Daily Free-Write March 26, 2021

Note: This story was part 1 of a special request/trade. This started as today's free-write and ended up  actually polished and ready to put out as a PDF, but I'm waiting for the green light to do so before officially posting it. Enjoy! 

Loophole. n. a means of escape; a method of evading a rule, law, or the penalties thereof.

Mathias recited the definition in his head like a mantra. A loophole was exactly what he needed right now.

He had gotten the notice while he was in the can, of all places. The worst notice a student of the White Rose University of Wizardry could get. The moment it touched his hands, the fur and skin that had made contact turned pitch black and he knew, before he even opened up the message, what it would say. He been expelled.

He was devastated. Sure, he had been a little ambitious with his research, and a little lax with attendance of actual classes, but he’d never expected the black letter. Magic was his life. And to receive a black letter with the seal of a white rose on the front? He might as well have been given the kiss of death. But he didn’t have long to mope about it. He had seen this happen to a student his freshman year, and he knew that the magical security guards with their enchanted nightstickswould soon be banging on the bathroom door.

“No, no, no… there has to be something,there has to be something,” he muttered to himself as he ducked out of the bathroom and behind a column of ancient stone, while security converged on the empty water closet. The dummy he’d set up in there would only fool them for so long, certainly not enough time to scan the library for new information. The administration was all about contracts here. Magical contracts… what did he know about contracts? He would have to look for an ally in faculty territory if he had any hope at all.

He was scared. He knew it was a risky proposition at best. Pick wrong and he stood a good chance of being turned in straight away, or worse, forced into some sort of apprenticeship that left him as their personal magical plaything. But he was pretty sure he knew who to avoid. No, he would go safe. Safe was his go-to. Safe had served him well. He would go with someone he knew well. Safe. Predictable. Harmless. But with the knowledge to help him out of his predicament.

*****

“Professor Andoras!” exclaimed the otter, as he strode into the lecture hall only minutes later.

A badger with dark gray-green coat of fur that showed hints of cream at the wrists of his buttoned-up sleeves looked up, and his eyes widened in surprise.

“Mathias!” Exclaimed Andoras, adjusting his glasses to make sure he wasn’t seeing things. “And to what do I owe the pleasure? Surely you’re not here to actually attend my advanced enchantment class?” In truth, he hadn’t seen the otter in nearly a year, aside from when Mathias needed his signature for something.

“To be honest, I’ve come to you for some advice.”

“Mathias the genius, deigning to ask advice of little old me?” He was only half joking. Andoras was head of the department of enchantments and young Mathias was a magical prodigy. Unfortunately, after two years, he had yet to successfully bag the young man as an apprentice. Him and everyone else. “Tell me Mathias… why are you really here.”

The otter looked guilty and reluctantly brought out his palm. The black mark told Andoras all he needed to know.

“Ah... I’m sorry to see that, Mathias. It’s a shame.” The badger bowed his head, doing his best not to crack a grin at the cocky student’s comeuppance. Of course he knew that the school would never really give him up. This was just their way of forcing the boy to stop making the system look bad and apprentice.

The otter shook his head “No, I don’t need an apology. I need…” the otter looked around as if someone might be listening in. He drew nearer to the badger and said in low voice, “I need a loophole.”

The badger smiled ever so slightly as he heard the edge of desperation in the young otter’s voice. “A loophole, you say?”

The otter nodded enthusiastically. “Professor… sir… if anyone can help me, you can. I don’t know contracts, but I do know that there’s always a loophole in the wording. If I could just figure out what it is , I know I could get around the school’s security measures and continue my research!”

Andoras’s eyebrows went up at the use of sir. He had never heard Mathias call anyone sir. He liked the sound of sir. He felt a stirring in his pants as an idea began to form in his mind.

“I can help you…” said Andoras, looking down through his spectacles at the desperate otter before him.

“You can?!” exclaimed Mathias, re-invigorated by the glimmer of hope his professor offered.

“Yes, but… no, I don’t think it’s for you,” said the badger, turning away and going to his notes on the board.

“W-what do you mean?” said Mathias, moving to the badger’s side in attempt to meet his gaze once more. “Y-you can help me! …You have to help me!”

The otter was practically on his knees, begging for the Badger’s help, and Andoras was loving it. But aside from the growing bulge in his pants, he hid it well. The badger set down his chalk, sighed, and pulled off his spectacles, rubbing the bridge of his nose.

“This isn’t going to be easy. There are few things one can do to get around the university wards once you’ve been expelled, and they’re rather extreme. Probably not even worth the risk. It would be much safer to just give up on magic and find another career, you know…”

The otter sputtered. “Wha- Guh- Give up on magic?!No, no, I can’t. I could never do that!” The black mark meant Mathias could never practice magic again, and the truth was, at 18 years of age, magic was the only thing the otter was good at. He was clumsy. Self-Conscious. Slow to learn from others. He hadn’t even successfully potty trained til his late teens. And he did so, with great difficulty, to avoid the embarrassment of showing up to the White Rose University dorms lugging a case of diapers behind him. “Please. I don’t care what it takes, I need to stay here.”

The badger crossed his arms and gave a skeptical expression, knowing full well that few students would be able to resist the bait he had thrown out for Mathias.

“Well… If you’re really serious about staying at this university, I need to know that you’re willing to do whatever it takes. Are you?”

“I am, sir!”

“Are you sure?”

“I’m sure sir! I absolutely can’t fail here, sir. I’ll do whatever it takes, I swear.”

