Reppy's College Days

It was a little past 3PM when she entered the dormitories on the other side of the university. It was around the peak time of activity so crossing campus was a little trickier as there were crowds, of course, trying to get through the same doors that she was. Eventually, the pink earth pony was through and she eventually entered the western dormitories via the front doors. She was greeted by a revolving door and, in the lobby, foosball and pool tables… and though many ponies, zebras, griffons and dragons were sitting around studying, eating or playing one of the aforementioned games, the two ponies she needed to find were situated at a table across from the pool tables.

Trivial and Data perked up at the site of Reppy. Data awkwardly waved at her, the lithe stallion smiling sheepishly. The mare was soon walking over toward them, making her way past a blue dragon who was racking the pool balls. “Hi, uh, my name is Data Sets. How is it going? Uh - so do you only take cash or-” The light lavender pony spoke up, but was cut off by Trivial’s hand.

“Data, let’s talk about that when we get to your room, not here. Reppy! It’s nice to see you again. How’s the day been?” Trivial looked at Reppy with a smile, but not before a ding from the elevators prompted the three to enter it.

“Oh, it’s been rather a fun and busy day. Been through two ponies already and I still have the whole day ahead of me~,” She remarked in an almost too-casual tone. Data and Trivial were taken aback at just how open yet laid back the mare was about her little side gig. The two were blushing hard, the mare before them dressed in a short skirt and long sleeve shirt and sneakers… the glasses upon her face. If they didn’t know any better, they would have never assumed that Reppy did what she did.

The thoughts began to swirl in their head… Reppy, being as experienced as she was, could tell that they were thinking hard on something. She smirked before asking “Trivial, Data; what was it that you two wanted to do exactly?”

The two looked at each other anxiously, Data gave a shrug before saying “I… I’m new to this, So I am okay with whatever” The lithe lavender pony rubbed the back of his neck with a blush. The mare found his demeanor cute; and a bit of a change up from the usual dominant stallions.

Trivial, after a short pause, gave a reply, “So I was thinking for me I’d love to… feel that soft chest of yours, but for Data, well, I think you can uh… give him the full experience! If you know what I mean. What do you say?” The stallion asked with a sheepish, quieted down tone.

Reppy thought about it, smiling as her mind had some ideas of what to do with the young, virgin, geeky stallion. “Very well then, shall we get going?” She asked, the two stallions nodding in unison. With that, two rose from their seats and proceeded their way to the elevator and pressed the button to go down, specifically to Data’s dorm.

The elevator dinged again, they were now on the basement level of the dormitory building, and specifically on the floor that housed first-year students. All but confirming Reppy’s earlier suspicion of Data being a freshman.

The walk was brief, but for Trivial and Data it may as well have been a lifetime as they could not stop thinking about what they were about to do with Reppy. Data approached his door, a little shaky as he grabbed the room key from his pants and opened the door. Inside the dorm, a basic room with a gaming PC setup, a mini fridge, a twin-sized bed, a big carpet on the floor, and a wardrobe. All across the walls were posters to various game franchises. The room appeared cleaned and the smell of wild berries.

“Well, This is my room. Make yourselves comfortable. I… I usually don’t get guests,” The stallion cleared his throat before taking a seat on his gaming chair. “Do you guys want anything before we… you know…” The stallion rubbed the back of his head. Reppy could see his shaky demeanor and nervous mannerisms as the stallion began to reach into the backpack that was nearby and pulled out multiple condoms. “G-gotta be prepared, right?” Data Sets,ran his hand through his hair nervously with an awkward chuckle.

She found something funny about the nerdy one . So many ideas ran through her head, but when saw the stallion putting something away in his pocket, she got an idea. She turned to Trivial and whispered in his ear. “Hey, I want to tease your friend, think you could play along with me for a little?’

Trivial gave a small nod.

“Hey Data, you’re new to this, right? Why don’t you watch me and Trivial for a moment, and when you feel ready enough, join in” Reppy encouraged as Trivial took a deep breath and proceeded to lay back into the bed. Reppy began to undress to the excitement and arousal of the both of them. First, she threw off her shirt, then she threw off her shoe, leaving her thigh high socks on. The mare then turned her head so that she could look at Data while she climbed upon Trivial. “Data, do you mind helping me take this bra off?” She asked casually.

