Breaking Her Stallion In

The afternoon was late and the school was nearly empty. Walking down the hallway, one lonely stallion continued to stare at the tiled floor, not very happy with how his day was going.

“Man, what a miserable day. Can’t believe the teacher chewed me out like that in front of the class,” Shining Armor said quietly as he gave his blue shorts a quick tug. ”Well, least I can ditch these silly clothes when I get home.”

Shining Armor hated being forced to wear clothes because of school regulations, he could never enjoy the feeling of tight fabrics wrapped around his legs and crotch. Despite Shining’s hate for his forced attire, it actually helped him from time to time, especially during gym class when his eyes would always latch onto the rumps of mares. One in particular started to catch his interest lately, but he knew he would never have a chance with her.

She was the recently adopted niece of Princess Celestia herself, and the only student alicorn in the entire school. While many students were jealous of her horn and wings, they also kept their mouths shut, in fear that one wrong word would get them hurled to the sun. Of course being an alicorn princess instantly attracted the attention of many colts – and even other mares. Shining was one of those colts and he was fortunate to be in most of her classes. While he barely conversed with her, there were times that both had partnered up for class thanks to the teachers’ instruction. In Trigonometry, Cadence wasn’t the smartest and would always tease Shining for answers. In Science class she would sway him to do the work for him with a swish of her multi-colored tail against his chin or rub her hoof against her butt, filling his mind with false promises of sex.

“Why do I even bother thinking I’ll get lucky,” Shining said with a deep sigh as his eyes closed briefly. “Cadence will never show any real interest in me.”

As Shining continued to walk, lost in his thoughts, he started to veer towards the right side of the hallway, and then into a door, being opened by a certain pink alicorn. Before Cadence could say a word, Shining walked into her, letting his head dig into her side for a brief second before he panicked and brought his head up. Cadence tensed up and panicked for a second as well, but smiled when she noticed it was her favorite stallion out of the whole school.

“Oh, hey, Shiny. How are you doing?” She asked as she lit up her horn and closed the door behind her, ignoring the voice of the detention teacher from inside.

“Oh? Oh hi, Cadence. I’m surprised you’re still here!” Shining replied, trying to not sound awkward to her.

“Don’t be. Apparently the science teacher didn’t take too kindly to having a few spit balls shot at him,” Cadence scoffed.

Shining heard her words but none of them registered in his mind. Shining studied her figure quickly. She was wearing a small green skirt that was hiding a pair of pink, laced panties underneath. Across her midsection rested a tank top matching her skirt that was custom-made for pegasi to wear around the school. Much like Shining Armor, Cadence had no love for the silly attire she was forced to wear, but unlike the rest of the kids, her image had to be perfect. Across her face rested a small pair of reading glasses that seemed to give her the ‘naughty librarian’ kind of look. Higher up, most of her multi colored mane was held up with a small green elastic band, keeping it from flailing about as she walked around. Lastly a small golden earring dangled from her right ear, giving her a more wealthy look. While she was a future princess, she still looked like a slightly dorky-yet-lazy girl who clung to friends for help in school.

Of course, being a slightly bratty teenage girl in high school, Cadence had made herself known as a prankster and troublemaker around the place. Most of her jokes were harmless ones that ranged from simple whoopee cushions to precision spitballs from the back of the room. Most of the time she could get away with it, but sadly her auntie Celestia intervened and gave the teachers the right to punish her equally. Most punishments were hour-long detentions and extra school work. The saddle bag she was carrying on her back was her most recent punishment, filled with her assignments that were due early next week. While she was pissed about doing it all, having Shining bump into her was the thing she needed to perk herself back up.

“But I’m happy I bumped into you before I headed off,” she said to him, taking her voice down to a level of flirtation that Shining was all too familiar with. “What could I do to convince my favorite stallion to help me with a few little assignments?”

Letting her tail move, she circled around his body, letting it brush against his chin, making him quiver and nearly melt at her touch.

Oh no, she’s doing it again. I can never say no to this.

