Date with a futa princess
Cadance hummed as she brushed her mane. She smiled at her reflection in the mirror. It was Friday night. If it was a normal one, she'd be doing her mane up in some wild style, dressing equally wildly, and heading off to tease a few horny young stallions at one of Canterlot's many night clubs. But not tonight. Tonight she had a date with Shining Armor.
That silly Stallion had finally worked up the nerve to ask her out. He managed to stammer his way through it as she was leaving his house after babysitting his sister. She laughed as she remembered how he had almost passed out when she said yes. Like she could possibly turn him down. He was just too damn cute!
He's so gentle and patient with his sister. And Cadance new full well how trying little Twily could be, even she wasn't meaning to. Shining was the kindest, warmest pony she'd ever met. And yet, he was brave and strong when he needed to be. He had saved a pony from a house fire once, which is how he earned the scholarship to the military academy.
Shining has more than just a nice personality, though. He looked great too. That gorgeous mane, those pretty blue eyes. Those strong shoulders. That clean, white fur. That muscular flank...
She felt a growing tension between her legs. She knew it all to well.
"Damn it! Why was I cursed with this infernal cock!"
She sighed, remembering her confusion when she became an alicorn and realized that she gained more than just a horn. At first she had enjoyed her new "plaything" but after the initial thrill let up, she realized why Celestia had never dated. While there were some ponies who enjoyed her "extra equipment," they never committed themselves to any real relationships. They'd come, have sex once or twice, then leave her (after vowing not to tell of her secret.) They of course would never say it aloud, but they viewed it as being, well, rather freakish. And while that's good for a one night stand, it's not very good for a long term relationship.
She looked down at her crotch, her candy pink dick still growing.
"Well, I guess I'm gonna have to deal with this before I go out."
She reached under her bed with her magic, and pulled out a box marked "DO NOT TOUCH" in big red letters. She did that so that, on the off chance that one of the maids happened to find it, it would go unopened.
She lifted the blanket she had laid on top for further protection from prying eyes to reveal a stash that, if Auntie Tia saw it, her face would turn a red that would make the finest apple jealous. She rifled around for a few seconds, and eventually found what she was looking for: a custom made tube shaped sex toy and a condom. This was gonna get messy, and she didn't have time to clean up such a mess. (Because she preferred to keep her "condition" secret, the maid staff didn't know, so this mess might cause undue gossip.)
She rolled on the condom, and then she lifted the sex toy, lowering it onto her shaft slowly. Once she had gone as deep in as her medial ring, she raised it again, moaning from the tightness of it. It didn't feel quite real, but it would do.
She began to thrust faster, one second pushing far through the toy, the next, almost completely exiting. Her moans were louder now: if not for the various sound proofing spells in place here, the whole castle would know what she was doing.
She imagined Shining riding her cock, bouncing up and down, moaning along with her. She saw him riding her with gusto, going from ring to flare and back again, a look of the greatest ecstasy on his face. He mouthed "deeper", too consumed in pleasure to actually speak. She laid him down on her pillow and began to force herself deeper in. She bucked him harder and harder, causing a visible bulge in his stomach. He looked back, light blue eyes full of pleasure and love all directed at her. As she approached orgasm, he squealed out "fill me up!"
She slammed the toy down to the hilt, the condom filling with her seed. Her fantasy vanished, and she laid down on the bed, the condom still inflating. As she lay there, basking in her orgasm, she sighed, thinking that there was nothing she could do to live that fantasy. A voice in her head said "He'll be like all the others: he'll reject you for this. Why would he ever want to be with a freak like you?..."
Meanwhile...
Shining Armor dried his mane and dropped the towel in a basket next to the tub. He looked in the mirror and sighed. Even after a shower, his mane was an unmanageable mess. It was pointless. He trotted down the hall to his bedroom and sat on his bed. He smiled, looking at a picture of his sister beside his crush. His two favorite mares in the world.
His mind began to wander, entering rather dirty territory. He felt a growing erection, but he wasn't in the mood for the normal play. He reached under the bed with his magic, pulling out an old box. He kept it hidden from Twilight and his parents, but he had a little secret: he was bisexual. Out of the box he pulled a smaller, more colorful box and a condom. He put the condom on, and looked at the box. Printed on the box in large, bold letters, was "The Pleasure Colt VII: our most realistic creation yet!"
"It better be, for all the Bits I had to pay for it."
He opened the box and removed the 7 inch red dildo. He gave it a tentative lick. It felt like the real thing. He took a longer lick, moving from the base to its flare. It would do.
He stood it on the bed, and sat on his haunches, putting him eye level with its flare. He leaned forward, pressing his lips against the flare in a kiss. He halted for a moment, before pressing harder, while moving his jaw out of the way. His mouth was forced opened, and he got his first taste of the magic dildo's pre: close, but a little off.
He took in an inch and began playing with it with his tongue. He knew that the flare was the most sensitive part, and he loved the feel of it on his tongue. He began to hoof himself off.
After a few minutes of licking, he took a deep breath and, wrapping his tongue around it, he pushed the toy further down his throat. He moaned, as inch after inch passed down his throat. He took all seven inches before gagging and pulling off.
Once the toy was free from his mouth, he sat back, gasping. The toy was steadily leaking pre, and he was at full erection. Time for the best part.
He got up on the bed and laid on his back. He magically lifted the toy until it was above his lips. Ever so slowly, he lowered it, until it was pressed against his lips. Then, he pushed it in.
It bottomed out in this first thrust, swelling out his throat. He moaned, and further thoughts of hoofing off vanished. This alone would be enough to send him over the edge.
He began thrusting the toy more forcefully, slamming it into the back of his throat. He closed his eyes, drinking in his own pleasure. He imagined Cadance's voice crying out: "Ohhhh! I love how tight your throat feels, Shiny!"
He moaned, and began to sped up the thrusts.
"Don't you just love being my living cock sock! I know you do!"
She moaned. "Cum with me Shiny! Cum!"
He slammed the toy down his throat, sending it the magical signal to cum. As the first spray of magic cum hit his throat, he started to cum himself, the condom's end filling with white fluid.
After a couple minutes of this he pulled out the toy, depositing it's last string in his mouth. He savored it a moment. Very close, but still missing something. He swallowed and sighed. The whole thing felt off once it was done. He had only given a few blowjobs, but it was enough to let him know that there was no substitute for the real thing.
How was he going to tell Cadance about his bisexuality, and how would she respond. Would she find it kinky? He sighed again. No, more than likely she would find it disgusting, and either demand he quit or break up with him. "Well," he thought, "I guess I'll have to cross that bridge when I get to it. Better get ready for the date."