Vice Principal Luna sighed as she sat down at her desk. It seemed like her workload had doubled since the incident at the friendship games almost a month ago. Not only had Crystal Prep’s principal contacted the school board, but she had stirred enough controversy to lose her job and reputation. Unfortunately for Luna, this had also begun an investigation into what happened at the friendship games.

“Investigation,” Luna sighed, rubbing the bridge of her nose. “Why does an investigation have to involve so much paperwork?”

She had been dealing with the school board for the past two weeks, mostly involving the infernal paperwork. Witness accounts, documents detailing the damages, even local police reports were needed by the school board. Luna had been stuck with the boring job of sorting through and filing all of these documents, it was not helping to improve her mental health.

Clearing these thoughts from her mind, Luna focused back on her work. She would need to begin immediately if she wanted to leave the school by the afternoon. She began to sort through the papers, reading each one and carefully filing them into the piles she had organized on her desk.

After a while, Luna sighed once again and rested her head on her desk. “Ugh. Of all the monotonous, boring things I could have been doing, why must I waste my life doing… paperwork!”

As she lay her head on the desk, she could here the door to her office open. She raised her head to see her sister popping her head into the room.

“Cheer up, sister. This investigation is almost over, then we can all move on with our lives!” Celestia spoke, smiling gently at her emotionally drained sister.

Luna smiled back, albeit less warmly. The paperwork had left her feeling drained and tired, though to most students she was always in this state. Only people closer to her like Celestia could tell the difference. All this time spent hidden didn’t help to alter the student body’s perception of her as a cold disciplinary who spent long hours secluded within her office.

“Indeed, sister,” Luna responded, “Though all this work has made me feel 20 years older!” She sighs and looks to her sister for comfort. “Is it the right time to declare a mid-life crisis?”

Celestia giggled, feeling the plight of her sister. She had shared the burden of this investigation the same as her sister did, though she was stuck with the public relations and saving face portion of the investigation. It was ridiculous how often she was called out for interviews and statements about the friendship games.

“Stand tall, Luna. Soon enough we will be relaxing on the shores of Hawaii with a drink in our hands and a handsome stud to run sunscreen on that big butt of yours!” Celestia giggled, leaving the room and closing the door. Luna blushed, sitting straight in her chair once more as she prepared to finish her paperwork for the day.

As she was organizing her paperwork, Luna noticed a faint color of purple emanating from near her filing cabinet. She paid no mind to it, suspecting the sunlight from the now afternoon sky coupled with her color choice to be the culprit. As she continued her work, however, she began to notice the purple color growing more and more solid, now taking on an almost circular appearance.

‘Oh no,’ Luna thought, ‘Please don’t tell me that’s what I think that is,’ She continued to stare at the now enlarged equestrian portal forming in her office.

The portal made no noise, only bursting into silent purple flames as the portal suddenly halted its progress. Luna watched in awe as the portal opened, revealing a dark forest on the other side. As Luna continued to stare, she realized what this meant.

“Oh, for the love of whatever gods may be listening!” She muttered, “The amount of paperwork I am going to have to do because of this…”

Luna’s rant was halted as something fell out of the portal and onto the carpet. Luna gasped as the portal abruptly closed, leaving no proof of ever having existed in the first place. Luna stood up and gazed over her desk, quickly recoiling as she realized what was currently laying on the floor.

A large snake was piled up on her carpet, seemingly dazed from the fall it had just experienced. She watched as it scanned the room, its seemingly intelligent eyes looking over everything before finally settling on Luna.

Luna could say nothing, simply gawking at her new serpentine guest. She remembered the evil plants that had almost escaped during the friendship games, but she had never heard of any creatures actually making their way into their world besides Twilight and Sunset.

The snake raised its head, maneuvering its body to face Luna. Luna and the snake spent the next few minutes in a staring contest, each looking over each other in curiosity. Though this was far from the strangest thing Luna had seen in the past few months, she was still frightened at the large snake currently sizing her up.

Luna was about to yell for her sister when the snake suddenly spoke up.

“Hello, human…”

Luna gasped, taking a few steps back and almost knocking her chair over. She’d had enough with equestrian magic for the year and was ready to yell for help.

“Sister! I need you!” Luna shouted, though unfortunately fate seemed to seal her doom. As soon as she shouted, the bell rang, reminding Luna that sixth period was about to begin.

