Isaac let a short yawn escape his muzzle as he waited patiently in his office. He had scheduled another early morning meeting with one of his student’s parents after a few small concerns had been raised. It was almost on the dot when he heard the rap on the door, and he opened it, a smile on his face.

The bear smiled as he held his paw out in a welcoming stretch, offering the seat to a middle-aged Australian Shepherd. The female seemed to wear a tired expression, her early forties almost displaying an extra decade in her eyes and facial features. She held a small semblance of beauty that looked as though it could be explored with a measure of assertion on the shepherd’s part, but something in the look of her eyes told Isaac she had lost the will to capture it.

“Hello again, Ms. Shepard,” he said with a warming grin, paw resting on the back of the chair momentarily until she took her seat. Beside her was a much smaller shepherd, the pup a spitting image of what she might have looked like at a much younger year. “Piper, dear, why don’t you wait out front for us? Your mother and I have some grown up talks to have.” Isaac made sure each word was soft to the girl’s ears, keeping her from any suspicions about her involvement in the topics.

She nodded to her principal as she gave her mother a quick hug, scampering off as the older shepherd cleared her throat. “So, Mr. Berkley,” the shepherd spoke, the bear’s mind acknowledging the similar tired feeling her voice seemed matched with her looks, “What is this meeting all about?”

The bear scratched the fur on the back of his neck as he thought of the right words. “Piper has - for lack of better terms- been a bit ‘off’ in class.” He felt silly as he struggled for that miserable sentence, never being good at having these awkward little speeches with the parents of rather troubled students. Before the girl’s mother could reply he spoke up a bit more, noting the defensive look that had already welled up in her, “Don’t get me wrong, your daughter is quite a doll; every moment I’ve had the pleasure of having with her has proved she’s a very well-mannered curious young pup…”

The cub’s mother remained silent as she waited for him to continue, reserving her judgment for after the whole story was revealed. “...but what worries me is that her attention span and her willingness to partake in school activities seem to worry her teacher and me somewhat.” As he watched the mother’s almost disapproving gaze he thought over his next words carefully, making sure none of them were offensive in the slightest, “There’s one more thing, too; her words, and well, the way she speaks them sometimes - adorable as it may be - resemble an age much younger than hers.”

The shepherd tapped her fingers along the side of her chair, eyes vacant as she thought over the words that had been spoken to her, “What are you implying with all this?

“Nothing, Miss,” he began. “She just seems to be showing some small issues with her development. We’ve seen this before; it’s actually not a rare thing.” He cleared his throat as he hoped she would fill in a few blanks on her own. After a moment he continued, “I’m not so worried about her learning; that usually picks up as puberty does, but socially? Well…” he got to his feet, walking over to the window and spreading the blinds to look at the fresh morning sun. “Ridgewood has always been safe place for any cub, but I can’t promise she will be completely invulnerable to bullying.”

The girl’s mother thought this over in silence, the two quiet as each brooded on their own unspoken thoughts. Her mind was restlessly cycling through the bear’s words, yet another helpless detail of her life had begun to rear its ugly head.

...

