Who Knew Homework Could Be Fun?

, , , , , , , , , , , , , , , , , , ,

In the first installment of the series, we take a look at a typical after-school afternoon at home for little Milo and his mommy...

I'm looking for someone to illustrate some art for this series! If anyone is interested, please message me! I'm willing to pay commission and I'm flexible on the rates! :)


Who Knew Homework Could Be Fun?

Homework. One of the most dreaded words in a young cub's life. Who the heck wants to spend even more time on school stuff after they've already spent seven hours sitting in a dreary, boring classroom, right? Sadly, the powers-that-be have decided that it was a necessary evil in the young cubs' lives, a tool that would make them more prepared for adulthood ahead.

One particular lion cub, however, tended not to see it that way. Believe it or not, he actually _enjoyed_getting to do his homework once he got home. How could this be? Well not too long ago, Milo absolutely hated doing his homework. He would have much rather been playing whether it be outside with his friends or on the computer or video games as almost every other cub would have. Concerned with how dejected her little boy was when it came to having to sit down and do his homework, Milo's mother decided to think of a way to make the little cub have fun while completing the dreaded chore. Knowing her son's penchant for restraint and confinement, Milo's mother figured out what they thought was the perfect solution for their son's predicament: A chastity cage.

That was a month ago and the results could not have been better. Milo took the idea right away, excitedly tearing open the box that contained his newest, most fun toy. A cub-sized version of a steel chastity cage, perfectly sized to imprison his little genitals. It quickly became an established routine in the house: The minute Milo arrived home from school, he would disrobe and place his little penis into it's cage, locking it into place. He would usually only leave his t-shirt on, making sure it was short enough to end above his little dick. This was to comply with one of the rules that his mom set when it came to his chastity: That whenever he is locked, his cage must be visible and displayed at all times while at home.

It's here where we join little Milo as his school bus arrives in front of his house at the end of the day. Thanking the elderly rhino bus driver, Milo quickly dashed off of the old yellow bus and up to his front door.

"Hi mommy, I'm home!" the little lion yelled as he eagerly bounded through the front door.

"Hi sweetie, how was school today?" asked Milo's mom, a beautiful, thirty year old lioness named Rebecca that bore much of a resemblance to her offspring.

"We did a lot, so I got a lot of homework today," replied the little cub, knowing exactly where this would lead.

"Oh you did, did you?" asked the lioness in a playful tone, "Well, you know what happens when a little cub like you has homework that needs to be done, right?"

"Yep!"Milo excitedly said with a huge grin.

"Very well, go and put on your cage now," his mother said with a smile. She adored his enthusiasm, it was extremely cute.

"Okay, I'll be right back!" Milo promised as he ran up the stairs to his bedroom. Opening up his top drawer of his dresser, Milo pulled out the tiny, stainless steel penis cage that he wore on a daily basis and placed it onto his bed. Unsnapping the button of his shorts, Milo quickly pulled them down along with his underwear, followed shortly by his blue t-shirt. Now completely naked, Milo decided to add something else today just for fun and reached into his closet. He pulled out a t-shirt from his most recent Halloween costume: A traditional black-and-white striped prisoner's uniform. Slipping the t-shirt over his head, Milo picked up his chastity cage and walked over to the mirror, eyeing his bottomless body and the shirt he had just donned.

"Heehee, I'm under arrest!" Milo giggled as he slipped the ring over his little dick and balls, enjoying the constricting feeling of the ring upon his most intimate place. Satisfied with the placement of the ring, Milo pulled out a small bottle of Cubby Lube and squirted some onto his fingers, rubbing the lubricant over his little prick and onto the inside of the cage. Once properly lubricated, Milo positioned the cage right at the end of his little penis and began to insert the little appendage into the cage.

