Getting Her To Notice
There she was, a unicorn of unmatched grace. It seemed like she only got prettier over the years with her dazzling green eyes being matched only by her beautiful mulberry and rose mane that now flowed off her head like a twinkling waterfall. In fact, it seemed like every part of her twinkled. Even her coat, an otherwise mundane gray, sparkled in the afternoon sunlight like the stars themselves had been caught in her beauty. Her name was something that was unforgettable, a name that Button Mash had repeated to himself every night just before drifting off to sleep.
“Sweetie Belle,” the young colt sighed, leaning forward against the waist high wall that stood fast under his weight. It felt like a lifetime since he had last seen her.
For the past couple of years, all the while Button Mash attended high school in Ponyville, Sweetie Belle was receiving a high quality education in Canterlot. Her parents, pulling some strings among the city’s social elite, gave the bright young filly the opportunity of a lifetime: to attend one of Canterlot’s most prestigious schools for gifted young unicorns.
It had been years since Button Mash last saw her, but finally the day had come when Sweetie Belle returned to Ponyville. Suddenly all those old romantic feelings and fantasies came flooding back. It all made him feel like a giddy child. He was so nervous about meeting her again that his body froze when he even considered approaching her.
So for now he kept his distance, scouting the area ahead from the safety of this brick wall he found to casually lean upon. Meanwhile Sweetie Belle was finishing some errands in the distance, clothes shopping and some grocery shopping by the looks of things. This was the closest Button Mash could manage without getting all nervous and fainty.
“Enjoying the view, darling?” a mare’s voice called out, making Button Mash jump in surprise.
Beside him stood Rarity, Sweetie Belle’s older sister. It seemed like gorgeous looks ran through the family. The white furred mare seemed almost as beautiful as her younger sister, albeit more experienced and confident in herself. A local to Ponyville as well, the fashionable mare made a living of tailoring and dress making. Button Mash didn’t know much about her on account of him focusing most of his efforts on Sweetie Belle, but Rarity always seemed friendly as he assumed most older sisters would be colts his age.
“Somehow I knew I’d find you somewhere close by when my sister came back from school,” Rarity chuckled with a shake of her head, “I’ve been watching you fawn over her for years now! When are you finally gonna ask her out?”
“S-soon! Soon!” Button Mash stammered out, ”I-I just...g-gotta wait for the right moment.”
The hollow excuse didn’t seem to convince Rarity all that well. She simply raised an eyebrow at the young stallion. “She went on a date recently, you know,” she said, “you should have seen how romantic Chipcutter was when he took her out to dinner.”
“She went on a date with Chipcutter?!”
“He’s a handsome young stallion. I’m sure they had a wonderful time together.”
“I tried asking before, but...she never seems to notice me,” Button Mash sulked.
“You know, I know of a surefire way of getting a date with Sweetie Belle,” Rarity grinned.
“You do!?” Button squeaked, “tell me, please!”
A smile grew across Rarity’s face, “come over later tonight. Say around five and I’ll tell you everything you need.”
“Five! I’ll be there!” Button Mash exclaimed.
When the late afternoon rolled around, Button Mash made an eager dash across town to Carousel Boutique, Rarity’s residence and dressmaking business. He restlessly knocked on the door, hardly even wasting a second on thinking about what he was doing.
The door opened to reveal Rarity who wore a big smile. The amber glow of the interior lights poured out of the opening as she greeted the colt. “Five o’clock on the dot. I admire a colt with such punctuality.”
“I-I was just...e-eager to learn!” Button Mash replied, shuffling into the building.
The inside of the boutique had hardly changed over the years and still showed signs of being actively used as a tailor and beauty salon. The room was roundish and spacious, roughly the size a typical house. The center of the room was kept wide open with plenty of space on the white tiled floor to allow large volumes of foot traffic to move through. To the right stood a raised round stage, roughly big enough to hold two ponies on top its white, polished shape. Surrounding half the stage were a number of gold lined mirrors. To the left were clothing racks and salon sinks, currently going unused after business hours.
Button Mash was quick to get right to business once he was comfortably inside. “S-so, h-how do I get Sweetie Belle to notice me?”
“It’s quite simple really,” Rarity chuckled as she trotted over to a nearby box and extracted its contents. Out she pulled a crinkling and bulky diaper, neatly folded in a rectangular shape. On its surface dotted gems of various colors and shapes. “You just have to wear...one of these,” she said, wiggling the folded diaper.
“Wh-what?! N-no way!” Button Mash stammered, ”are you crazy?!”
“It’s the only way you’re gonna get noticed, darling,” Rarity replied, “Sweetie Belle has dozens of dashing young stallions asking her out. You’ll need to be crafty if you ever want her to notice you.”
“B-but do I really h-have to...wear...?”
“But of course, it’s your sure ticket in,” Rarity grinned, “these diapers are only the first step in a plan that will GUARANTEE my little sister’s attention.”
“First step?”
“Well I can’t expect you to put one on and waddle over to her and expect to win her over just like that,” Rarity chuckled, “that’d be cute to watch, but no, I have much to show you before you can even think to asking her out.” For a fleeting moment, she allowed her imagination to conjure up the adorable image of a diapered Button Mash waddling up to her little sister to ask her out on a date. For added fun, she even imagined him using baby talk to do so. The whole idea made her feel giddy and fluttery. “So how ‘bout it?” Rarity floated the diaper closer to Button’s face, close enough for him to smell the gentle nursery scents wafting from the folded garment. “You up for the challenge?”
Button Mash gulped as he put on a brave face. “Just...sh-show me where the changing table is!”
“That’s the spirit,” Rarity cheered, “then lay down.”
