his heels as he opened his mouth wide, saying 'ahhh' just as she had instructed. Miss Roberts unceremoniously pushed the tip of her fat prick between his lips and pushed forward, stuffing his mouth with the pulsating tip and first few inches of her shaft.

Her fingers laced into the blonde hair on the boy's head, gripping twin handfuls as she slowly pushed forward, suddenly slamming the entire length of her cock into the back of his hot, slippery throat. "Urgh! Fuck! Your little mouth-pussy sure is tight. Let's see how hard you can take it!"

She grinned almost feverishly as she began bucking her hips back and forth, her firm breasts jiggling slightly from the harsh movements as she drove her cock deep into the back of the boy's throat, moaning loudly as the slick, pink flesh wrapped around her cock, fitting her like a custom made cocksleeve.

"Oh yessss." The Mistress from third period hissed, her thick, heavy balls roughly slapping the boy's chin at the bottom of each thrust.

Bailey breathed sharply in and out of his nose, his eyes watering and tearing up, though he didn't gag as the huge cock was rammed in and out of the back of his throat, his teacher fucking his mouth like it was her own personal cocksleeve. Actually, it was now...

He even found himself suckling at her thick, delicious prick, despite the way it was gliding in and out of his throat, causing to it feel bruised and sore. He kept his tongue firmly pushed against the underside of her shaft, the rough Domme hissing with delight at the way his tongue caressed the sensitive underside of her neglected cock.

Her cock moved so quickly back and forth in his stuffed mouth, that it churned up his saliva into a thick, sticky white foam which dripped obscenely down his chin and splattered against her balls each time they slapped against him, giving them a warm, sticky coating of his mouth-pussy juice.

Bailey was torn between not believing just how roughly she was using him, or how surprised he was that he was able to keep up, so far not gagging from the very intrusive throat fucking that he was just loving. Her big prick pumped in and out of his mouth, his cock tingling, he wanted to stroke himself so bad, but she had ordered him to keep his hands behind his back and he dared not move them.

"Al-almost!" Miss Roberts hissed, her balls slapping loudly against her student's chin as she moaned obscenely. He could feel her cock thickening inside of his throat, knowing it wouldn't be long before she emptied her load into his eager mouth.

He wiggled his tongue back and forth as best as he could, his cheeks caving in, the elastic flesh hugging her cock as he sucked as hard as he could while still managing to breath.

Miss Roberts came with a throated, breathless grunt, her huge balls grinding against Bailey's chin as they tightened. Her cock spurted thick, gooey wads of her ropey cum down his well fucked throat and into his stomach, spurting again and again as her entire body violently shuddered. The Domme trembled, having easily the most intense orgasm she could recall having in recent years.

She sighed hard, grinding her smooth, hairless mound against his face as her cock pushed out the last drops of cum. Slowly she pulled her cock back, Bailey suckling at the tip and quickly swallowing the excess cum before she pulled it from his mouth. Her cock was glistening, perfectly polished with the slutboy's spit as it dangled just in front of his drooling mouth.

"Mmm that could have been better, but I suppose it's not bad, for a start." She frowned, pulling her see-through panties up over her limp, twitching cock before pulling her skirt back down and smoothing it over her pale, firm thighs.

Bailey squirmed, his little prick rock hard as it pushed roughly against the cloth of his black uniform pants. "M-mistress?" Bailey said suddenly, biting his lip as he wiggled around, still seated on his knees at her feet.

"Aww what's the matter slut?" She asked, pressing the open-toed tip of her heels between his legs, grinding it slowly back and forth, causing the boy to gasp.

"I suppose I could give you a small reward." She sighed, irritated. "Hold out your hand."

Confused, Bailey held up his right hand and his teacher leaned forward, her cherry-red lips pursed as she spit into his palm. "There you go. I trust you can your make your pathetic little cock cum and then let yourself out." She said, carefully checking her hair in the mirror before she turned and unlocked the door, strolling out into the hallway as she left Bailey behind.

Bailey looked down into his hand and then up at the woman who walked away, dismissing his presence entirely as she left as if nothing had happened. He felt confused, ashamed and somehow even more excited than before. He unzipped his pants and grasped his twitching cock with his spit-lubed hand and began furiously masturbating...

*****

Chapter 3

Bailey's eyes rolled up again and again, the most perverted look of delight painted across his flushed face as he bit hard into the sleeve of his jacket. It was just after school and the rush of students leaving could still be heard in the hallways just outside of the boy's bathroom. While, inside, Bailey was leaning against the inner wall of a stall, his head buried in his folded arms as he bit his sleeve, trying to remain quiet as he was taken from behind.

"Ahh Gwen! Fuckkkk!" Moaned the overweight jock behind Bailey.

The bottom tried to hold still as his slippery boycunt was pummeled by the thick cock. It was common practice, especially for the jocks to lay a porno magazine on his back to give them something comfortably female to focus on; his tight little hole just an emulator for the fantasies in their heads.