Data took a deep breath, it was clear that he had never been in such a situation before. His shaky, nervous and tense demeanor was clear as day.

“That’s right… nice and… easy~” The mare quietly cooed, whilst she ran her hand across Trivial’s torso.

Data kept at it, her calm nature helped to ease his nerves. He fidgeted and struggled to take off her bra, and soon his nerves began to overwhelm him. He could see that Trivial was about to open his mouth, but suddenly… CLICK.

And soon, Reppy’s bra dropped to the floor. Much to the delight, and relief, of both the stallions to her back and front. The mare gave a cheeky smirk before she took her free hand and guided it down to her panties. “This should be a little easier,” She remarked calmly as she took the liberty, with her other hand, to reach into Trivial’s pants and feel him up.

“Y-yeah,” Data remarked back as he took the liberty of getting on his hands and knees. As Trivial, with Reppy’s help, took off his shorts and boxers to reveal his erect horsecock, this gave Data an easier time to ease off the mare’s wet panties… Her cunt now in clear view. The stallion, his face red as could be, could not help but curiously spread her open with his hands, prompting the mare to give a soft moan just as she opened her mouth, making sure to avoid hitting the stallion’s rod with her braces-covered teeth, to wrap it around Trivial’s stiff stallionhood.

Data pressed in his thumb, causing the mare to give a slight wince. “Ah… A little easier next time, gotta be careful with it, Data,'' She critiqued back in a quiet tone before going back to focusing on Trivial's stiffness and nuts. Licking and kissing them up gently, prompting a pleasured grunt from Trivial.

Data eased up. Still on his hands and knees, hands still upon her ass, he lowered his face in… until his mouth was only a few centimeters away from her most delicate area. His breath could be felt on her end, making her slightly shiver in anticipation as she knew what was going to happen next…

Data leaned in all the way, until his snout came into contact with her pussy. The stallion gave a curious lick. The taste was faintly sweet, the stallion gave another lick, and then another… The mare seized up around his tongue. He kept going forward, licking away at her inner pinkness and occasionally grazing over her clit.

The mare withdrew the cock from her mouth, and put her hand upon Data’s muzzle to signal him to stop, which he promptly did. The mare then used that same hand to signal him to take a seat, before she spoke softly and sweetly, saying “Okay like, take a seat right there; I’ll show you what I can do~,”

Data responded by following her command, getting up and taking a seat on the small bed, still as shaky as ever as he did his best to keep his cool. The massive straining bulge in his pants was an indicator of just where he was at mentally. The mare saw this, and grinned, taking a second to undo his zipper and button. She tucked her thumbs into his pants, gripping eagerly at his pants and underpants, and tried to pull down with some struggle. Data gave a small gasp before realizing he would have to get up somewhat to help ease off his pants, and so he lifted himself up slightly and soon the lower half of his clothes were undone.

The young stallion’s erection stood up with a slight twitch, dripping slightly with pre. His length was… average sized. Which for a skinny nerd, would have been impressive if not for the fact that his friend Trivial was slightly longer than him. Nevertheless, Reppy couldn’t help but run her hand across it, which caused the virgin stallion to seize up, sucking air through his teeth, and shiver slightly with pleasure.

“That feel good~?” The pink mare asked with a sultry tone.

“Y-yes…” Data barely managed to say.

Reppy turned her attention to Data, shifting her body to face him, scooching up so that her soft breasts were parallel to Data’s shaft and balls. With her right hand, she gripped at Trivial’s stiffness, jerking him off and doing her best to keep him as hard as possible all while she leaned over and gave Data’s stallionhood a kiss.

Her soft lips stained Data’s cock with lipstick, not that Data seemed to mind. In fact, he seemed much more sensitive and receptive to her attempts at pleasuring him. The way he twitched and huffed and did his best to mute his own grunts and moans of pleasure made it all the better for the voluptuous mare.

The mare did one better, approaching closer, her hot breath on his family jewels, and she took a moment lick and suckle upon them, prompting the stallion to seize up and involuntarily bump his thigh into her head.

“Oh fuck! So sorry aboooooo… abou-~” The lavender earth pony promptly attempted to apologize but was cut off by his own sense of pleasure as Reppy eased her mouth and throat down upon his cock, quickly engulfing his sensitive stiffness in warm, wet pleasure. The mare began to slowly bob back and forth, and the stallion’s breath was already becoming more labored. She realized that he was not going to last very long, so she cooked up an idea.

