Nightmare Tryst

by SpectraWing

Rating: mature
Tags: Alternate Universe, Nightmare Moon, Romance, Princess Celestia, Crossover, Sex, Human, Anthro, Princess Luna, My Little Pony: Friendship is Magic
Length: 1762

Nightmare Moon slowly, sexually transforms poor Riley into Luna

From a request by ForlanceAbice in the /mlp/ TF thread, and based on this story. Nightmare Moon pops up in poor Riley's dreams, and begins slowly, sexually transforming him into Luna. But what is her ultimate purpose?

Published 2015-07-01 03:50:01 UTC
Last updated 2015-07-01 03:50:01 UTC

Human

Riley hated having nightmares. His were always about failure, his own inadequacies grotesquely magnified and turned against him, triggering a cascading wave of catastrophe that fucked up his entire life.

Tonight’s was particularly exquisite. His boss confronted him about stealing (the candy had been expired, damnit! It was gonna be thrown out anyway!) and fired him. He flunked another college course, and his scholarship was rescinded. His parents were kicked him out of the house. He was on the streets, desperately panhandling in a bumfuck alley somewhere. It was raining.

And someone was laughing at him.

He looked around, paranoid. The laughter seemed to be coming from the shadows. The darkness writhed, as if alive, and congealed into an equine form. She was black as night, with a mane of stars, and sharp white teeth.

***

Riley awoke with a start, bathed in flop sweat and bereft of breath. Panting, he looked over to the clock.

3:34 AM.

He rolled over and tried to get back to sleep, trying not to look at the clock. It was taunting him.

4:04 AM.
4:22 AM.
4:53 AM.

He sighed and gave up, stumbling to the kitchen to make some coffee.

***

“You look awful!” Regan said cheerfully, poking his cheek. “Sleep well? Or were you up late watching cartoons again?”

Riley sighed. His older sister was being ESPECIALLY annoying his morning. “Not in the mood, Regan.” he said, summoning up his fiercest glare. It must have been especially impactful when coupled with the deep shadows under his eyes, because Regan backed off and returned to her chair at the kitchen table.

The reprieve was only temporary. “So are you really gonna wear THAT today?” Regan through a mouthful of waffles, one hand playing with her short reddish hair. She beckoned to Riley’s ragged tan t-shirt and old jeans mockingly. “Not one of your ~ADORABLE~ pony t-shirts?” Riley ignored her, in no mood for his sister’s teasing about his girlish hobbies. Undeterred, she stood and twirled, showing off her own matching pink blouse and capris. “You’ll never be as ~CUTE~ as me though!”

“Regan…” he grumbled angrily.

“Oh RELAX, Riles. I’m just joshing. Hurry up with your breakfast and I’ll drive you to class.” She twirled her car keys around and headed for the garage. Riley shrugged and pushed his half-eaten breakfast away.

***

Normally Riley couldn’t sleep in cars, especially not with his sister crooning along with some sugary pop tune on the radio. But he was profoundly tired this morning, and soon found himself lulled to sleep by the rhythmic thrumming of the engine.

He was in the alley, at night. The black mare was there again, watching him. He eyed her warily, and she circled him, her glinting teeth bared in a predatory grin.

“Yesssss. You will do quite nicely!” she cackled in a deep, resonant voice. “I knew I was drawn to you for a reason.”

This wasn’t the first pony dream Riley had experienced, of course. But usually they were a lot more erotic, and he wasn’t particularly aroused by Nightmare Moon. He vaguely wondered if he could conjure up that dominatrix Trixie from last time.

“No need for that!” Nightmare barked, answering his thoughts as if they had been spoken aloud. “You will learn to appreciate my charms soon enough. You just need to be properly… stimulated.” Before he could react, a sharp blue light from her horn enveloped his body, stripping away all his clothes. Lewd thoughts about Nightmare Moon swarmed his head, images of her in every conceivable erotic pose. He started fell to the ground and started panting heavily, and his penis quickly grew rock-hard.

Nightmare clucked her tongue in disapproval. “First we will do away with THAT unsightly thing.” She placed her hoof firmly on Riley’s shaft, causing him to shiver at her touch. Slowly, she pushed it into his body, sucking his balls along with it, until his crotch was completely smooth, Then her hooftip plunged into him slightly, rubbing the folds of a new slit. As she pushed deeper, all his body hair fell away. He moaned in ecstasy as his hips flared outwards, his waist pinched inwards and his ass grew round. A pair of large breasts plumped out from his chest, and his hair grew long and blue. His voice, squealing, became higher as he gave in to the sensations of pleasure.

“Yes! Oh god YES!” he shrieked, arching his back. “Deeper! More!” Riley quivered on the brink of an orgasm, vagina dripping and nipples moist.

Abruptly, Nightmare withdrew her hoof. “Ah ah, not just yet. You haven’t quite earned it. I’ll give you a little time to adjust to your new life, my little pet.”

Nightmare faded into shadow once more.

***

She awoke with a start. Regan, still driving, glanced away from the road at her younger sister. “You awake, Luna? We’re almost there.”

