Alone on Heart's and Hooves?
Somber Shade sighed as he arrived at the Castle in Ponyville alone, having dropped Twilight Sparkle (Princess of Friendship and his fiancé/baby mama) off at the train station so she could attend a meeting of various nations representatives to discuss something or other. Shade had kind of tuned out the explanation and mostly ogled Twilight, since her growing Alicorn power and recent pregnancy had only made her figure more curvaceous, and didn't really know what all would be discussed. All he did know was that he needed to stay here in Ponyville to make sure things went smoothly this Heart's and Hooves day celebration.
"Don't worry Twilight, I'll make sure nothing happens while you're away, but you owe me." He mumbled to himself as he headed up to the shared royal bedroom. He could sense the various other residents of the castle were up to their own H&H day preparations, but nothing specific, as he didn't want to feel even worse about being alone on the holiday all about love and being with your special somepony. Not that he was upset or anything, he and Twilight had a very healthy relationship but emotionally and physically, he just felt a bit left out this year.
Once he got to the bedroom he and Twilignt shared he was surprised to see something on Twilights writing desk. It was a fairly large pink box wrapped with a red ribbon with a tag that read 'For: Somber Shade' in purple ink.
"Odd... Twilight never mentioned leaving me a gift... wonder what it is..." he mused, tempted to open it early, but decided to wait until the next day. For now he would change into some casual clothes and meet up with Spike, Big Mac, and Discord for their weekly Guys Night, which would help take the half-zebras mind off his current troubles.
The NextDay
Shade awoke to the disappointment of an otherwise empty bed. The rest of his morning was uneventful, at least while the stallion readied himself for his day, and as he headed down to the castle's kitchen he thought the day might not be too bad without Twilight around... and then he saw the kitchen table.
On the table where the various residents of The Castle of Friendship would often sit and chat, eat, or play games was a display of pure debauchery. Starlight Glimmer lay atop the table, naked as the day she was born, while her marefriend Trixie hungrily ate her out, and behind the shomare was their shared coltfriend/friend with benefits Sunburst. He was busy railing Trixie from behind, his hips smacking into the mares baby blue butt cheeks hard enough to make them jiggle a bit.
The only saving grace was that the menage a trois was currently surrounded by a magic bubble that sound proofed the area around the table, so Shade wasn't subject to the usual moans of ecstasy and demands that Sunburst knock Trixie up (a recent trend of the three) that usually went along with such encounters. The half-zebra sighed as he moved around the table to grab a muffin from the counter. Unfortunately there were no muffins, and Shade glanced back at the trio still silently fucking like porn stars on the table.
Deciding enough was enough Shade made the tactical decision to get breakfast elsewhere. As he left Sunburst and Starlight locked eyes and gave each other a knowing grin as they both neared climax. Trixie was too busy enjoying the taste and feeling of her lovers embrace to realize this was the moment she would conceive her first child.
The walk to Sugarcube Corner was far less debauched than his encounter In the kitchen, but no less frustrating due to the frequent couples engaged in PDA. All this served to do was further frustrate the stallion as he tried going about his day. Even when he arrived it wasn't much better. The bakery was decorated for the holiday, there were more lovey-dovey couples, and even worse: Pinkie Pie was wearing a very tight T-Shirt.
Why this was an issue was simple; Pinkie was what you might call a 'Short-Stack' in that she was about four feet and seven inches tall, had an hourglass figure, and didn't like wearing bras. So Shade was greeted by a voluptuous pink mare with a tight red shirt covered In glittery hearts that did nothing to stop her DD cup breasts from bouncing as she skipped and hopped around the bakery.
By the time Shade left Sugarcube Corner he was walking more than a little funny, and felt even worse about the lack of Twilight Snuggles he was gonna get at home for about a week. The trip back to the castle was just as frustrating, as the day went on even more love-struck citizens and guests went about their day. Shade wasn't much of a H&H day fan at the best of times, so being alone for the holiday despite having an actual marefriend compounded his disdain. Thankfully his saving grace was that Starlight and her lovers cleaned up after themselves and were out of the castle.
As the smokey grey stallion made his way through the empty castle he couldn't help but think about how much he missed Twilight. He wasn't about to start crying, or do something silly like try and surprise her at her meeting, but at the end of the day being apart during a holiday all about love did suck. Shade had eaten his breakfast pretty quick and the town was safe for now, so he decided to check out whatever the unopened gift Twilight left for him on his desk.
The box was medium sized, pink, and wrapped with a red ribbon. There was a note that read; 'For Shade, from Twi.' With a heart drawn on. The Unicorn stallion carefully untied the ribbon and opened the package to reveal... a black cylindrical thing made of plastic. Shade held it in his hands and examined it before realizing what it was.
"A Pocket Pussy!?! Why the hell would she get me one of these?" He asked himself while trying to open the sex toy out of curiosity.