Shining’s mind started to race, knowing very well what she was going to say to him.

“Since it’s Friday and I have to foal sit your younger sister, I’ll have barely any time to finish all my assignments,” she cooed as she made one full circle around him, finally stopping at his ear and whispering into it. “Could you do it for me perhaps in exchange for a small kiss?”

Not giving him the chance to answer, Cadence moved her head downward and planted her soft, rose-colored lips on his cheek. His body instantly tensed up and his face felt flushed, a feeling he had felt very much around her. He never got the chance to say no to her, nor would he ever attempt to even try. Of course it would be different for him, tonight he was having a match with a few friends over at his place and wasn’t about to lose his mark of champion of the DnD board. Even with Cadence putting on her charm, nothing was going to separate him from his defending match later on.

“I’m sorry, Cadence, but I can’t tonight,” Shining replied in a slightly stern, yet very awkward voice.

“Oh? I take it that you’re visiting your friends?” Cadence huffed, a bit nerved she was getting ignored over a stupid board game.

“Actually,” Shining started to say, ready to confront her on the matter. “That, and I really don’t like being used. Most nights I toil over your work, exhausted and ready to pass out while you make no attempt to even bother trying to improve.”

Cadence’s head snapped back out of shock that Shining Armor, the little nerdy unicorn who didn’t have a set of balls on him to tell a girl off, was actually starting to tell her off. At first she felt insulted that a commoner had the audacity to say no to a claim of a future princess, but a quick reminder of how she treated him made her feel slightly sorry.

“Plus it’s not fair that you promise me things and yet you never are able to return the favor! I know I can be a bit clueless at times around a… pretty mare like you, but if you aren’t going to follow through with your little promises then I don’t want to be around you,” Shining continued, almost scared she would fry him with a spell of some kind just because she had the power.

The look of shock disappeared and her expression quickly switched to an annoyed frown, making Shining shut up and sink to the floor slightly.

Oh, damn, I hope I wasn’t too blunt with her!

Cadence was ready to lash out at him but a quick memory started to come up. It was a time where she actually promised him sex if he did all the work for a large class project that was worth a lot of marks for her final grade. It was a year where she had no choice but to ace the project just to pass the course in the first place. Thankfully with Shining’s smarts, they both got a 98%. After that, Cadence pretty much ignored him and the little deal they made. Now she was starting to wonder if she should pay up on it and actually give the dork the benefit of the doubt.

In fact Cadence did like Shining in a way, but she always knew he would be perfect door mat material. She knew he would never confront her and just settle for silly kisses on the cheek or the rare one on the lips. In a way she was happy to see that her little life support for school had actually grown a backbone.

“Hmm, so you don’t want to be around me anymore do you?” Cadence replied, tilting her head up slightly and matching the tone of a Canterlot noble. “It’s a shame actually, I was hoping you and me could become closer friends.”

Shining stared at her with a confused expression on his face. Friends was a term that Cadence never used to describe their relationship, in fact most times he was referred to as ‘the stallion who just hung around her to look like he was actually somebody’.

“You mean like boyfriend and girlfriend?”

Shining looked out of the corner of his eye, noticing her wings flutter slightly. A small yet cute smirk came across her jaw as she slowly nodded her head. Shining wasn’t really boyfriend material, in fact he was every popular girls biggest turn off. His mane was always greasy, his teeth had braces on them, and though he was generally smart, he was socially an idiot, especially when it came to mares.. The only thing that kept her attached to him was his brain and the rather big bulge she would see in his pants or shorts from time to time.

“Maybe,” Cadence answered back, giving her mane a flip, letting it rest over the other side of her shoulder. “We’ve been hanging around for over a year now…”

Over a year and not once have you lived up to your promises. Shining spoke in his mind, his jaw twitching slightly.

“And I think now would be a good time to… give you a proper thank you.”

Moving to the side of her body again, Cadence moved her front hoof over the zipper of his shorts and placed her hoof on his flaccid dick.