Luna? Something about that clicked, intensely familiar, almost as if it was… her name?

She rubbed her eyes in confusion. Impossible! Her name was… her name was… she couldn’t remember at the moment, but it certainly wasn’t LUNA!

As the sleep cleared from her eyes, she started and gasped. Looking down at her chest, she saw a large pair of… breasts? They were wrapped up tight in a Rainbow Dash t-shirt that bared her midriff, with plenty of cleavage showing from the low-cut neckline. Her curvy hips were hugged by daisy dukes, baring her smooth and feminine legs all the way down to a pair of blue sandals.

Regan glanced aside again. “You alright there?”

“Alright? Look at my body! Look at how I’m dressed!”

Regan chuckled. “Glad you took my suggestion and put on something less ratty. I don’t know why you have to dress so scantily, though. Your body is already sexier than mine even without showing it off like that, Lulu.” She pouted.

“Lulu? T-That’s not… my…”

“Just a silly nickname for a silly little sister, Luna. Honestly, what is with you this morning?”

***

After being dropped off, Luna quickly stumbled into a bathroom and gaped at herself in the mirror. She eyed her flawless dark skin, most of it exposed to the open air by her very revealing outfit, and shivered a bit at the sudden sense of exposure. For someone who used to dress entirely in wrinkled t-shirts and jeans, this all seemed very strange. She examined her face more closely, noticing her makeup: a speckling of lip gloss and dark blue eye shadow with just a hint of glitter. Luna was positive she had never applied makeup in her life. But, she realized, she also knew how to do it, as if it had always been a part of her daily routine.

Luna. That name still seemed odd somehow. She was absolutely positive she had a different name this morning. She brushed aside her light blue locks pulled out her Student ID, which clearly bore the name LUNA MACNEIL. She thought, with some dread, that her birth certificate probaby said the name thing.

She looked at the mirror again, blushing as her eyes swept over her voluptuous body, curves well-exposed by her outfit. Slowly, she cupped both breasts in her hands and gave them a squeeze. The sensation caused her to squeal.

Suddenly, she felt movement behind her. Swirling around, she saw three boys, dopey grins on their faces, watching her. One of them began to mime a jerking off motion. She realized suddenly she had run into the BOY’S bathroom!

Luna huffed and stormed off to class.
***

The professor’s droning lecture on astronomy was impossible to focus on. Luna doodled in her notebook, unable to take notes.

What had happened to her? Had that dream been real? Had reality changed in some way? Why did grabbing her breasts feel so arousing? Would Nightmare Moon lick her out next time?

WHOA! She started at that last thought. Her mind kept drifting back to lewd scenarios with Nightmare, various positions and pleasures. Impossible! She wasn’t even attracted to Nightmare! At least, she hadn’t been earlier this morning…

Confused and aroused, she quickly left the classroom.

***

Locked away in a toilet stall (in the women’s bathroom this time) Luna desperately plundered herself with her fingers, head filled with erotic thoughts about the sexy black mare. But try as she might, and wet as she got, she couldn’t bring herself to orgasm. She would always fall back from the cusp of pleasure, frustrated. She remembered what Nightmare had said, and decided she needed somewhere to take a nap.

***

“You return, Luna.” Nightmare Moon said haughtily.

“Please! I don’t know what you’ve done to me… or why… but I... “ Luna’s fingers desperately plunged into her pussy as she stood in the glorious presence of Nightmare’s radiant sexuality. The mare laughed haughtily.

“That won’t do you any good, pet. I won’t allow you to cum just yet.”

Luna howled in frustration and fell to the ground. “Anything… I’ll do anything…”

“Of course you will, pet. You are mine. I have already claimed your body, and soon your soul will belong to me as well.”

Luna crawled along the ground, clutching to one of Nightmare's hooves, licking it. “Please…”

“Ah, such devotion already! I can’t help but admire it. Very well, I will indulge your desires. But first, how do you properly address me?”

“Q-Queen? Empress? Mistress?”

“Mmm, Mistress has a nice ring to it.”

Luna clung to the hoof desperately, a puddle forming around her legs. “Mistress of the Night, glorious Nightmare Moon, mare of beauty and grace…”

Nightmare paused for a long moment. “Flattery… will get you EVERYWHERE.” She took hold of Luna via magic, twirling her around in the air, squeezing slowly at every sensitive spot on her body. As Luna writhed and moaned, Nightmare plunged her long horn deep into Luna’s pussy. The sensation of hard bone awash with pulsating magic quickly spread to Luna’s core, and she shuddered and squealed in delight.

***

Much later, Luna plopped into her sister’s car and sighed contentedly.

“You certainly look a lot more radiant than this morning, Lulu. Who’d you fuck?”

Luna cast an acid glance at her sister. “Nunya.”

She vaguely noticed that her sister’s long, wavy hair was bright pink. But it had always been like that, hadn’t it? She shrugged the thought aside.

“Just take me straight home please, Tia.” Luna mumbled. “I really need to catch up on sleep tonight.”

Tia nodded, tossing her long hair aside, and drove them both home.