The snake flinched, covering its, no, his ears with his coils as the bell rang. He quickly realized that this female would make a fine catch, but he would need to act immediately.

As the snake flinched, Luna saw an opportunity to make a break for it. She quickly made her way around her desk, but as she grew closer to the door, she felt something grab her leg and trip her. Luna’s eyes widened, her arms shooting out in front of her to brace for a hard landing on the office floor. Instead, she landed on something smooth and muscular.

As her hands landed on the snake’s body, coils quickly wrapped around her arms, trapping them within the snake’s muscular body. She was now laying stomach down on a bed of coils, she felt the snake wrap her up from her feet to her chest. Though she didn’t want to admit it, being wrapped up by the coils felt amazing. She had more pressing things to worry about right now, though, like warning her sister.

“Cel- Celes- mmpf” Her cry for help was cut off as the snake wrapped a coil around her mouth, silencing her. As she felt the snake wrapping around her entire body, she began to get scared, realizing that her sister would not be able to help her. She began to struggle against her bindings, though to no avail. The snake was simply too strong and had her within his clutches. As Luna began to shout muffled profanities and screams for help, the snake knew what to do next. She would make a perfect prey.

As Luna began to freak out, the snake put his head in front of her and matches eyes with her. She began to calm down as she stared into the increasingly shrinking pupils of the snake, looking into his eyes brought a pleasant fog over her mind. She gasped as the pupils were suddenly replaced with colored spirals, first blue, then green, then yellow.

As Luna stared into the snake’s eyes, she felt herself loosen and relax within the snake’s grip, beginning to care less about help and more about the spirals. It was becoming harder and harder to think, not that she cared about trying to think anymore. The snake was thinking for her now, how nice of him! As she stared, the snake began to sway his head, forcing Luna to follow his eyes as the two began to sway with the grace only a serpent can muster.

“Yessss, girlcub, jusssst relax....” The snake hissed as he continued to hypnotize the sexy woman in front of him.

Luna felt herself lifted up, the cocoon of coils raising her into the air and onto her feet. The snake allowed Luna’s arms to fall to her sides before quickly wrapping her up again. Vice Principal Luna was now wrapped from her ankles to her neck in muscular coils, blissfully unaware of the danger she was in. The snake raised his head to be eye level with the woman, smiling as he further entranced the woman.

Luna was drowsy now, she wanted to just fall asleep in the comfortable coils. She also wanted to keep staring into the wonderful spirals, though her serpentine captor needed her awake for now.

A voice in the back of her head was warning her that this was wrong, that she needed to escape. The stronger voice reminded her that this felt fucking great, better than anything she had ever felt before. It felt like she was being pleasured in all the right places, and she was content to ride the pleasure for as long as she could. She had accepted the snake as her master and was glad to have someone to think for her!

As she stared into the snake’s eyes, she saw that he was speaking to her. She couldn’t hear him, though. She was too indulged in the spirals to care about what the snake was saying. As she looked at the snake’s mouth, though, she began to hear that voice in the back of her head.

Danger! She was in danger!

Luna mustered the last of her will to make a last attempt to get her sister’s attention.

“S-sister!” GULP

Luna’s eyes widened as the coils around her neck suddenly squeezed tight, choking her. Her eyes widened, allowing her to take in the spirals even more. The voice in the back of her head was completely silenced as all her thoughts were extinguished. Her eyes spiraled fast, signifying her falling fully into trance.

Luna became stiff as a board as a wide, goofy smile spread across her face. The snake laughed at this, seeing Luna’s happy smile and knowing the pleasure that she must be feeling due to his hypnosis. The snake squeezed Luna possessively as he began to examine her as much as his coils allowed him to. His catch was indeed beautiful, and he was ready to view the rest of her.

“Sssstand sstill, pleassse..” He hissed, beginning to remove his coils from around her body.

Luna smiled at her master, standing still with her arms at her side as the coils removed themselves from her body. The snake took a minute to admire his work, examining the entranced woman standing still in front of him.

Luna is standing straight in her office; colorful spirals fill her eyes. She has a large, goofy smile plastered across her face. She sways slightly from side to side, riding the pleasure currently invading her mind.