“Oh my, seems you got a healthy sized cock as well,” Cadence said with a bit of lust and shock in her voice.

From just looking she could see it was big, but to actually run her hoof along it was a different feeling altogether.

“A-ah!” Shining stammered out, not sure how to let the alien touch affect his mind. Over a year of promises and not once did she touch him, yet now she was all because he said no.

“I was actually going to give you a proper treat at the end of this year at the gala,” Cadence continued to speak, letting her hoof run up and down his member, making it slowly harden up beneath his shorts. “But you’re right, I’ve a been a naughty mare and should treat my little stallion with proper love and kindness.”

Shining said nothing, his body tensing up as she continued to touch his dick. The feeling of his erection started to rub hard against his shorts, making it nearly hurt to have the tight fabric prison keep him at bay. Looking down the hallway, Shining suddenly remembered they were still at school and knew if a teacher or student showed up, he would get in trouble.

Feeling around the zipper area, Cadence scoffed at the feeling of both a button and a piece of metal covering her access to it. Lighting up her horn she quickly undid the button and slowly pulled on the zipper.

“What a useless creation. Who puts buttons and zippers on shorts?! And what kind of idiot actually wears such idiotic things?!” Cadence hissed under her breath, suddenly remembering Shining was one of the nerdiest dorks in the whole school when it came to fashion. Half the time she wondered if his mother did all his shopping and his father just agreed with the setup so he could secretly laugh at his own son.

“C-Cadence, w-we shouldn’t be doing this right here of all places!” Shining stammered, his forehead sweating bullets.

“What? Scared to rut a future princess in the middle of the hallway?” Cadence teased pulling the zipper up and down very quickly, before she did both the zipper and button back up again.

Actually I’m worried about having Celestia send me to the sun if she finds out about this!

“Y-You barely touched me before, s-so why are you eager so suddenly?!” Shining said, his voice cracking almost like he was hitting puberty for the second time in his life.

“Because you forced my hoof, Shiny,” Cadence replied in a matter-of-fact tone. “Now, how about we take this to a bit more quiet place?”

Turning her head slightly, Cadence thought about taking Shining into a nearby room and have him fuck her on a teacher’s desk, but the last thing she wanted was for somepony to walk by and take a gander inside the room. No, she needed a room that had no windows and was sure no one would disturb her. Finally her eyes located the janitor’s closet and she knew that would be the right place.

“Let’s go into there!” Cadence said to him, pointing her hoof at the door. “It’s time to see if my new boyfriend is packing a decent sized piece of meat down below.”

Moving up a bit, Cadence gave Shining a perfect view of her backside. Seeing her laced panties staring right at him, Shining swallowed a large lump in his throat and was on the border of excited and scared shitless. Using her youthful sex appeal to the best of her ability, Cadence lit up her horn in a pink aura and focused them on her panties. With a slight pull, they got pulled up, wedging her cunt slightly. A soft moan escaped her lips, making the stallion nearly fall over from seeing a bit of wetness coming around the crease in the fabric.

“Are you going to keep me waiting, Shiny?” She asked, feeling her own anxiety increase.

Shining stumbled for a second, trying to catch himself from falling over. His shorts were holding back his erection and they felt like they were ready to burst off.

Her eyes saw the twitch in his shorts and her skin suddenly felt flushed. A rush of excitement came over her body, and though it was crisp and cool in the school, she was starting to feel hot and bothered. She would finally see the package he was hiding from her and she would get to savor it like a proper, horny teenager should.

“Cat got your tongue?” She asked moving closer to the door. “Come, I bet you would love to give your cock some much needed air.”

Shining said nothing, his own body moving out of instinct towards her. With Shining in her footsteps, Cadence looked at the door and attempted to open it. With a twist of the handles, Cadence smiled happy to see that the janitor didn’t lock his door from his lunch shift. A quick mental note on the janitor and she knew he would be back in just under an hour to start cleaning up the school. Looking back for a second, her eyes once again took in the large bulge in his pants and she knew she would only need about ten minutes.