The mare bobbed a few more times before withdrawing… before immediately going over to Trivial’s cock, and immediately getting a throat swab from him. She bobbed herself back and forth, all to the pleasure of the gray earth pony. She was quick, bobbing quickly and sucking hard, but the pleasure was as quick as it was intense. The mare lifted herself up off his cock, but not before giving his stallionhood a kiss, before switching back to Data’s cock.

Data, now slowly becoming more used to the situation, still found it hard to keep a straight face as the mare once again engulfed his stiffness into her warm and wet mouth. The mare was relentless; determined, even. She sucked the pre from him, wrapping her tongue all around his shaft and even deepthroating him, but just as he thought he was approaching a too-quick climax, the mare was off his cock and working on his friend’s.

This switched between the two of them expertly, pleasuring them enough to keep them hard and wanting more, but not enough to get close enough to unleash.

Unsurprisingly, she spent more time pleasuring Trivial as he had a little more experience with Reppy, but the rotation between her sucking Data’s and Trivial’s cock was almost methodical… but soon, Reppy was spending a little more time with Trivial, more and more. Scooching more toward him as to give him more attention...

Trivial guided her up, then prompted her down, her warm, wet lips and throat tightly snug around his shaft, the mare looking up at him with those yellow eyes that reflected well off the autumn sun that lit the room.

With every motion down, she took the liberty to suck him. She bottomed out, all to Trivial’s delight. Once Reppy seemed comfortable enough to move faster, the stallion began to pick up the pace of the thrusting and of moving her head. Reppy let Trivial have his way, moving in rhythm with him. Reppy was in her element. Moving her head and hips to satisfy both stallions at once.

The pleasure was mounting greatly for Trivial. He found himself tightening up with pleasure, enjoying every motion of the mare’s mouth and throat. The stallion humped and thrusted away into her mouth, but it began to slow down… until it came to a full stop and Reppy lifted her head up to look up at Trivial curiously. Reppy also made Data stop with a motion of the hand.

“Uh, can I g-go ahead and f-finish on your tits?” The gray and green stallion asked sheepishly.

The pink mare just giggled. “Sure, why not~,” She adjusted herself. Her soft breasts now sandwiched the hard cock. She couldn’t help but to push her breasts together to accommodate and squeeze at Trivial’s most sensitive organ.

However, as Reppy looked to Data, she did not want to completely leave Data in the dark. She spoke up.

“High key, I’m snatching that virginity of yours, but like I’m gonna give Triv what he wants first~” The mare seductively remarked.

Data bit his lip as he watched his friend and classmate get pleasured by the naughty mare. Data took the opportunity to reach back into one of his drawers, and pull out a small, metallic-looking square. As Reppy began motioning her chest up and down, getting in a few teasing kisses and licks, Data took the liberty to open the wrapper and pulled out a plain condom. Data eased it on, it took a second to figure out but soon Data had successfully got it on. Now it was just a matter of waiting for Reppy to finish with Trivial.

Trivial had been holding in his orgasm, knowing that it would not be much longer until he had a sweet release. So, he sought to not delay it. “Y-yeah… J-just keep going like that b-but faster~,” He muttered to her while her chest jiggled and smooshed around his sensitive member.

The momentum built up. Reppy found herself moving quickly, sucking upon the tip; the minutes were long and intense. Reppy moved even quicker, bouncing up and down in a motion she could not help but enjoy. After all, Reppy took great pleasure in watching the stallions become tight and stiff before her. Trivial was no different, his cock throbbed between her chest.

The flair dripped salty pre along her breasts. The sensation of it all becoming overwhelming for Trivial. “Reppy, I don’t think… F-fuck… nnnnfffggg~... Here it comes~!” He huffed out in an exasperated breath… Reppy opened her mouth almost instinctively as she closed her breasts together tightly for the last time. Her pink breasts now being painted white, the gray stallion letting out all his cum upon herself but also some in her mouth, which she happily swallowed…

The pleasure eventually subsided, and Reppy finally let go of her breasts and eased off of the gray stallion. She got up, stretching a little…

“That was a lot of fun, but I think it’s time for the main course~,” The slutty pink pony remarked, not even having wiped off Trivial’s spunk off herself yet before looking right at the condom-clad lavender nerd pony.