"Naughty peepee!" he laughingly scolded at himself as he slipped the cage on, "Now I have to put it in jail!" Milo giggled as the cage slipped all the way onto this little penis, completely covering it in its cold and unforgiving steel. Reaching over to his dresser, Milo took hold of the small brass padlock that accompanied the cage and slipped it into the proper slot on the device, attaching the cage to the ring. Giggling, he looked at himself in the mirror, naked from the waist down with a steel cage placed right on his most private of areas. Unable to contain his fit of giggles, Milo reached down and closed the padlock shut, securing the cage to his little body for as long as his mommy saw fit.

"I'm a naughty prisoner!" the excited cub exclaimed, thrusting his hips forward towards the mirror and showing off the cage now firmly locked on his little penis. "Ooooh!" the little cub gasped as he felt the beginnings of an erection coming, pressing tightly against the confines of the stainless steel tube holding his little cock captive. Milo took another look at himself in the mirror as he took hold of the cage and playfully tried to pull it off himself.

"Bad little cubs get their peepees all locked up! Look at me, I'm all locked up!" Milo declared, emphasizing his current predicament and making his little cock strain ever harder against the cage as he continued to try to pull the cage off. Milo knew there was no way the cage was coming off him without the key, he just enjoyed trying in vain. Satisfied with the job he'd done, Milo released his hold on his little bits and left his room to join back up with his mommy in the kitchen. This was the usual routine at home; Milo would do his homework at the kitchen table where he would be closely supervised by his mom. Milo would stay in his chastity cage until not only all of his homework was completed, but all of his homework from the previous night was reviewed by his mom. They had decided to make a little game out of this as well: Depending on the grades that Milo got on his homework that was completed the previous night, Milo would be assigned more time in his chastity cage. All A's would mean he could choose when his cage came off, B's meant he'd have to take his cage off after dinner, C's meant his cage would be taken off before dinner, D's meant his cage would be taken off immediately, and F's meant he would not get to wear his cage at all the next day.

"Alright mommy, all set!" the little cub said as he entered the kitchen, his caged prick swaying left to right as he walked in.

"Well look who decided to get all dressed up today!" Rebecca doted as she saw her son in his prisoner shirt. "What happened, did my little boy get arrested again?" she jokingly asked.

"House arrest, mommy," Milo replied, playing along with his mom's comments. "My peepee was put in jail, see? I'm being punished!"

"Oh yes, look at that!" said his mom in mock astonishment. "You had to have been VERY bad for your peepee to have been put in jail like that!"

"Yep, I was!"

"Silly little cub," she said as she reached down between her son's legs and playfully jiggled the cub's cage, watching it strain in futile attempts to get an erection.

"Ooooh Mommy, I love it when you do that!" the cub said through laughs, again enjoying the feeling of trying to get to full mast in his cage.

"I know you do sweetheart, but it's homework time now so get to it!"

"Okay!" said Milo as he dashed out of the kitchen to retrieve the backpack that he had abandoned in the living room. Walking back into the kitchen with the backpack in tow, Milo took his usual seat at the kitchen table and started chipping away at the homework that he had been assigned for that day. Milo thoroughly enjoyed this part of the day, simply sitting there with his locked up dickie exposed while he worked on his math, occasionally reaching down to adjust the constraining cage. Milo paid no mind as his mommy took out her phone and snapped pictures of him doing his homework, occasionally turning to the camera to flash both a cute smile and his crotch, ensuring his cage would be in the camera shot. Finally after an hour and a half, Milo's homework was complete.

"All done, mommy!" Milo chimed as he closed up his books and prepared to move on to the next step of the afternoon. Milo reached into his backpack and pulled out his homework from last night which had since been corrected by his teacher. Milo was absolutely sure that his mommy would be quite proud of his results.

"Okay sweetie," Rebecca replied as she joined him at the kitchen table, "Let's see how you did, hmm?" Milo's mom began taking a look at the homework assignments from yesterday, noting down each grade in order to figure out just how much more cage time her son would have. Milo just beamed the whole time, already knowing what he had gotten and knowing what would happen next.

"Straight A's, what a wonderful job, Milo!" the lioness praised, glad to see that the plan she had thought up a month ago was a rousing success.

"This means my cage can stay on?" Milo asked excitedly, hoping to hear his mom's approval.