Both ponies entered the room and Cadence locked the door behind her, making sure no one could enter. The room wasn’t much to look at; a single metal shelf rested against the wall and a few large brooms rested near the door. The floor area was big enough for a full grown stallion to lay on. Seeing Shining look around the room with a stupid look on his face, Cadence moved close enough that she could reach out a foreleg and rest it on his shoulder. A small shove and Shining stumbled back a bit before he sat on his haunches and winced, feeling his shorts become a bit tighter around his erection.

“So, are you ready to have some fun? It’s a shame we don’t have protection or I could really take you for a ride,” Cadence said to him, letting her hoof travel to his chin, making him give her his unbridled attention.

Suddenly a smile appeared on his face and turned his head slightly, looking at his side.

“Actually, I… got this.” Shining said as he remembered he actually had a condom stored away in his pocket. Pulling it out with his magic, Cadence was honestly surprised to see him carrying one.

“Oh, I never knew you carried one around with you,” Cadence told him, a bit hurt knowing he was waiting for the day she would give him a chance. “If I may, how long have you carried it?”

“Since our big project,” Shining told him, a bit of venom was laced into his words as he spoke. “You promised you would and I believed you. Been carrying it ever since.”

An awkward silence filled the small room and Cadence’s ears drooped down out of disappointment for her own actions. To know the stallion she was using was waiting quietly, still hoping he would get lucky with her for such a long time. Her dull expression turned around and she started to smile at him.

“Mhm, seems it’s time to give you a proper thank you, Shining.”

Without a warning Cadence stood on her hind legs and pushed both her front hooves into his shoulders. His body wasn’t ready, and with a loud grunt he fell backwards, closing his eyes out of instinct for impact to follow. Landing on his back, Cadence’s eyes instantly locked onto the large bulge and her eyes went wide seeing his large stallion meat actually poking up through the seam of his shorts.

“Oh my gosh.” Cadence said putting her hoof to her mouth that stood agape with awe. “Is it really that big?”

Shining felt embarrassed. He wasn’t sure whether she was insulting or complimenting him on his size, thanks to him not seeing her expression behind her hoof. He never really thought of himself as big, thanks to his awkwardness in the gym room. When the other stallions changed in plain view, Shining was worried they would make fun of him for being smaller than them. Taking his clothes with him, he would always change in the shower area. Due to his timidness, Shining wasn’t able to ever grasp just how big he really was.

“Is… Are you being sarcastic?” Shining asked her.

“… Lemme take a closer look,” Cadence muttered, ignoring his words before she undid the button and unzipped his zipper, exposing his black erection to her. A rustling movement of her hooves and she pulled his erection up, letting the cool air brush against its godly length.

“Oh… my… gosh,” Cadence said, bringing face close enough to it so her breath brushed against his tip.

Shining looked at the wall, feeling more flushed than he already was. Staring at his erection with awe, Cadence's back legs trembled from fear at the overwhelming size of his appendage. It was huge, nothing like she imagined. Just the thought of it entering her cunt made her wet. A slightly irked feeling came into her mind as she looked away from his erection and back at his face.

“Why didn’t you say anything you moron? Why didn’t you tell me you were packing something this big?!” Cadence snapped at him, knowing she could have had a monster cock inside of her so many times over.

“Well I didn’t think I was that big.”

“You didn’t think you were big?! Shining, don’t guys usually compare dick sizes in gym?” Cadence snapped again, hearing of a few occasions where boys would walk down the locker room and make fun of other stallions' dicks.

“Actually I always change away from them.”

“Oh for the love of…” Cadence crooned, placing her hoof against her face before running it downward with a nerved expression. “Shining, I’ll be honest. I’ve stolen glimpses at lots of males and I can say that you are the biggest one, ever!”

Lunging forward, Cadence brushed her body past his erection and sat on his lap, letting his dick rub against the fabric of her panties, along with her tail. Her lunge caught him by surprise and he lost his breath once she landed on him. There was a bit of a pain in his throat as he grunted, but the pain disappeared as he stared awkwardly into her wide and excited eyes. With her sitting on his body, Shining was able to realize just how light she was for a mare. She was about half his weight, if not less.