Bailey didn't mind though, the jocks pretended he was whatever girl they wanted to fuck and he got nice, hard dick. Everyone cums and everyone wins, as far as he was concerned anyway.

"Yeah take it right in your pussy! Yeah! Ahhh!" The jock moaned loudly as he swung his hips roughly forward again and again, each impact jarring Bailey's slender frame.

The 300lb football player was named Dave. His large, well-muscled frame moved quickly as he fucked the twinkish Bailey, his large belly lapping slightly over onto Bailey's ass and lower back as the footballer thrust and ground hard into his little pink hole.

Something about getting fucked by Dave every other day after school really turned on Bailey. He figured it was the size difference; Dave towered over him in both girth and stature, the football player both muscular and stocky. But Bailey's small frame seemed all the more smaller while he was being used by the 6'2" jock and his equally meaty cock, something about the rough, dominating way he acted, paired with the size difference just made Bailey tingle all over.

Dave looked down, watching his unprotected cock slide easily back and forth inside of Bailey. Bailey's bright pink little hole wrapped around his very thick shaft like a pair of pink painted lips trying to suck him off. The football player shifted his gaze between the sight of Bailey's tight boy-hole expertly taking the big, stiff dick, and the neatly folded porn magazine lying on his back.

Bailey honestly didn't mind, maybe he savored it even more because it was degrading, but in any case, when these jocks pumped and dumped him after school while focusing on their titty magazines, the inclusion of the porn usually made his tops much, much more enthusiastic. He really didn't care who they were pretending to be fuck, as long as he got it deep and hard, that's all that mattered.

"Ahh yeah take it bitch! Take it! I'm gonna pump your little pussy full of cum!" Dave grunted, his hands roughly squeezing Bailey's narrow, hourglass-shaped waist as he roughly fucked the other male.

Bailey bit his lip hard, feeling his cock drip cum down onto the tilted bathroom floor as he clenched his hole tightly again and again, using his pink little hole to massage the jock's cock as he was roughly fucked. Bailey whimpered, feeling pleasantly lightheaded as he had his second, but still very powerful orgasm that session. His cheeks where flushed bright red as he sighed out a hot breath, biting his coat sleeve harder to keep from letting out a girlish whimper, though he was sure the jock would cum then and there if he did that.

"Ahhhh!" Dave moaned suddenly giving a few more powerful thrusts to Bailey's slippery hole before going balls deep. He could feel the meaty tip of the thick cock swell as a flood of cum exploded from the tip, shooting forcefully into his ass. The jock moaned out almost continuously, breathing hard as his cock spurted over and over again, his balls tight and red hot as they pressed against Bailey's.

Dave yanked his rapidly softening cock out, Bailey's pink, puffy asshole gaping for a moment before it magically closed up, trapping the sizeable load of cum inside of him. Bailey sighed happily as he pulled his pants and underwear back up over his well fucked little rear end, his hole feeling warm and stretched, not to mention all the hot natural lube now plugged inside of him.

It would certainly help him take Miss Angeli's huge dick as soon as he got to her classroom.

"Right you see you later." Dave grunted breathlessly, tucking his cock into his pants.

"Just text me next time you need a hole to cum in, kay?" Bailey sighed, slumping weakly against the stall wall, his knees feeling like they were made of jelly as a warm, pleasant feeling burned at the core of his stomach.

Dave left without another word and Bailey swayed dizzily, his entire body seeming to throb with pleasure in time with the beat of his heart as he tried to catch his breath.

Bailey found himself conflicted as he pondered his next move, he really liked Miss Angeli, she knew just how to fuck him, and that dick of hers, mmm.

But on the other hand, there was Miss Roberts. Her cock wasn't nearly as impressive as Miss Angeli's, and she didn't have nearly as much stamina, but the way she treated Bailey like an object and quickly discarded him as if he were nothing but trash... Well, for some reason that made Bailey crave another encounter with the woman even more.

Bailey's slippery boypussy throbbed pleasantly at the thought of being used again as he strode through the quiet halls of the mostly empty school, heading towards Miss Angeli's classroom for their daily session. As he rounded the corner to the staircase leading up to the third floor, he heard door open somewhere behind him, followed by a soft, sing-song voice calling out to him.

"Why hello Bailey."

Bailey recognized the strangely sweet voice of Nurse Joy before he even turned to face her. The short, mousey blonde nurse wore a slinky pink uniform that hugged the curves of her athletic little body. Her bright green eyes gleamed almost mischievously as she placed her right hand on her hip, her left pushing back through her curly blonde hair.

"Oh. Hey Nurse Joy." Bailey smiled, biting his lip slightly as he shifted uncomfortably.

He was incredibly horny now, and hadn't expected to run into anyone at this time of the day, which had startled him ever so slightly. The heels of Nurse Joy's glossy white shoes clicked quietly with each step as she approached Bailey, her hips swaying ever so slightly as she walked over to him.