"Well that seems like such an awful punishment for such a good little boy..." Milo's mom trailed off playfully, enjoying the momentary teasing she was bringing to her cub.

"Oh come on, please mommy?" Milo begged, not wanting the cage to come off anytime soon.

"Hmm...well okay since you've been so good and you asked so nicely. We'll leave it on until you take your bath tonight." she acquiesced, knowing full well that this was going to be the end result.

"Yay, thanks mommy!" the cub squealed, jumping up and hugging his mom around the waist. Milo's mom again had a small laugh at her son's enthusiasm as she hugged him back before reaching down between the little cub's legs and again giving his little caged cock a playful jiggle, making sure to tickle his exposed balls in the process. "Ooooh!" the little cub exclaimed as his mom did this, his little cock again trying in vain to break out of its steel prison.

"Okay you little troublemaker, go play one of your computer games or something," Milo's mom said as her son disconnected from their hug. "I'll call you down when dinner is ready."

"Thanks mommy!" Milo said as he packed all of his homework into his backpack and bounded out the kitchen and back into his bedroom to play for a little bit. Milo flopped onto his twin-sized bed and simply looked down and stared at the little metal cage encompassing his bits. In some ways, this was his favorite part of the afternoon, where he could simply just lie around enjoying the sensation of having his genitals under lock and key. Milo knew he was quite unusual, that most furs of his gender would absolutely hate having to wear one of these. For Milo, however, it was most definitely the opposite. He often wished he could wear it more often, he wouldn't be opposed to wearing it to school under his clothes! As it currently stands, Milo has only worn the device until bath-time when his mom would unlock him. Milo began thinking, "I wonder what it would be like to sleep with it on?" He giggled a little bit at the idea, thinking about just how 'naughty' he would have to be for his little dick to remain in it's jail overnight. Milo loved it just how naughty wearing the cage made him feel, as he thought out loud to nobody in particular.

"I'm being punished!" he said as he grabbed his device with his right hand. "I've been a naughty little cub and that's why I've been locked up!" The words, of course caused a stirring in the little cub's loins and sure enough Milo again felt his little prick pressing hard against the end of its little cage, trying to make it to full erection but failing.

"Naughty cubs aren't allowed to play with their peepees!" Milo kept scolding himself. This was something he always enjoyed doing, he just couldn't emphasize his situation enough as he continued to play with his little prison, absolutely enjoying the sensation of not being able to get completely hard. This continued for a while until Milo's mom called him down for dinner. Satisfied, Milo again made his way downstairs to re-join his mommy, his little cage swaying left to right as he went down the stairs and into the dining room. Milo again enjoying doing regular everyday things such as eating dinner while caged. It was a lot of fun simply having the device clamped around his little genitals as he ate, visible to anyone who would be in the room. Of course, this was just his mommy, but Milo was eager to show his cage off the next time he had a friend sleep over at his place. As he finished his dinner, Milo knew what to expect next.

"Okay my little troublemaker, it's time for your bath! You smell!" Milo's mom teased.

"You're gonna come with me, right?" Milo asked. At age seven, Milo was old enough to bathe himself, but still preferred having his mommy in the bathroom with him. His mom quite enjoyed it too, and bath time often ended up being a lot of fun for both.

"Of course I will, sweetie, just like I do every night," Rebecca reassured him. "Someone's got to make sure you behave in there!"

Milo giggled, he knew exactly what she meant by that. Milo knew that if he wasn't supervised in the bath, he'd turn it into another session of endlessly exploring and toying with the metal device locked on his little dick. Excited, both the cub and his mother made their way to the upstairs bathroom for the nightly ritual. Milo shed off what little clothing he had on, now wearing only the steel cage secured around his nether regions. Rebecca turned on the faucets and began getting the bath ready for her cub while Milo sat on the closed toilet lid and waited with his legs spread apart, giving his mommy a clear view of his cage. This was not lost on Rebecca as she turned to face him with a knowing smile on her face.