“Okay then, Prove it.”

The badger unzipped his pants, allowing a smug grin to spread across his face as his semi-hard erection sprang free.

The otter gulped as he looked at the black shaft rising out of the badger’s slacks. He hesitated as it grew longer and harder before his eyes. The badger raised his eyebrows when he saw the Otter hesitate.

“Didn’t think so. Go on, then, turn yourself in,” said Andoras. He made to zip back up but the otter stopped him.

“NO… no, I- I’ll do it.”

The otter licked his lips, his heart beating in his ears as he got down to his knees.

I can do this… I can do this… just breathe, he thought to himself. He took a deep breath as his face went level with the Andoras’s cock and ended up getting a huge whiff of badger musk instead. Something about the smell made him feel all jittery, put butterflies in his stomach, made his heart pound even harder, as he stared at the imposing shaft in front of him. He was snout to tip with the Badger’s meaty cock, a hint of charcoal-green fur accenting the black where the base of his penis disappeared into folds of cloth.

Whatever it takes… that’s what he said… The otter nodded to himself and let out a shuddering breath. If this was what it took to stay in school, then so be it. He opened his mouth, squeezing his eyes shut as the head of the badgercock came in to rest on his tongue. Andoras didn’t move. He just grinned down smirked at his former student, making him do all the work, though it was a battle with his own willpower not to grab the boy’s head and face-fuck him right then and there.

Meanwhile, the otter was fighting his own battle. The butterflies in his stomach and migrated up to his chest and down to his crotch as the smell and taste of the Badger’s malehood invaded his mouth and nostrils. Every breath flooded his senses with more of the scent and the taste of the badger’s musky cock. He gently closed his maw around the musky shaft, trapping the scents and flavors inside, fighting the instinct to gag as he pressed his head forward, allowing the flavorful cockhead to slide further up his tongue. He blushed hard as he tasted the badger’s savory juices spreading all across his tongue. He knew that flavor well. It was the same as the flavor of his own cum after his nightly jackoff sessions. He never imagined he’d be tasting the essence of another male. Even more embarrassing, he never imagined it would taste so good to him.

“Pick up the speed, young one. I have class in five minutes.”

The otter had no choice. He began sucking and bobbing his head back and forth over Andoras’s hard dark pole.

“That’s it. Straighten your neck a bit. There you go. Now bend forward more… yes…”

With a little coaching, the otter was burying his nose in the badger’s musky crotch fur.

“Yes… keep it up… show me how much you want to be here…”

The otter redoubled his efforts, sucking and bobbing like a pro. His cock was hard now, though he was hardly aware. All of the sensations – the smells, the flavors, the head-pounding pressure, and the butterflies all melded together, leaving him numb to his surroundings and his own bodily sensations. All his focus was on completing his task.

He barely noticed that with each drip of precum that landed in his mouth, his frame grew a little bit smaller, his muzzle a little bit shorter, his clothes, a little less tidy. Centimeter by centimeter he shrank, the buttons of his dress shirt beginning to blend into the fabric, as cartoon characters began to appear on the front. His pants getting shorter and shorter. His underwear taking on a new thickness as he began to dribble warmth into the front of it, growing heavy and wet. Soon the thick diaper around his waist began to rub against the hapless otter’s cock, stimulating him further as he rocked his body back and forth .

The change continued little by little until, without warning, the badger drew up his lips, exposing his bright white fangs and pink gums as he released the contents of his balls down the otter’s throat.

The otter, not knowing what else to do, swallowed as fast as he could, right up until the badger pulled partially out, resting his cockhead on the otter’s tongue once more to make sure his new apprentice got a good taste of the last spurts of cum.

“Good boy,” he said, rubbing the otter’s head.

In the following seconds, the otter shrank to half his size, his adorable shirt now stopping just above his belly button. His pants now bright blue shorts with crotch snaps while his socks and shoes disappeared entirely. His diapers beginning to droop his shrinking bladder forced all its pee into the front of it, soaking it immediately. It all happened so fast, the otter had no chance to stop it or even understand what was happening.

“uh… wha…?” Mathias looked around, as if waking from a daze, looked down at himself, then back up to the big badger, his mouth open in shock.

“What… why… what… why am I small?”

"It's simple transductive magic. I move your age into the sperm you just drank. I might have de-aged you a little more than I intended though… or have you always worn diapers?"

“Wh- how?” said Mathias, his eyes widening in surprise as he realized that Andoras might know something he didn’t. “Why?!”

“You wanted a loophole, didn’t you? I just de-aged you to before you got the black letter.”

“No, no, no! This is all wrong!” said the otter, holding his head and moaning. “You can’t! Change me back!”

“You said you would do whatever it takes to stay and continue to do magic, didn’t you? I’d say that constitutes a magical contract. So now you are going to do whatever I tell you in order to satisfy your end, apprentice.”

“B-B-But I thought all I had to do was… And then… I didn’t think I was going to be made into… into… this!“ The distraught otter looked down at his tiny paws. At least Andoras was right – the black marks were gone. “How did you even know this was going to work?”

“Oh I didn’t. It was just an idea I had, but never got to test. I figured even if it didn’t work, at least least I would get a nice blowjob. Now let’s get you on the desk, son. you need a change, and my students are about to come in. If I were you, I wouldn’t blow my cover as quickly as I blew that badger cock.”

The little otter looked at the familiar faces of students filing into the room and froze, caught between the students, the door, and his new ‘Dad’ holding his arms out to pick Mathias up.