“Shining, if you would have told me about how big you were, I would have had you so exhausted from sex you would have been too sore to walk,” Cadence teased, placing both her hooves beside his head, before she moved slightly.

Letting the fabric brush against his neglected erection, Shining gasped and tensed up; losing any word he was going to say to her. Though she still had her panties on, Shining could feel the heat and a bit of wetness behind it. She pushed back a bit, letting the ring of his dick rest against her slit.

“C-Cadence–“ Shining muttered, getting a better feeling of how wet she was for him. He felt his back leg fidget and twitch slightly while his penis twitched as well. Pinching his lips together he let out a muffled whine, almost like he was ready to explode and orgasm on the spot.

“Let’s get that condom on and break you in!” Cadence said with audible excitement in her voice as she looked to the floor and saw the small packet resting on it.

Shining turned his gaze slightly and saw her picking up the packet, making him realize he never noticed he dropped it. Bringing it up to her face, Cadence ripped it open and took out the small rubber. Tossing the plastic to the side she slid her body down, letting his erection brush against her slit, before traveling up her stomach. Shining whined and bit his lip slightly. The feeling of the fabrics of her panties, skirt, and her shirt make his erection spasm. For a brief second between her skirt and shirt, Shining felt a bit of her fur. It was soft and just feeling the real thing touch him, it was enough to send a bit of precum up through his shaft.

“Hope you have a proper size, Shiny,” Cadence said to him, placing her cheek against the warm and throbbing erection, while letting her hooves caress it. “It would be a shame if it didn’t fit.”

The only thing Shining did was jerk his hips slightly, making her cheek brush against his erection more. He wanted her to get him off and get rid of months of frustration. He wanted her to have her slip on the condom, move over his body, and ride him until he was raw. Sucking on his lips slightly, Shining winced as a bit of metal from his braces pinched his flesh. For a second it distracted him but it was quickly forgotten as Cadence opened her mouth and placed her tongue against the underside of his shaft.

“Holy… shit,”

Please don’t let this be a dream.

As she placed the tip of the condom around his erection with her magic, Cadence moved both her hooves to his penis and stroked it gently for a few seconds before moving them to the rubber. Slowly pushing her hooves down, the condom started to cover the length of his dick until it came to a stop at just over half of it. A bit disappointed she couldn’t cover the whole thing, she looked at the packet to see what size he had on him.

Extra large.

“Hmph, seems they never had a stallion like my Shining Armor.” Cadence said quietly to herself, not letting her words reach her new boyfriend. “So, are you ready for a ride, my big stallion?”

Shining said nothing, still overcome with his own excitement and fear. Instead he slowly nodded his head, giving her an indication to start. Continuing to smile, Cadence moved back up and slowly walked over Shining’s body. A quick bit of magic and Cadence pulled the side of her panties away, and rested the tip of his cock against her hole.

Both ponies trembled with excitement. Neither said anything and only let the sounds of their fast breathes speak for themselves. Cadence made the first move, pushing her body back just enough for the tip to enter into her hot and wet hole. Cadence moaned while Shining awe’d and once she had just enough of it in, she started to lean into his body. Pushing her shirt and his shirt up, she rested both parts of their skin together. A pointless endeavour for ponies, but just feeling the thump of his chest against hers calmed her down enough to start moving again.

Another inch went in; Shining braced his body against the floor and stared blankly at the ceiling above. His mouth hung agape, almost like he wanted to scream with joy. Thankfully, the words stayed inside of his throat. Letting her tail swish about for a few seconds, Cadence debated just slamming her body down on him, letting the full length go deep and come to a stop at any barriers she had inside. As much as she wanted to, she feared taking the whole thing in. Just the girth of it made her feel stretched, almost like she would be ripped apart if she went too quickly. Pacing her breath, she moved again.