The snake moved his body to better look at Luna, examining the parts of her body that he really wants to see. Luna had a body that most women her age could only dream of, with a voluptuous hourglass figure, complemented with large, perky breasts. Luna’s wide hips and large ass only furthered the snake’s interest in her. Her body was perfect for what the snake had planned.

“Ssstrip for me, my dear…” the snake hissed, eager to see his catch’s sexy body.

Luna’s goofy smile became wider as she began to take off her clothes. As she pulled her shirt off, the snake could see her breasts, hidden beneath her blue bra. Luna then removed her pants, exposing her panties to the devious serpent. The snake began to get excited as he watched Luna remove the rest of her clothes.

“What a ssssexy body you have, my prey..” the snake leered, staring at Luna’s breasts.

Luna was now naked, standing still in front of her master, her bare breasts and pussy exposed to the cool air of her office.

“Thank you, master…” Luna moans out, sounding sleepier and more obedient than before.

The snake piles his coils on the office floor in front of Luna. He raises his head to match eyes with his prey before speaking.

“My name issss Sage, my sssslave. Though I’d prefer if you call me masssster…” He hissed out, smiling once again at the obedient smile on Luna’s face.

“As you wish, master.”

Sage chuckled, rubbing Luna’s cheek with the tip of his tail. He looked over her naked body again, eyeing her perfect breasts and voluptuous figure. He was beginning to get excited again and could feel his hemipenes coming out of their sheaths.

“You are quite beautiful, my dear. Would you mind if I… indulged myssself a bit?” Sage asked slyly, beginning to wrap Vice Principal Luna up again.

“My mind and body are yours, master,” Luna answers sleepily, feeling herself getting wet from the pleasure the hypnosis was giving her. She could also see that her master was hard and ready for her body.

“Excellent… could you pleassse lay down and ssspread your legs for me?” Sage asks deviously, ready to ‘indulge’ himself completely. It had been too long since he had mated, and a hypnotized woman would do anything he asked. He had a pile of his coils ready to act as a cushion for Luna’s fat bottom.

Luna obeyed, sleepily moving her body to the ground. She was leaned against her desk, sitting on Sage’s pile of coils. Her goofy grin widened; she could feel the coils rubbing up against her wet pussy. She realized what was about to happen and could not be happier.

Sage finished wrapping his coils around Luna’s body, making sure that she would stay still for what he planned on doing to her. There was something that he needed to take care of first, however.

Luna felt Sage’s coils moving again and grew excited, a particularly girthier coil passed by her face before slowing down. Luna’s mouth opened in awe as Sage’s red hemipenes were brought in front of her face. She didn’t need Sage to tell her what to do next.

Luna took Sage into her mouth, running her tongue along the two red rockets. Sage hissed in pleasure, using his coils to push Luna further onto his shafts. Luna worked her mouth with years of experience, brining Sage to new heights of pleasure.

Seeing her master so pleased made Luna work the cocks in her mouth even faster, bobbing and slurping around the two massive hemipenes. Luna could taste precum from the tips of the shafts and began to bob even faster, feeling Sage thrust his shafts into her mouth in sync with her bobbing. After a while she felt the cocks begin to shiver and shake, it didn’t take a genius to realize what was happening.

“I’m clossse, ssslave…” Sage moaned out, closing his eyes and thrusting blindly into the woman’s mouth. Who knew humans were such good sex slaves? He would need to find more of them once he was done with this one.

As Luna continued her bobbing, she felt her cocoon of coils moving again. She gasped as she felt Sage’s tail tip rubbing the outside of her wet pussy. She moaned loudly, vibrating Sage’s hemipenes and causing him to almost blow his load into Luna’s mouth. Luna almost screamed as she felt Sage’s tail enter her, thrusting in and out of her almost as fast as Luna’s bobbing. Realizing that they were both close, Luna began bobbing faster than ever before.

Sage could feel that he was close and began to thrust into Luna harder than ever before. Luna panted and gasped as she felt her orgasm coming, sucking and slurping as she knew Sage was seconds away from release. Sage moaned as he shot rope after rope of cum into Luna’s mouth, forcing her head deeper onto his shafts as he came. Luna moaned loudly, cumming hard on Sage’s tail and slurping up the cum currently filling her mouth.