The stallion felt the anxiety build up in himself one more time. He looked at her like a deer in headlights and she could not help but laugh a little.

“Okay, ‘mind if you guys clear the bed for me~?” She asked kindly, which they both did, but not before Data passed her a towel, which she used to get Trivial’s nut off her chest.

The bed, now cleared of both stallions, soon had Reppy climb into it. Reppy, on all fours, arched her back, presenting herself more. Her head firmly reseted upon one of Data’s pillows, she looked back. Her voluptuous ass and her most delicate bits were presented to the virgin pony.

“Come here, Data~” She begged with a beckoning gesture of a finger.

Data’s anxiety and excitement were at levels he had never felt before. He trembled like a leaf in the wind and they had not even gotten started. Data approached cautiously, every step and movement consciously and deliberately made. He was overthinking it, he knew he was, and he was overthinking about the fact that he was overthinking.

“That’s right, nice and easy~, just aim it up good,” She moaned back as the stallion’s condom-covered cocktip was close to entering her.

Data pressed in… but struggled. The mare winced as she used her hand to get a grip of him, “Here…”

Data pressed the tip into her soft folds, the stallion squeezing his eyes shut and the pleasurable sensation overcame all his sensations. The both of them moaned in unison symphony of pleasure.

“Yes~, just like that~” The mare huffed out with a coo.

Data thrusted his hips forward carefully, causing the mare to moan. The stallion withdrew back, and pressed forward, getting a tight grip of her hips as he became almost hypnotized by his own motions, slow as they were. The lithe, lavender pony held on Reppy’s voluptuous hips, inadvertently giving them a sort-of rough massage every motion. His cock entered deeper and deeper, until it was a good ways past the medial ring, inching ever closer to going balls deep, making the stallion moan hard with every hard, sweat-filled breath he took.

For Reppy, while the fuck was hardly the best dicking she’d ever gotten, for a first timer, he was not doing a bad job either… The feeling of satisfying fullness followed by agonizing emptiness repeated over and over. The feeling of him getting deeper and deeper, his almost-desperate grip upon her thick hips… everything about it was perfect. Though it did feel like there was more to be accomplished...

The mare looked over her shoulder, and caught a glimpse of Data’s fairly sized cock with the condom on. In the heat of it all, a nagging feeling she was forgetting something… before it finally clicked. She wanted Data’s first time to be memorable, and that’s when she got an idea...

“How’s it feeling so far~?” She teasingly asked in between thrusts.

“Huff~, better than anything I’ve ever felt before!” He proclaimed before picking up the pace of his thrusting.

“Hah~, really now? Nnnf...” The mare moaned, suddenly pulling herself off his cock. The stallion looked panicked by this sudden stop, but her comforting brace-filled smile quickly calmed him down as quickly as he panicked. The mare was now laying on her side, with her thick thighs spread open, once again presenting for him.

“I think just for being a good and patient stallion… you deserve hella more~” The mare said, biting her lip.

The stallion looked at her perplexed, but as he approached and began to mount the mare, he could feel her hand lurking around his cock. Suddenly, she got a hold of the condom’s base. All the while, the stallion pressed his cock tip into her. He began to moan out at the tight feeling as he pushed in… but suddenly another feeling cascaded over him. The mare partially removed the condom, up to the medial ring. The part that was bare felt much more sensitive. He practically shivered involuntarily at the tight, wet sensation of her. The stallion wanted more, but a part of him also began to feel fear about what could and would happen...

“I… I don’t want kids,” The stallion muttered out.

“Oh, so Trivial didn’t tell you?” She made him pause for a second as she looked over toward.

Trivial watched from the desk, cooling himself down with water, infatuated by the action. Trivial also took the liberty of taking out both his wallet and Data’s… taking out 275 bits and placing it upon Reppy’s purse. When Reppy called his name, he jumped a little. “Uh, I thought I did,” Trivial said in an embarrassed tone.

“Tell me what?” Data asked, a little annoyed in his tone.

“I can’t have kids, no cap; but if you feel more comfortable using it, go right ahead,” The mare replied back with an inviting grin.

