If the Shoe Fits

Story by BasedDook on SoFurry

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#3 of Commissioned Stories

A short story commission for :iconFriskeCrisps: where those rascally magic shoes get him into trouble once again!


Crisp arrived home well after dark with an irrepressible longing to fall onto his bed and curl up under his sheets. It had been a long day, no thanks to a surprise party organized by his friends and family. It came with the usual trimmings: cake, raucous conversations, and a few gag gifts bought off the internet, a thrift store, or some low-brow gift shop in the mall. Even now as he locked the front door behind him and placed his keys on the side table he wore a pair of gaudy red and green high tops he'd received from one of his friends.

They seemed a size too large for his feet when he first taken them out of the box, and while they looked practically new, the colors clashed in just the right way to make them look more like shoes worn by a clown rather than a legitimate pair bought from a store.

"Oh, yeah! I'd picked them up at Goodwill a couple days ago. Ugliest things I'd ever seen, so I knew they'd be right up your alley, Crisp!" The fox had teased him earlier that day. "Why don't you try them on, and see if they fit?"

To Crisp's surprise, they fit fairly comfortably. They were a little tight around the ankles, but they allowed for plenty of room for his toes to wiggle about. And that was perhaps the most perplexing thing about them. With his eyes looking down at the pair, they looked like they shouldn't fit and that his feet should be able to slip right out of them with a single step.

He wore those shoes for the remainder of the evening, partly as an inside joke with his friends and also because he was too lazy to untie the laces and take them back off. Now that he was safe at home and his bed was calling him to sleep, His fingers tugged on the laces restlessly to untie them. "Come on..." he muttered under his breath as he wrestled with the tight knots. However, the laces didn't seem to be getting any looser. If anything, they seemed tighter around his feet than before! Crisp huffed as he put his paws on the base of one shoe and gave it a sharp tug, trying to pry them off his feet forcefully.

The mouth of the shoe wouldn't budge past his ankle and it was as if the fabric of the shoe suddenly stiffened the moment he was about to pull free. The shoe would suddenly become unstretchable and thus immovable the more he tugged on them. "Fine." He said to himself, his body too tired to mess with the shoes any more. Wrestling his shorts off his body over the shoes seemed like a much easier option than taking each article of clothing off one-by-one. After a few moments of fidgeting with the fabric, he learned that he was right. He stumbled awkwardly into bed and shuffled the blankets around until they finally managed to cover the majority of his body. Thanks to the tiring events of the day, he found no more trouble in falling asleep.

Crisp made it to school later than he would have liked. It was already fifteen minutes into first period when he had slipped into his classroom. For one thing, he had overslept a good half an hour and for another, he had difficulty in getting his pants on with those obnoxious shoes still clinging tight to his ankles. He still couldn't get them off of his feet and after twenty minutes of struggling he'd decided to wear them for yet another day. He just hoped no one would be paying attention to what he was wearing.

"What the fuck are those?" a sneering voice called over his shoulder from the desk behind him.

Crisp looked over his shoulder to see the scruffy jackal flashing him a menacing smile.

"Did the fag parade run out of fashionable footwear or are you moonlighting as a clown on weekends?" chimed in a jockey hare beside him.

"Clay! Sydney! Is there something you'd like to share with the class?" Asked Mrs. Brumsford. Their math teacher stood at the front, tapping a ruler in her palm almost cartoonishly. The lamb walked over to the three boys before Clay piped up.

"Yeah, I have something to share with the class. Anyone else notice Crisp brought an entire circus with him on his feet?"

Mrs. Brumsford looked as if she was about to give the jackal the reprimand of all reprimands before her eyes caught sight of Crisp's shoes. "Jesus Christ..." she muttered under her breath before closing her eyes and pointing to the door. "We're having none of this today, Clay. Office. Now!" She then wheeled around to face the front of the class and shook her head tiredly before turning to whisper to Crisp. "I realize high school isn't easy, hun, but I don't think those shoes of yours are going to make it any easier.