Sage wrapped Luna up and maneuvered her into the ideal position for what we had planned, leaning her against the desk and wrapping around her soft belly. His hemipenes pressed against her wet pussy and puckered asshole before sliding into both holes, penetrating all the way to the base of his shafts before pulling out and sliding in once again.

Sage fucked the sexy woman silly as Luna threw her head back and moaned out loud. Sage quickly thrusted a coil into the woman’s mouth, which she gladly started sucking on. Sage continued to thrust into the busty woman before shooting rope after rope of cum into her holes.

He wondered how the other humans in the building hadn’t heard him ravaging the woman. With his tail in her mouth and his cocks inside her holes, he didn’t really care. He pulled his dicks out, rewrapping Luna in his coils so her large boobs stuck out between the loops of muscular snake skin.

His tongue flicked the nipple of each fleshy globe, drawing muffled moans from Luna. He wasted no time as he latched his jaw on her right breast, softly chomping on the flesh as his tongue coiled and flicked her hard nipple. He pulled back and suckled on the nipple before repeating the process to the other breast.

Lowering the goofily smiling woman lower against the desk, he was soon facing her wet pussy and tight asshole. He grinned mischievously before inserting his tongue into both holes, giving equal attention as Luna’s smile became painfully wide.

Pulling back, he took a moment to admire his work.

As the two sat in the afterglow of their hypnotized love, sage squeezed Luna possessively within his coils. Luna’s blissful grin was wider than ever, panting as she continued to ride the pleasure of her orgasm. The hypnosis was amplifying the pleasure tenfold, and she was so happy that her master let her experience this!

“That wassss amazing, my dear…” Sage hissed out, taking a moment to take one of Luna’s breasts into his mouth, wrapping his mouth around one of the succulent globes and licking her nipple. Luna gasped loudly, smiling goofily and riding the aftermath of arguably the best sex she’d ever had.

Sage was glad that he was dropped into this room with a sexy woman and the privacy to do whatever he wished. For now, though, he would need to get going. He couldn’t just leave his catch naked and smiling, although it would be a great surprise for whoever came into the room.

“Go ahead and redressss yourself, my slave. I musssst be going now.”

Luna pouted a bit, looking like an upset dog. She reluctantly redressed herself, now looking as if nothing had happened, save for the drops of cum that Sage had to wipe from her face. There were a few loose ends he had to tie up before he made his leave, however.

“Open that window, pleassse,” Sage commanded, gesturing to the window behind Luna’s desk.

Luna obeyed, raising her famous blinds and opening the window to the front lawn of the school. Sage smiled, thinking about all the fun he could have in this world. He would need to take care of Luna before he left, though.

“You will awake from thissss trance in five minutessss. You will remember nothing but a sssense of extreme relaxxxation.

Luna took in Sage’s every word, allowing him to plant the trigger in her mind. She was already beginning to feel the relaxation that Sage was describing. She sat back down in her desk and closed her eyes, slowly drifting off to sleep.

Sage smiled, seeing Luna asleep at her desk. He was glad that he could pleasure the woman and let her experience the bliss of his spell. He quickly escaped the room through the open window, disappearing into the forest behind the school.

Luna awoke to the sound of her sister entering her room. She lifted her head to look at her sister, who had an amused smile on her face.

“Oh, Luna. You really need to stop working so hard! You’re going to have gray hair by the end of the month!”

Luna blushed as she wiped away the drool she had left on her desk. Checking the clock, she realized that she had been asleep for an hour and school was about to get out. Sitting back up, she stretched her body, feeling more rested than she had been in years.

“This paperwork really will be the end of us, Tia. That rest did wonders, even if I should have been working,” Luna said, rubbing her tired eyes and preparing to leave for the day.

“It seems so, I haven’t seen you this relaxed since your ‘sleep’ with that counselor back in our spring break of ‘85!” Celestia gave her a teasing look, realizing that Luna did more than sleep during her little break. She could still smell the musk and see the sweat on her forehead.

“You’ll have to teach me how to sleep like that some time~!” Celestia teased, walking out of the room and preparing to go home. Luna blushed, packing her things up and preparing to go home for the weekend.

Author's Note

Edited on 5/29/2022

Thank you for the positive feedback! I didn't think there was this much of an audience for sexy hypno shenanigans~!