“I… well…” Data stuttered for a second. Though he trusted her and Trivial, he could not shake a certain anxiety of the thought… but on the contrary, internally he knew what he wanted. He looked at Reppy’s ass, still dripping from her flower. Data knew he probably was not going to get a chance like this for a long time.

He then felt her put his cock into her hands, she gave a slight tug, he felt as though she was sliding it off almost. As if to tip the scales even further. Ultimately, his more primal urges overcame the more rational side of him. The stallion placed his cock squarely in her hand.

“I guess I’ll take your word…” The stallion uttered quietly.

The mare looked back at him with an approving look. The mare wasted little time, she got a firm grip upon the condom and began to slide it off. The stallion’s cock was soon liberated from the plastic barrier as Reppy removed it with little care. She took the condom, and casually tossed it aside.

The stallion took his now bare cock and began to grind the stiff-as-ever cock against her soft pick folds. The cock tip went in with little trouble, but the moan from them both illustrated how much better the feeling felt. The tip slipped in more and more, more of his cock pressing in and in, soon he was past the medial ring.

“And how does that feel~?” The mare asked with a teasing tone.

“S-so g-good~!” Is all the lithe, lavender pony can muster from his mouth as he almost drooled at the feeling of it all. He withdrew back before thrusting himself back in again. He repeated the satisfying fucking motion back and forth. He held on to her tightly as he began finding a rhythm while also grinding into her closer. More of himself began to press into her until finally he was ball deep inside of her.

Data paused for a moment, looking down at his shaft that pressed into the mare. Watching himself disappear and reappear. He couldn’t help but to take a hand and spread her open more to enjoy the view more…

Data adjusted himself until he was laying on her back, his light, sweaty chest pressed against Reppy’s back as he got a hold of her arms, which she found rather enjoyable. Data, whether through pure internal desire or something else, took more forwardness, and soon he was pistoning himself quicker as well as with more force. Each thrust almost pushed her forward, well, almost.

Far from the most perfect fucking, Reppy found herself enjoying it all more and more.

“H-ahhh~, y-yeah, just like that Data~” She moaned out with a gratified tone.

“C-can’t last… much longer… C-can I-I…?” The stallion couldn’t finish his sentence, the pleasure became too much to bear, and he was beyond the point of return. It was then that Reppy crossed her legs, from behind she wrapped them around Data, not entirely preventing him from pulling out, but making it more trouble than it was worth.

“Y-yes~... Yes! Go right ahead~,” The pink mare huffed in between each hot breath of hers that ran up his upper spine.

The once-virgin finally unleashed his entire load into the mare. Pump after pump of his white cum quickly filled her up. The stallion could barely stifle his moans of intense pleasure. The sensation overwhelmed him as he quickly filled up the mare. His grip around as tight as it had ever been.

Reppy rode out his climax, latching onto him. Feeling how the pony twitched and shivered as he unleashed all his cum into her. Data then went still in her arms. His breathing is the only motion in that brief moment of post-ecstasy. It felt like an eternity…

“Okay, I don’t think I will ever top that… Am I supposed to feel this dizzy?” The dorky lavender pony asked while rubbing his head.

“Only if it felt THAT good, literally~,” The mare took a deep, satisfied sigh. Taking a second to lay there, spread open, to let the two stallions bask in the sight of the mess they made.

“Gotta say, that was fun to watch. I’ll make sure to tip well myself~,” Trivial remarked, interrupting the two.

“Oh it was fun to go through~. I love getting the chance to steal a stallion’s virginity.” The mare sauntered in a lustful yet laid back tone. It was not long before she got up off the bed… and saw Data laying on it, mesmerized by it all.

The mare soon grabbed a bottle of shower-in-a-bottle from her purse. Which helped get some of the cum out of her fur before she put her clothes back on. However, as she was in the process of getting her panties on, Data spoke in a low, satisfied voice.

“Was I any good~?” He asked eagerly.

Reppy chortled. “For a first timer? Hella~,”

With that, Reppy finished changing before gathering her things . “That was fun, I hope we get the chance to do it again~,”

“Hell yeah, thanks for coming over on such short notice,” Trivial thanked with a gracious tone.
“Any time~, I’ll see you later” The mare replied back one last time as Data awkwardly waved, still laying in his bed, his face still one of awe. Reppy held back a laugh before exiting the room, and returning to her dorm like normal.