What Shade didn't see was the detailed instructions on how to operate the gift, so when Shade finally managed to open it he had done so by accident. When the top cap section finally twisted off Shade was surprised to see that the actual pussy part of the toy was surprisingly lifelike, perfectly mimicking the texture and color of Twilight's royal cunt. A slightly darker purple than the rest of he skin and coat, lighter pink between the puffy lips, and even had the little tuff of pink and purple hair she kept just above to boot.
He was apprehensive at first, but carefully began to stroke along the outer lips, marveling at the warmth of the thing, and deciding to gently push a finger inside he was surprised to find it already lubing itself up.
"Oh wow... this must be enchanted to similate the real thing. Twilight went all out! I'll have to see about getting her something similar for when she gets back..." Shade mused aloud.
Shade looked over at the door to the bedroom and smirked as a plan formed. He used his magic to lock it and made his way to the bed while undressing, his ebony colored cock rapidly hardening with excitement. All day he'd been subject to the universes teasing, it had been days since he'd last gotten laid, and honestly he just needed a few minutes to himself. Once on the bed he checked the toy to see how wet it was, only to find it not quite to his liking, and with a shrug he went back to gently fingering it. For an enchanted sex toy it was a bit of work to get it going, kinda like Twilight, but soon it was practically dripping. With the toy properly aroused (this thing was so detailed it was crazy) Shade lined his flared tip with the entrance and slowly began to was his way inside.
To his surprise the toy that was only as long as half his equine length accommodated him perfectly. Inch by inch Shade pushed, waiting to meet the resistance of the other side, only to find none. Figuring this meant it was enchanted to fully accept his above average size cock Shade decided to stop teasing himself and began to start pumping the toy pussy up and down his member. The pace was steady, and the grip from the toy was amazing around his shaft. If Shade didn't know any better he'd say it felt like the real thing.
Shade kept pumping away at the toy cunt, fucking it faster and harder, groaning softly as it kept squeezing his shaft every so often, and imagining Twilght bouncing in his lap. At least at first... then his mind replayed the scene from earlier: Trixie eating out Starlight while Sunburst fucked her from behind. Then Pinkie Pies braless tits bouncing as she skipped along in Sugar Cube Corner. Finally his mind settled on his most debauched fantasy: Fucking Twilight Velvet and Princess Cadence.
The two women were family now, and the taboo nature made the idea very erotic to the half-zebra, but it was just that. A fantasy. One Shade decided to imagine as he began to really give it to the sex toy he was balls deep inside. He imagined Cadebce bent over a table and begging for his cum. Velvet in a mating press with an ahego face. Both of them making out and moaning one on top of the other while he alternated between their pussies before pulling out and blasting them both in the face with his hot cum. Needless to say he had some elaborate sex fantasies about his mother and sister in law. Which he vented through the amazing pocket pussy his fiancé had left for him.
At this point the toy was gushing around his thick shaft and gripping as though it were having multiple orgasms. Shade could feel himself getting close as well, the churning of his heavy nuts, the pulsing of his shaft, and the tingle up his spine. He focused on finishing as he pumped the toy a bit harder, grunting when he finally began to unleash his pent-up lust, and slamming down the toy to fill it to the brim. Rope after rope of thick stallion cum fired off into the seemingly bottomless sex toy, until Shade was finally spent, and he slowly pulled out. The well fucked toy vagina leaked a little dribble of cum as the worn out stallion sat up and moved to clean it, only for the lid to suddenly magic itself onto the thing and it was once again unable to be opened. Figuring that was a feature Shade simply took another shower, got redressed, and went down to the castle lounge to do some reading.
Shade would use the toy every night Twilight was out of town and each night it seemed to clean itself when the lid flew back on it. The stallion hadn't really considered where Twilight had gotten such a thing, but he'd managed to aquire the services of a master sex-toy maker in Ponyville and they were able to perfectly recreate his member, so once Twilight got back he could return the favor. When the Princess was scheduled to arrive Shade waited patiently at the train station, only to be surprised by how Twilignt greeted him.
Instead of the usual chaste hug and kiss on the cheek she jumped into his arms, legs wrapped around his waist, and kissed him more passionately that she ever had in public. Her tongue invading his mouth forcefully while she would press her full breasts against his chest and grins against his stomach. A surprise to be sure, but a welcome one, and Shade merely held his love in his arms... and was groping her ass, but it was still a romantic moment.
When she broke the kiss Twilight purred in Shade's ear something that changed his whole outlook on the last several days.
"I want you to fuck me like you did on Hearts and Hooves day, and every day since then, like I'm nothing more than your personal sex toy..."
Shade gave Twilignt a funny look like he didn't understand at first, then realized what she meant, that she had felt every time he used her gift... and she liked it.