Allison groaned as she stretched out an unintentionally adorable yawn, bored to tears as she sat in front of the office with Chelsea, anxiously waiting for her principal to finish his interview. She looked over at the bear’s daughter lazily, eying her body with a look of unsatisfied hunger. Slowly she crept over to the young bear cub, her paw reaching down to curl under the girl’s small skirt. “Ahh, Alli!” The bear squeaked as she was fondled out in the open, “Stop it, we’ll get caught!”
Allison rolled her eyes right before two digits pushed eagerly into the tight damp opening between her friend’s legs, nipping her ear as she whispered, “It’s too early for anyone to be here. The only possible interruption would be Cass, and she’d likely just join in!” Chelsea nodded her head as she lightly began to whimper, leaning into the young sheep as she worked her fingers up into the deeper parts of her tight cunny.
The two had begun to make out when small footsteps approached them, muzzled locks and tongues swirling as the slightest squeak caught their attention. Their eyes looked over as the young pup from earlier now stood across from them, clearly having left the principal’s office for a little walk. Allison broke her passionate kiss to respond to the cub’s presence, a long line of saliva still connecting their pair of tongues as she asked, “What’s up cutie, lose mommy?”
The Australian shepherd pup kicked the floor lightly as she thumbed her paws behind her back looking away as she stuttered out, “N-no, I was goin’ for a walk and I h-hewd you two making noises…” As she continued to speak, a blush hit both Allison and Chelsea’s faces, the newcomer too adorable to resist. “What awe you both doin?”
Allison grinned, turning to smile deviously at Chelsea, ignoring the bear as she shook her head ‘no’, her eyes squinting as the sheep returned to fingering her, a thumb assaulting the surface of her clitoris. “How about we show you, Sweetie?” Allison offered the young pup, “…but it’s gotta be a big sister secret ok?” She added with a wink.
The pup nodded as her own cheeks flushed a deep shade of red, stepping closer to the pair as she spoke, “M-my name’s Pipah. Wh-what’s youas?”
“Nice to meet you Piper, I’m Allison,” the sheep replied still finger fucking her companion, “…and this is Chelsea, she can’t speak right now cause she’s reallllly happy!”
The pup’s head cocked to the side as she looked on amused, “What do ya mean, 'weawwy happy?'”
“Well,” Allison said as she pulled her paw out, Chelsea moaning as the sheep sucked the pair of fingers clean. “How about we all go into the other room, and we’ll show ya!” The sheep pointed to Cassandra’s office as she grinned from ear to ear, the bear beside her silent as she panted from the earlier assault.
Chelsea said nothing as she took Allison’s paw, still blushing as the trio made their way into the doe’s office, closing the door behind them. With their new found privacy, both older girls began to strip down, leaving the shepherd pup even more shy and anxious, “Wh-why awe you naked?”

Allison grinned as she stepped over to the pup, petting her hair as she reached for the front of her skirt, “It’s all part of the fun cutie, trust me!” She gave the puppy a smooch on the forehead as she lightly pulled down her skirt, paws moving to deal with her panties as Chelsea walked over, dealing with the pup’s shirt.
Piper was shaking lightly as she tried to cover herself up with her paws, looking away as she was left bare in front of the pair of naughty cubs. “N-now what?” she asked in almost a whimper, clearly still motivated by curiosity despite her nerves.
Allison gave the pup a reassuring smiled as she sat down cross-legged, snuggling up between the girl’s legs as she coaxed her blocking paws away. “Now you just relax!” She said cutely to Piper, her paws wrapping around the younger pup’s legs as they began to crawl slowly up to her waist. The shepherd shivered as she felt the paws move closer and closer to her private area, finally yipping out as she felt two digits slide over her cunny lips.

A long array of whimpers escaped the pup’s muzzle as she squirmed in the sheep’s clutches, her pussy lips dampening as they were gently teased. The young cub panted as her body was filled with such strange pleasure, an agonizing ecstasy filling her as Allison sucked on her clitoris firmly. The sheep stopped right before the shep could howl, her reaction dwindling down to a shiver as saliva connected her lips and the young puppy’s dampened sex.
Piper panted and groaned with closed eyes as she reacted to the tingling shock, a little squeak sounding out as she felt a nose sniffing at her rear. “Th-this is all weawd…” Piper mumbled out as a blush darkened her cheeks, looking down at Allison as she swirled her index finger over the surface of the shepherd’s pussy. The sheep stopped as the puppy spoke, giving her a reassuring smile as she blew a breath of cool air over the girl’s crotch.
“Do you want us to stop?” Allison asked earnestly, lips tugging carefully at the tight pussy lips before her tongue glided inside the pup again. Piper moaned deeply as the weird feeling got better, her body shaking wildly and her rump bouncing over the bear’s nostrils. “No more of that?” The sheep asked, immediately withdrawing her lips.
The shepherd nipped her finger anxiously as she held her paw over her trembling muzzle, not so sure what she wanted now. “What about this?” she heard quite suddenly from under her, whining out as the bear’s tongue slid smoothly into her backside. As the young pup wiggled and whimpered, Allison dove her lips back onto the girl’s sex, the pair assaulting each hole until the young girl howled out, “D-don’t stop, pwease!”

The sheep giggled as she swirled her tongue around Piper’s clitoris, quickly giving Chelsea a warm, “You heard the lady!” She heard what must have been a muffled ‘mhmm’ as the bear continued her work, most of her tongue already submerged in the canine’s pucker. 

