Vice Principal Luna Can't Stop Motorboating

by JKinsley

First published

As soon as Vice Principal Luna convinced Dean Cadance to prove that she does, in fact, have a spectacular and real rack, she must feed her new addiction in the only way she knows how: working her way through the students and staff of Canterlot High!

As soon as Vice Principal Luna convinced Dean Cadance to prove that she does, in fact, have a spectacular and real rack, she must feed her new addiction in the only way she knows how: working her way through the students and staff of Canterlot High! Watch in horror, arousal, or both as Luna mashes her face in as many lovely jubblies as she can.


Blame Fuzzyfurvert for this. Nothing good can possibly come from Discord server conversations where every other post is vulgar, and the ones that aren't are pictures of waifus. Sorry not sorry.

Alternate title: Vice Principal Luna Can't Stop Motorboating The Student Body of Canterlot High And Somehow Manages to Avoid Jail Time

Look, But Don't Touch (Fine, Touch Them If You Want To)

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“Yes, they are real, and they are amazing.”

“Prove it. Show me.”

Dean Cadance made to undo the top button of her blouse after shrugging off her blazer as she shot Vice Principal Luna an incredulous look. She pulled her blouse aside, showing off the soft, lacy white cups of her bra and the breasts that sat just behind them, safely nestled in their support.

“Satisfied?” Cadance asked. Her fingers still gripped the edges of her shirt, as if prepared at any moment to yank it back to public decency.

“Hardly,” scoffed Luna. She gazed intensely at the pale pink skin just behind that white bra.

Cadance rolled her eyes. “Then what do you want? To touch them?”

Luna nodded. “Then grant me the privilege of mashing my face into them and then vigorously moving it from side to side whilst I make engine noises with my mouth.”

Cadance pinched the bridge of her nose. “You want to motorboat me,” she said flatly. She looked up and hissed, “We’re at school, Luna! We could be seen!”

There wasn’t even the faintest hint of a blush on Luna’s face. If she held any sense of shame about her request, she hid it well.

With a sigh, Cadance glanced around and reached one hand behind her back. One deft pinch unhooked her bra. She shrugged it off of her shoulders and then pulled it out of her shirt. Another glance, and she quickly stuffed it into her purse and presented her now bare chest to the still fully-clothed Vice Principal. The same Vice Principal who, in all the time it had taken Cadance to remove her clothing, had yet to take her eyes off the Dean’s boobs.

Cadance nodded and not a second later, Luna dove in and shook her head from side to side. Her lips and tongue caressed the valley between the plush breasts that almost surrounded her head. Cadance stifled a giggle at the ticklish sensation of Luna’s soft features against her sensitive flesh and she tried to fight the heavy blush trying to stain her cheeks.

After a minute of spit and crude mouth engine noises, Luna pulled away with a huge grin on her face. “Now I’m satisfied.” She turned on her heel and headed off, leaving Cadance with a wet, exposed chest and some rather stiff nipples.

“I really wish I hadn’t taken the bra all the way off,” she muttered darkly.


Vice Principal Luna was insatiable. Her unspoken goal for the year was to motorboat every female member of the graduating class of Canterlot High. Probably some of the faculty, too. Select visitors, if they could keep quiet.

“They are technically adults, and I am technically not an authority figure,” her argument went. True, she could recommend discipline, but Principal Celestia was the final arbiter. And she never, ever used any implication of punishment to get her way. A quick promise of discreet fun and her own natural, dark allure opened many doors. So to speak. A bra was the door to the heart, from a certain point of view.

All just thin justification to allow Vice Principal Luna to indulge her crippling motorboating compulsion when the world had seen fit to gift her with a busty student body. Again, so to speak.

Luna broke from her reverie at the knocks on her office door. “Enter,” she called from her seat.

A figure in a short black jacket with an orange stripe down the arms stepped in. Luna’s eyes latched onto the light blue tunic just underneath, or rather, what even lay beneath the tunic. Without even looking up, Luna said, “And please, close the door you, Sunset Shimmer.”

Sunset obeyed and took the seat opposite of Luna. Her upright posture, a departure both from the withdrawn, hunched look earlier this year and the puffed up, defiant look from even earlier, pushed her noticeable chest out, much to Luna’s well-hidden delight.

“You recall our arrangement, yes?” Luna asked, as she walked around her desk to sit at the front edge, looking over Sunset and catching just the slightest hint of cleavage from her higher angle.

Sunset nodded.

“Good. So how are classes going?” -- Sunset shrugged -- “And your friends? Are they keeping you out of trouble?” -- Sunset nodded -- “Any special someone? I thought I heard you and Flash might have been making up, or the couple of rumors about you and the, er, new Twilight....” -- Sunset shook her head slowly at first, then more vigorously.