Crisp sunk into the back of his seat. He wanted to shrivel up into nothingness as he realized even the teacher thought his shoes were defenseless. Even as his first class continued on with a long lecture about differential equations, those focus for the next forty five minutes was on the shoes underneath his desk. What seemed like every couple of seconds, Crisp would spot another pair of eyes staring at him or his shoes followed by either a look of shock, disgust, or pure bewilderment. He wanted to shield his shoes from view by tucking them under his rear, but that would only draw more looks towards him. His legs fidgeted beneath the desk, but covering one foot with the other only left one more exposed. By the time the bell rang, he was more than ready to head out the door.

The hallways were no more kind to Crisp than the classroom. Everywhere he went a series of chortles, giggles, pointing, and gasps followed him. His only solace was that his next class was gym and if he was lucky, he could hide in the locker room to pry the shoelaces free. He took his time taking off his clothes in the locker room and for once the shoes proved helpful since they made the process take longer than normal. By the time he had taken off his school clothes, the locker room was completely empty and he was able to focus on getting those shoes off.

He had only a few minutes to himself before the boys locker room doors swung open and a mischievous jackal head popped out from behind it. "I bet you really enjoyed humiliating me last period huh, Crisp?" He said.

Chip jumped from his seat on the wooden bleacher and tried to pull his gym shorts the rest of the way up his body. "I- I didn't humiliate you! You were the one teasing me!" He retorted shyly.

"What? Are you making fun of me again? Your lucky we have the locker room to ourselves or else I'd have to pay you back twice." Clay said with a sneer. He closed the locker room door behind him and approached the wolf with an intimidating glare. As Crisp tried to back away from jackal, he tripped on one of his shoe strings and fell flat on his rear.

"Huh... maybe those shoes aren't half bad after all. They seem to want the same thing I want from you."

"W-what do you want from me?" asked Crisp as he backed himself on all fours into a corner. The jackal leaned down to Crisp's face with a wide grin as he spoke, his breath warm on the wolf's muzzle as he smirked just a few inches away.

"To put you in your place... Maybe you can be a clown full time after I'm done playing with you." He said as he stretched a paw out to grab Crisp's privates. The wolf squirmed as his arousal grew more prominent before his very eyes. Shame filled his head as the jackal's touch managed to get his cock throbbing and dripping in a matter of seconds.

"Look at that!" said the jackal with a faux sense of surprise. "It turns out you're a queer after all!" He wrapped his hands around Crisp's rod tightly and roughly stroked up and down the length, spreading musky precome around the shaft with each movement.

Crisp shoved the jackal away defensively only to see that he wasn't the only one in the room aroused. Clay's jeans were strained by the outline of a thick member pressed around the fabric and judging by the dark circle around the tip, he was just as excited as Crisp.

"Listen, Crisp." he said sharply. "I see the way you been looking at me and Sid. You're always oogling our asses and peeking at our junk in the locker room. Don't try and deny it! This is just my way of giving you what we both want. You get to see my cock in all it's glory and I get to show you off as the sick pervert you really are."

Crisp looked up at him in silence, his eyes drifting between the sneering muzzle and the bulging outline of a canine shaft staring him in the face. His face grew red with blush and his body shifted anxiously around. While he never told the jackal to pull down his fly and lower his jeans and briefs to the floor, he also didn't stop him from doing so. Clay leaned over him, his lean arms sidling the wolf's frame as he moved in closer to touch the wolf's thigh.

"How's this? Does this feel good to you? Are you getting excited just from feeling my hand on your fur?" He teased. Crisp didn't have to respond as the throbbing of his cock was answer enough for the jackal. He grabbed the wolf's shoes and hiked them over his shoulders to expose Crisp's rear. He then wrapped his paw around the wolf's cock again and began stroking excruciatingly slow.