Piper clutched Allison’s head as she drove her tongue back into her tight entrance, slithering along her insides. The young pup shook and shivered as hints of orgasmic pulses lingered through her body, while all at once a slick gentle tickle slid in and out of her backside. Her tingles had almost become painful as her little cunny lips drooled out her sweet nectar and she let out a pleading cry, “P-pwease stop for a se-second.”

The two stopped for a moment allowing the girl to catch her breath, her aching folds squirting a small slick pool of juices. “You alright sweetie?” Allison asked the young shepherd, grinning as she nodded.

“I’m a-awwight, just…” She struggled for a good breath, “Give my fwont, a b-bweak pwease…” As the sheep moved aside, Piper reached her little paw down, brushing the bear’s hair, “You c-can keep going, though.” She blushed.

Her body stiffened again as that wonderfully strange feeling filled her rear once more, her eyes focusing on the sheep as she smiled back at her. “C-can I taste yours?” She asked curiously as her eyes lingered over the sheep’s exposed sex. Her breath was slow and deep as the sounds of the bear’s slurping continued, her tailhole slick and loose as it was kissed so passionately.

In front of the pup, Allison had spread her folds open, the shepherd leaning down so she could sniff at the damp entrance. The scent was weird to her but admittedly made her curious. She held back at first, but soon had worked up the courage to trail her tongue just over the surface. The sheep moaned as she enjoyed the inexperienced yet eager touch of the virgin’s tongue.

Piper’s lapping became furious as she found enjoyment in the girl’s flavor, her backside filling with a bloated stretch as the bear’s tongue had been replaced with her fingers. A slow rhythm cascaded in her bowels as she was fingered, and she eagerly sucked on the sheep’s needy lips. The three had long since given up their silence, immature moans filling the doe’s office as they each crept closer to climax.

…

Ms. Shepard clutched Isaac as she wiped the last few tears from her eyes; the long talk the pair had shared was both emotional and resourceful all in one. She had been given good tips on how to help her daughter and had even shed far more of her life’s story than she should have. For whatever reason though, she felt safe in the bear’s company, a strong sense of compassion radiating of him.

Her sense of regret had seemed a little lessened as the bear had shared some of his own less-than-graceful moments, constantly reminding her as he had said, “We all make mistakes, but everyone of us is beautiful.” She remained in his arms cautiously silent as she had broken down quite quickly and recomposed quite suddenly. Her eyes avoided his as she sat limp like a ragdoll, unsure of how to leave his office now that she had said so much.

Isaac looked over the emotionally compromised canine as she allowed the gentle caress of his arms. He surveyed her somewhat unmaintained and definitely untouched body. There was attraction to her, he could see that, and somehow he knew that his usual brand of passion was just what she needed. Love had taken its toll on her, that was for sure, but the thing she needed most was to be reminded of her beauty, even if the only way he could show her was so basic and primal.

His lips moved closer as he held her and she remained still, but he could feel her pulse quicken as his breath drew near. All at once he lunged in, teeth and muzzle bearing down on her neck in a tight locked kiss. She made no effort to stop him, even as his paw trailed down the edge of her skirt until his fingers could snake their way inside them.

It had been a while since she truly had felt a man’s touch and much to her surprise she had reluctantly spread her legs for the bear’s paw. “I think you just need to be reminded how beautiful you really are.” There was tenderness in Isaac’s voice, a sense of caring, even as his fingers traced the outline of the shepherd’s pussy over her panties.
Despite her best efforts, the suckling on her neck did give her a rather lusty bout of shivers, and before long she had reached forward with her own paw, cupping the heavy lump in Isaac’s pants. Her fingers felt out the sizable bulge as her mind whirled a collection of rather indecent thoughts. At the very least, she would go through with a blowjob. After all, it wouldn’t really be a big deal and after being untouched for so long, she at least needed something.
Before her thoughts could derive much more of an answer, the lump in her palm had slipped away. She looked up almost in shock as the bear’s lips had left the now soggy fur of her neck, both powerful arms snatching her skirt away. She looked down as he knelt between her legs, trembling as he slowly pulled away her silky white panties. A slick line of dampness trailed away with the pair of undergarments as her needy folds were revealed. Once again she allowed her base desires to win, legs lifting onto to the bear’s back as she felt his breath draw near.
Her body filled with a burning desire as saliva hit her pussy, one slide of the hungry tongue making the lewdest sounding slurp. He ran his tongue long and slow along the tender swollen lips, pushing deeper and deeper as he desperately slurped down each drop of sweet nectar. Christie laid her head back as she rode the bear’s muzzle, her breath escaping in slow anxious hisses as her body filled with electrifying tingles.
Isaac pushed further and further until he had tired his tongue out, every drop of saliva given to the shepherd as a reminder of what her body so rightfully deserved. “Pull it out!” She begged in a curled moan, paws gripping Isaac’s shoulders as he nibbled lightly on her clit. He couldn’t help but chuckle as he left her folds behind with one last kiss, his paws pulling the zipper on his pants down in an agonizingly slow pace.