Button Mash did as he was told, laying on an empty patch of floor. The tiled floor chilled his back, taking his breath away with its cold. With the diaper floating beside her, Rarity trotted over to the young stallion, grabbing his ankles with her magic as well. She then lifted his legs up into the air like a foal, slipping the diaper under his rump, and wrapping the whole thing around his waist in one swift motion. Before he knew it, Button Mash was in a diaper and a thick one too!
“My my, don’t we simply look ADORABLE in that diaper! Comfortable too!” Rarity smiled, feeling a little bit weak in the legs as she stared. Without saying another word she grabbed a second diaper out of the box and expertly wrapped it around her waist as well. The soft, crinkling material made her stifle a gasp as her thighs squeezed it between her legs. She chuckled softly as her eye caught her reflection in a nearby full body mirror, “oh yes, very comfortable!”
Button’s eyes grew wide as a rush of new sensations stimulated his mind. Firstly the diaper, with its soft, plush innards and subtly smooth plastic shell, stirred a whole mess of conflicting opinions about wearing such a thing. It was humiliating and contradicted his masculine image, but was incredibly soft and comfortable. Shame and disgust reminded him that a colt his age shouldn’t be wearing diapers, but a voice of innocence reminded him that the diapers looked cute and that this would win Sweetie Belle over for sure.
Secondly, he was standing before a beautiful mare while wearing the diaper. And on top of that, she was wearing one too! It took everything in his power to keep it all together.
“You’re nervous. It’s perfectly understandable,” Rarity consoled the colt with a gentle caress on the cheek. Their eyes locked, Rarity’s womanly glow encapsulating the young stallion “Just relax and let the feeling of this nice...soft...diaper ease you in.”
Relax. Button Mash took a deep breath and closed his eyes. He focused on his breathing, calming his mind down as his panicked heart beat started to fall back under his control. Relax.
Moments after he fully composed himself, he came to the conclusion that relaxing so well had unfortunate side effects. He immediately felt a growing warmth swell inside his diaper as he uncontrollably began to wet his diaper.
“Well well...” Rarity could be heard with a sly grin, “the little colt’s nice and relaxed now, huh?” Her eyes fell upon the yellow diaper that swelled around Button Mash’s waist. Just looking at the thing made her own diaper grow tingly with anticipation. She placed a heavy hoof on the crotch of her diaper and began gently rubbing up and down it’s padded length. “Mm, seeing you soak that diaper of yours...makes me wanna...”
With no shame, Rarity moaned and began filling her own diaper with pee. The thirsty padding quickly swelled as a dark yellow hue overtook it’s delicate white color. Urine surged through the entirety of the diaper, touching every inch of the absorbent material until it was swollen, over saturated, and well past used.
Button Mash had watched the entire thing. His eyes widened as he nearly lost his breath at the sight. Such a display stirred more than one response from the colt including a weak, whimpering gasp and a growing erection stirring inside his diaper.
“How cute,” Rarity chuckled, eyeing the growing bulge, “you ready to show this mare a good time, little diaper boy?” Button Mash nodded, his legs shaking under him.. “Then waddle over here, piddle pants,” she grinned sitting on the ground and splaying her legs out, “show me what that diaper butt can do!”
Button Mash gulped, nearly freezing with fear. He waddled over to where Rarity laid, diaper sloshing with each step he took. There was a silly bit of desperation in his gait, like a child trying his best to show off to his parents. Scrambling over to Rarity, he loomed over the lounging mare, their eyes meeting for one sensual moment.
Slowly he lowered himself onto her, their diapers sliding against each other as the garments crinkled up a storm. The diaper pressed up against his crotch, surrounding his throbbing cock with warm, urine soaked gels. Rarity’s touch made every inch of his body heat up with arousal.
“That’s it,” Rarity said in a teasing cooing voice, “that’s a good boy.” She propped herself up and guided the shivering colt down, ensuring that his tented diaper front stayed on course and pressed into her own soaked diaper. Pleasure sang out through her body as she helped the eager colt along. She moaned lowly as the rock hard bulge prodded through the padding of her diaper, stimulating the moist pussy that quivered underneath.
She kept him steady with her hoof all throughout, even amping up her moans to encourage him along. Button Mash returned in kind by thrusting harder and quicker into the mare’s diapered crotch, panting and moaning up a storm. He had been with a handful of fillies his age over the years, sometimes even dating them long enough to get them in bed, being with Rarity felt different somehow. As he laid there on the showfloor, diaper simultaneously rubbing against Rarity and pleasuring his own cock, he felt an emerging surge of feelings he never felt before. It was a special kind of closeness he could entrust the experienced mare with.
Before long, Button Mash was nearing the end, nearing that wonderful orgasmic bliss his body screamed for. He could feel his whole body tensing up in anticipation. And being the experienced mare that she was, Rarity was quick to notice as well.
“Come on, you’re almost there!” Rarity cooed at the young stallion, “keep up those diaper humps, little colt!”
“A-ah! Sweetie Belle!” Button Mash exclaimed as his body shook with a incredible orgasm. His hips bucked forward as his cock throbbed and sprayed its load across the inside of the diaper. The sexual frenzy took his breath away, momentarily stunning the poor colt for a few, blissfully wonderful seconds.
“Not bad,” Rarity said before chuckling, “not bad at all. I think you’ll be the perfect fit for my little sister.”
She pulled the sluggish colt into her arms and gave him a congratulatory pat on the rump. Still floating on the final throes of cloud nine, Button Mash didn’t require much coaxing. Their soggy diapers squeezed between their bodies as the colt cuddled in close.
While he certainly didn’t have the endurance or assertion of stallions her age, Rarity admired the young pony’s enthusiasm and eagerness to please. He was going to make her little sister very happy one day. Well, after she was done with him first.