"You just love showing yourself off, don't you? I have half a mind to take you down to a nudist colony and just leave you there. We all know you'd definitely belong!" the lioness quipped. Clearly this was not the first time this has happened. "Okay you little rascal, in the tub you go!"

Giggling from his mother's comments, Milo jumped up from the toilet seat and sunk into the warm and plugged-up bath water, sighing in comfort as he felt the warm water surrounding his yellow fur. Rebecca gave Milo a few minutes to relax and have fun in the tub before taking a bottle of shampoo-soap and gently working it into her son's fur; ridding him of the dirt, sweat, and grime that came from a regular day of being a young cub. Milo giggled slightly, his baths always tickled a little bit but he never minded too much. Slowly but surely, Milo was cleaned from head to toe and back to front, enjoying the sensation of his mother's touches. Finally, there was only one spot left that had not yet been cleaned.

"Okay sweetheart, you know what time it is now," Rebecca said as she pulled a small, silver key from her pocket. Milo knew what it went to as well and stood up in the bath water, giving his mom access to his privates. Despite enjoying wearing the cage, Milo very much enjoyed this part of his bath as well.

"Hands behind your head, sweetheart," Rebecca ordered. This was another rule: Whenever his cage was being taken off, Milo had to keep his hands behind his head in order to ensure no 'bad touching' was done. Milo quickly placed his hands where he was ordered to as Rebecca reached between her son's legs, inserting the key into the padlock on the cub's chastity device and turning the key and unlocking the piece of metal the kept the cage fastened to Milo's penis. Rebecca removed the padlock from the device altogether, separating the cylindrical cage from the ring positioned behind the cub's balls. The cage portion was the next to go as Rebecca slid the cage off her son's penis, leaving only the ring left. With the cage off, Milo's little penis quickly grew to its full two inches in length, standing at attention on full display with the pink prick poking out of its sheath. Milo blushed as he realized just how quickly his dick had gone fully hard, a reaction not missed by his mommy.

"The prisoner has been released and really wants to play, doesn't he?" Rebecca teased her cub as she observed her son's blush through his fur. Laughing a little, Rebecca continued with her son's bath. "Would you like to wash your privates yourself, sweetie?" she asked, knowing her son was reaching an age where most cubs would prefer to have their own privacy. Milo, however, was very different.

"No, you do them please?" Milo asked as he did nearly every evening during his bath. It felt much better when his mommy did it than when he did.

"Okay baby, hold still as much as you can," Rebecca replied as she squirted some more shampoo-soap onto her hands. Reaching again towards her son's private parts, Rebecca worked the cleansing formula over her son's erect penis, making sure to fondle and play with the most sensitive and vulnerable parts. Milo sighed and groaned a little at the pleasure he derived from this, he absolutely loved when his mommy cleaned his little penis. Rebecca moved down to her cub's balls, gently working the shampoo-soap into the little fur down there. Milo continued to make more and more groans and whimpers as he felt more and more pleasure from his mom's hands. Satisfied with the job she had done cleaning her son's privates, Rebecca simply took her hand away from the cub, suddenly stopping whatever pleasurable feelings the little lion was having. Taking the shower-head off its mount, Rebecca quickly turned on the water flow and rinsed her son's genitals of whatever shampoo-soap was left there. Now her cub was squeaky-clean and it was time for the next part of what she had planned.

"Okay you're all done, out of the tub!" Rebecca said as she pulled the bathtub's drain plug and pulled a large, fluffy towel off the bathroom's towel rack. Milo stepped out of the bathtub and into the wonderful warmth of the towel his mom held out for him, quickly becoming fully wrapped in the large piece of thick fabric. Peeking out from the towel, Milo's heart began to beat faster in nervous anticipation of what he was about to ask his mommy.

"Mommy?" he asked, his eyes not quite meeting hers.

"Yes, sweetie?" Rebecca replied, wondering what could be causing her cub to suddenly be so nervous.

"Um...well..." Milo asked, not sure exactly how to ask this, "Is it okay if I try sleeping with my peepee cage on?"

Rebecca smiled, she had a feeling this question would be coming sometime soon. Getting down onto eye level with her son, Rebecca reached out and placed both of her hands on his little shoulders.