“Very well, then. That wraps up most of my questions.” Luna stood up. “Just one more. Sunset, would you take your top off?”

Sunset looked taken aback. She made to get up, pulling her jacket tighter when Luna interrupted her with a hand to her shoulder.

“A little harmless fun between us ladies, that’s all.”

Sunset still looked wary, but slowly removed her jacket, revealing the loose cap sleeves of her tunic. She crossed her arms and grabbed the hem, pulling it off in one fluid motion and setting it over the back of the chair she had been sitting on. She raised a questioning eyebrow at Luna, who continued to ogle.

Luna stood up and brushed one of Sunset’s bra straps off of her shoulder. She leaned forward and whispered, “See, just fun. One last little detail...” She reached her hands behind her student and pulled the hook clasp apart. As Luna leaned back, she pulled the other strap down and Sunset’s bra dropped to the floor, finally revealing the prize Luna had been seeking all along.

“Now, shall I?” Luna asked. When Sunset nodded, Luna leaned forward once more and placed her hands on the undersides of Sunset’s breasts, caressing and lifting them slightly. Then she buried her face in the soft, warm pillows before her and shook her head from side to side.

Sunset placed a hand on the back of Luna’s head, gently resting on the soft strands of her hair. She didn’t push; it was just a light touch to tell Luna she could keep going. As if Luna needed to be told. She kissed and licked and nuzzled between the boobs she craved.

After a few minutes that left both women panting, Luna pulled away with another grin. “I’m always glad to hear you’re doing well, Sunset Shimmer. Go ahead and get dressed, you’re excused for the rest of the class period.”


“You’re going to get caught one of these days, you know,” Dean Cadance said, sipping her coffee across the table from Luna.

“I can’t help myself, and you know it, Cadance. Just... indulge me.”

Cadance shook her head.


Luna, of course, indulged herself. After Sunset, Rarity got the “Royal Treatment” when she arrived; the young woman’s blouse fell off of her shoulders and revealed a simple strapless bra that quickly got out of Luna’s way. Next, Fluttershy and her tank top. Pinkie nearly popped out of her dress. Rainbow Dash nearly tore her jersey off and Luna added a little more wetness to the athlete’s sweating, heaving chest after practice. Applejack popped a few buttons and Luna could practically taste the orchard on her.

Student after student came into her office and bared all to Luna’s insatiable appetite for surrounding her head with boobs. Luna could say she made most of her way through the senior class by this point. All good things must come to an end, however, and another knock broke the relative silence of her office. “Come in,” she called.

School Resource Officer Kay Nine stepped in. Cadance’s words rung in Luna’s ears. She swallowed, not out of fear or anxiety, but because another lovely pair walked into her domain. “Officer Kay Nine. How unexpected.”

“Ja, save it, Vice Principal Luna.” Kay Nine placed her hands on the edge of Luna’s desk, pushing out her chest while Luna admired what was under the badge. “We haf received several reports of you... encouraging students to allow you to fondle them.”

Luna tented her fingers, remained calm, and stared intently at the best thing she could see at eye level. It was almost as if Officer Kay Nine were deliberately tempting her.... Luna scoffed. “Please, Kay, I can assure you any such reports are grossly overstated. Anything you might’ve heard is speculation. And any... less professional interactions with students are purely friendly and consensual.”

“Or so you say,” Kay said gruffly.

“I do say.” Luna waggled her eyebrows. “I also say that the experience is enjoyable for all involved, and I could offer you a... hands on demonstration if you’d like.”

“Oh, vreally?”

“Yes, really. If you’d be so kind as to take off your uniform, I could show you.”

Kay laughed. “Very vell zhen.” She unfastened her vest, then undid her uniform, revealing a navy sports bra that criminally compressed what Luna knew deserved to be free. More telling, however, was a little bit of jewelry just now showing without anything to cover it.

“Oh, Officer Kay, are you trying to seduce me?” Luna asked, pointing to the crescent moon belly button piercing. “Because that’s one way to show you’re way more into this than that aggressive opener would have lead me to believe.”

“Yes--I mean, ja!” Kay burst into giggles. “OK, I can see why you wanted me to be quiet earlier, because this is just not working

Luna laughed too, and finished undressing Cadance. Her boobs dropped and bounced when freed from the tight confines of the sports bra. Luna kissed along the inside of Cadance’s breasts, and up and down her sternum as she bounced and patted the pliable tits on either side of her head. She hummed happily and wiggled her head vigorously before nuzzling each boob in turn.

“Happy now?” Cadance asked.

She didn’t need to; Luna’s constant grins after finishing told her all she needed to know.

“Very.”

“I’m glad you noticed the new piercing at least. Do you want to go upstairs and see the other one?” Cadance asked huskily, eyes half lidded.

“Only if you dress up as Nurse Redheart next.” Luna winked.