“F-Fuck...” She moaned, another few inches going in until she felt the bottom of the condom start to enter.

Shining remained silent, clenching his eyes and scrunching his expression. For him, it felt like his heart was ready to burst out of his chest. It raced with such a feverish pace that he was sure he would start hyperventilating if she keep going. Of course she wasn’t going fast enough for him and gave his hips a light buck upwards.

A loud but short moan escaped her throat and was silenced by the feeling of her own hoof placed against her jaw. Looking into his eyes, she gave him a slightly irked expression, signaling they would go at her rate or else. Feeling the hint of evil behind it, Shining stopped breathing for a second to try and appease to her someway. Moving his hooves up her legs, he rested them against her and pushed into her slightly bubbly, yet very firm ass.

Cadence mhm’d softly, her wings fluttering at her sides. Pushing down a bit more Cadence let its girth and length finally fully register in her mind.

“Fuck I… how much is left?” Cadence groaned, unhappily noticing it was starting to hurt her.

“Don’t hurt herself, Cadence,”

Cadence said nothing, focusing solely on getting his erection in her. Moving up slightly, she placed her hoof against his chest and got ready to throw herself down on him. For a brief second a calm feeling filled Shining’s mind. Taking a deep breath Shining relaxed by closing his eyes. Seeing her stallion relax, Cadence smiled and pushed hard on his dick. Feeling his full length go into her hot hole, Shining tensed up and bit his lip to silence a groan about to escape his throat.

“Ahhh, fits perfectly,” Cadence said with a hint of pain and happiness. “How does it feel, Shining?”

Shining Armor didn’t reply, letting the feeling of Cadence’s warm walls tighten around him. He wanted to start bouncing her on his lap, desperate to quench his lust and break so many months of pent-up frustrations. Unable to control himself, Shining started to pull out a bit before he pushed it back in.

Cadence's eyes shot open wide when she felt the first telltale touch of his member starting to rut her, making her swear under her breath. She wanted to go at her pace but she quickly figured out trying to make her stallion listen to her so late into the fun wasn’t going to happen. Bracing his body firmly against the floor, he quickly broke into a feverish pace.

"Have a little... self-control, Shining,” Cadence said softly, trying to stifle her moans.

“Hard to control myself with a mare as fine as you,” Shining grunted, locking his eyes on his own erection slamming in and out of her cunt.

“Hmph. I bet you read that in a book,” Cadence replied, feeling like his words were a bit forced.

“Maybe.”

“Dork.”

Shining gave her a rather hard slap on the ass, along with a painful thrust into her. Moving her hoof back to her mouth, Cadence bit on it; stopping a large moan from escaping. Lowering her body slightly, she slowly moved her face to his and gave his muzzle a small kiss. Without stopping any of his moments, Shining replied by moving his own mouth into hers. They both locked lips for a few seconds; and with the contact made between them, Shining put a bit more power into his thrusts.

“Mhm,” Cadence moaned into his mouth, greatly enjoying the feeling of his monster cock, sating her hunger and driving closer and closer to an eventual climax.

Her wings continued to flutter; she was having a very hard time trying to make them not flare open. It was a pointless struggle; she knew they would go stiff and throb for a few minutes. Maybe she could have him preen them after; She would return the favor for sure, most likely getting him aroused with a small horn job. Just thinking about his horn Cadence smiled and slowly moved her lips for it.

Suddenly the door behind them started to rattle. The janitor had arrived early for his shift, thanks to evening plans he had to take care of. With a twist of the lock, he started to open the door, letting a loud creaking fill the supposed empty room. As it fully opened, the janitor’s eyes went wide as he saw a sight he thought he would never see in his life.

“Umm... this isn’t what it looks like?” Cadence stammered out on the border of scared and aroused from being caught.

Shining said nothing suddenly feeling his erection start to go soft. Both him and Cadence were annoyed they got interrupted but Shining quickly thought of a second idea. Leaning into her ear, he started to speak quickly.

“Should we move this to the gym showers?”