"Hmm...I suppose that could be arranged," Rebecca told her cub in a playfully serious voice. "After all, playing with yourself down there is pretty naughty and it's best if something makes sure you're not doing that while you're in bed at night, right?"

"Yeah, totally!" the little cub exclaimed, all previous nervousness now gone. "I don't wanna be naughty..." he giggled as he shed the towel, once again bearing his whole body for his mommy to see.

"Okay then," Rebecca concluded, "Let's get that little peepee locked back up in jail now. Do you want to put it on yourself?"

"Can you do it, Mommy?" Milo asked, quickly placing his hands behind his head and re-assuming the same position from earlier. "I like it when you put it on me!"

"Alright you little troublemaker," Rebecca laughed as she again took hold of her son's steel cage. Having had a chance to 'deflate,' Milo's penis was now back in its original flaccid state which would make installing the cage much easier on the cub. "You've been a naughty little cub," Rebecca playfully scolded her son as she prepared to place the cage back on his penis. "And naughty little cubs don't get to play with their peepees!"

"Nope!" Milo giggled, thrusting his little crotch out to give his mommy easy access. "Lock me up, mommy, I've been a bad boy!"

"Are you sure, sweetie?" Rebecca asked, dropping her playful tone and adopting one of genuine concern. "You've never worn it to sleep before. Promise me that if it's too much for you, you'll wake me up to take it off, okay?"

"I promise, Mommy, but I think I'll be okay. Please Mommy? Can you put my peepee in jail now? It's been very bad!"

"Alright, be patient you little crazy cub!" Milo giggled again as Rebecca did just as he requested, quickly applying some more Cubby Lube to her son's little crotch before slipping the ring back behind her son's tiny dick and balls. "You're under arrest again, little boy!" she teased, eliciting more giggles from her cub. Rebecca applied some of the Cubby Lube to the inside of the cage portion of the device before she lined the tube up with her son's cute little penis and began to slip the little appendage back into it's steel confinement. "Now the prisoner goes back in his cell!" she said dramatically as the cage was fully slipped back onto the little cub's penis. Now there was just one last thing left to do. "Are you sure you want this, Milo?" she asked one final time, again out of genuine concern.

"Yes please, Mommy!" Milo eagerly replied, "Lock my cell!" he giggled.

"Okay prisoner, you're not going anywhere now!" Rebecca playfully teased as she took the padlock and snapped it shut on the device, again locking the cub's little genitals away until she decided to set them free.

"Yay!" the little cub cheered, reaching down and taking hold of his once-again imprisoned genitals. "I've been a naughty boy, so I get my peepee put in jail!" he excitedly said. He couldn't explain why, but it felt much more 'right' to have his cage on rather than off...

"Yep, I don't know how I ended up with such a naughty little cubby..." Rebecca continued her teasing, lightly fondling her son's cage.

"Oooh!" Milo cried out, again feeling the very familiar sensation of his penis attempting to get another erection while locked up. Smiling, he wrapped his arms around his mommy and gave her a big hug. "Thanks mommy, I love you!"

Rebecca's heart swelled hearing her cub say that, she loved how affectionate he always was. "You welcome, my little troublemaker," she said as she hugged her cub back, the warmth between the two lions being shared happily. "Alright, bedtime for you!" Rebecca told her cub as she looked at the clock, which now read nine pm.

"Okay Mommy," Milo yawned, suddenly realizing just how tired he was. Taking her son by the hand, Rebecca walked Milo back to his bedroom, pulling back his bed's covers and exposing the warm, soft bed sheets. Milo climbed in, sleeping naked like he usually did. "Goodnight Mommy," the little cub sleepily murmured as he slowly began to slip away into Dreamland, his eyelids becoming heavier by the second.

"Goodnight baby," Rebecca whispered, giving her cub a kiss on the forehead before turning the light out and closing his bedroom door. Rebecca smiled as she thought about all that had occurred that evening, laughing internally at what would be in store for Milo when he woke up tomorrow morning...