"You want me to stop?" he asked almost tenderly. Crisp trembled and shook his head no before grinding his hips up into the jackal's palm. "Good." he said in response. Clay let his cock rest between Crisp's cheeks and rubbed the length up and down the valley of his rear. It slid along his taint and against the rim of his hole, teasing the entrance while he got the wolf's cock nice and drippy.

Crisp moaned under his breath and then hid his face with a palm out of embarrassment. "Put your hand down," yelled Clay demandingly, "I wanna see how much you like this." Strangely enough, the wolf complied earning him the feeling of the jackal's cock tip pressing against his entrance.

"You're a weird kid, Crisp," sighed Clay, "But at least you're an obedient boy when offered the right treat." The jackal raised a brow jokingly before pushing his weight into the wolf. His shaft stretched the wolf's hole until he accepted the girth fully. Clay rested only a moment before bucking his hips into the wolf, his shaft disappearing inch by inch into the Crisp's warm depths. "Mmph, a tight one too." he huffed.

Crisp held back a moan as he felt the thick cock slide inside him and push against his prostate. His splayed toes are hidden by the massive shoes which seem to taunt him from over the jackal's shoulders. He squirmed underneath the jackal as that paw around his shaft grasped tighter around it and stroked it more vigorously. Clay thrusted his hips back and forth slowly at first, gradually stretching out Crisp's hole and slathering it with the pre drooling from his cock. His breath was shallow and fast and beat against the wolf's neck as his pace became more rapid. He humped in and out of the wolf eagerly, the tip of his cock pounding into Crisp's prostate with each reentry which resulted in a reassuring moan to escape the wolf's muzzle. The jackal made no sign of being pleasured by this outside of the mischievous grin plastered across his face.

The jackal pounds into Crisp with little to no regard to how the wolf might feel as his breath became more ragged and hot. His paw moves up and down that shaft easily thanks to the pre coating the both of them. Crisp feels his muscles tightening, his body nearing an edge that he can't come back from and the jackal doesn't seem that far away from it either. He tightens around the jackal's staff as Clay hilts one last time into the wolf with a groan. Warmth floods Crisp's insides as his cock shoots a long rope of come onto his t-shirt and fur. Without so much as a ruffling of the boy's head fur, Clay pulls himself free of the wolf and heads to the showers to clean up.

Crisp remained on the floor panting, his ass drooling come onto the tiled floor while his throbbing cock dribbled the last remnants of his orgasm onto his stomach. Just as he was getting ready to stand back up, the doors to the locker room opened again for about a dozen pairs of eyes to find him naked, covered in semen, and wearing the ugliest shoes they had ever seen in their life. The boys stood there with a wide smirk on their muzzles and a laugh brewing in their throats. All it took was one buck to point at the naked wolf's feet and shout, "What the hell is wrong with your shoes?"

The locker room erupted in laughter, their taunting and jeers pelted the poor wolf with shame as his cock became aroused once more. From the entrance to the shower, Clay leaned against the frame with a wide grin on his muzzle as he joined in their raucous glee. Crisp hid his head in his paws, trying to shield himself from their taunts, but it was useless against the sound of their voices teasing him. His body trembled and he felt his orgasm stirring anew. With an embarrassing moan his cock throbbed and a thick wad of come shot out towards the crowd of laughing students.

Crisp awoke with a start. His chest was pounding with excitement as he sprung out from underneath his covers to see the light of the sun peaking through his window blinds. From the foot of his bed he could see those ugly new shoes staring back at him and what was most strange, they seemed to glow in the half light of the early morning. He reached over to his bedside table to check his phone only to find that he had slept in a good twenty minutes past his alarm. His fur felt wet around the crotch and it was only then that he noticed he'd come at some point and the semen had soaked through his briefs and into his sheets.

The wolf shook his head with embarrassment and realized that cleaning himself up and getting on his clothes would take up the majority of his morning before school. He let out a long sigh before deciding he'd have to wear these shoes another day after all. If it ends up anything like his dreams... well, he wasn't going to complain.