The shepherd’s eyes were wide with need as his cock slipped out, the hard shaft dripping at the front with a small trail of pre. Her paws reached up for it almost desperately, pushing the remaining length of foreskin back so every drop of pre could hit her tongue, her lips sealed around the thick head in a slow kiss, inch by inch swallowing down the rock solid length.

Her left paw cupped his balls as her right gently caressed his side, the slightest sound of a gag spurting out as the front of her muzzle hit his waist. He groaned as he pet her soft hair, his entire length submerged in her throat. As his breath stiffened she leaned her head away again, pushing back down instantly as she slowly bobbed back and forth.

Her fingers now rubbed her pussy lips anxiously as she blew him, making sure she was ready on the off-chance things went farther than this. Sure enough, before he had a chance to cum he pushed her back, stepping over to his desk without a word. She waited anxiously as he fumbled through his drawer, soon showing off a bright yellow condom package in his paw. “Bend over, babe!” He said, not caring how brutish his words were now that she was wrapped around his finger.

Sure enough, she took no convincing, her arms spread out quickly onto his desk so her rump could rise up in the air. She let out the faintest ‘mmm’ as he trailed the now protected shaft over the front of her folds, his tip resting over her tight entrance until she began to shiver. She turned her head to view his eyes again, a desperate blush on her cheeks and she whispered, “Th-thanks Mr. Berkley.”
He patted her back as he said gently, “Please, call me Isaac.” As his words finished he thrust in hard, burying his length into her eagerly accepting pussy. Her claws scraped at the desk as he thrust wildly, her body spasming with pleasure as she was taken for the first time in what felt like ages. Her moans were loud and shameless, as if she were announcing her conquest to the world.

The bear held back nothing as he ravaged the middle-aged mother, his claws digging into her backside as he smacked his waist against her cheeks, fucking her as deep and hard as he could. It didn’t take long for either of them, the mother so pent up and the principal so skilled. Christie nearly fell to the floor as orgasm hit her, her body clutching the desk as pulse upon pulse of ecstatic thunder rushed through her body.

“S-shit!” the bear couldn’t help but dribble out of his lips as he felt her juices flow over his crotch, his body tightening as his thrusts slowed down, the front inch of his condom flooding in a pool of white. As afterglow began to set in, he helped the shepherd down to the floor with him, the two clutching each other in a tired, awkward cuddle. He had hoped this would help, if even just a little, his eyes looking into Christie’s as she tenderly smiled back at him.

…

Allison cried out as she squirted into the pup’s mouth, her third orgasm finally making her move away. “Ok, I t-think that’s enough for today!” She said in a panting frenzy as she looked back at Piper, her face fully flushed as she sat back on Chelsea’s fingers and the bear licked her earlobe. Before she had any time to protest, Chelsea slid her fingers out of the girl’s rear, moving away from her as Allison spoke in barely a whisper, “W-w-where are your...clothes?”

…

Isaac waved to the pair of canines as they left his office, Christie walking with her daughter to her classroom. Their goodbyes were short, leaving so many needed words unsaid. Despite all the pair had learned, they were left with a list of questions now, and each now held a secret born in that very office. Isaac scratched the fur on the back of his neck as he looked down at Chelsea and Allison, smiling as he asked quite innocently, “So, what did you three do?”

The two girls looked at one another before staring back up at the adult, shrugging as almost in unison they replied, “Nothing...you?”

The bear laughed out loud as he caught the blush on their faces, patting their backs as he led them back to his office, “Nothing.”