Mile High Club

by Bendy

Rating: mature
Tags: Human, Anon, My Little Pony: Friendship is Magic, Second Person, Rainbow Dash, Comedy, Romance, Sex
Length: 1094

You love Rainbow Dash, you really do. But asking you have sex in Cloudsdale is a terrifying prospect.

You love Rainbow Dash, you really do. But asking you to have sex in Cloudsdale is a terrifying prospect.

Published 2020-05-14 10:40:02 UTC
Last updated 2020-05-14 10:40:02 UTC

Into The Sky

“What!? Out of the question.” you said in an angry tone of voice.

“Come on, dude! Let’s have sex in Cloudsdale.” Rainbow Dash exclaimed, raising her hooves high in the air in exasperation.

You were lying down in bed in a dark room. The rosey red eyes of your girlfriend stared back at you as they glowed in the dark. You were currently having an argument with your small, alien, rainbow horse girlfriend about having sex in Cloudsdale, a city high above the clouds. She is a pegasus, who can fly and walk on clouds. You, on the other hand, are just a mere human.

“Rainbow Dash, I love you, I really do. But there’s no way you can convince me to have sex with you in Cloudsdale. I don’t want to fall to my death during sex.”

“Don’t be a pussy Anon, you’ll be fine.”

“No, I won’t be. What’s wrong having sex on the ground, huh? It’s warm and safe down here.”

“Ground sex is fine. But you should see what it feels like to have sex while flying about in the sky.”

“And what if I fall? What then?”

“You won’t fall Anon. I don’t find you heavy to lift at all. Plus, I’m the fastest pegasus in Equestria, I can catch you if you end up falling.”

“That sounds good and all, but I don’t think I could even get an erection by the sheer fear of me falling to my death.”

“Okay, what if I get all the most powerful, big fat ass alicorns in Equestria to come with us to make sure you are safe?”

“I…. I-I… I don’t know Rainbow.” you said nervously. “I’ll do it… if it makes you happy.”

“That’s my man. Now come here and give me a kiss.”

The next day… you were being carried by your pony girlfriend into the sky. The wind was screaming like a banshee from all around you, and it only became louder and louder the higher you went up into the sky. Luckily, your fancy black tuxedo was enchanted with cold protection magic to keep you warm. You may go deaf, but at least you won't freeze to death up here.

True to her word, you could see Princess Celestia, Princess Luna, Princess Cadance, and Princess Twilight following you closely from below. However, even with the added reassurance that you could not possibly die with the most powerful god-like beings on this planet to keep you safe, you still could not help but scream like a little girl.

“AAAAAAHHHHHHHHHHHH!” you screamed.

“Anon, relax!” Rainbow shouted, she needed to shout since the wind was very loud here.

“AAAAAAHHHHHHHHHHHH!” you simply said back to her.

“Sweet Celestia, shut up dude!” she shouted.

The howling wind around you went quiet as you neared Cloudsdale. Nonetheless, you still continued to scream in fear.

“AAAAAAHHHHHHHHHHHH!” you said!

“Stop screaming you little bitch!” shouted Rainbow.

Celestia, Luna, Cadance, and Twilight flew up and took you into a warm embrace, cocooning you from all sides with their soft wings.

“My little human, do you want us to teleport you back down onto the ground?” said Celestia softly, whispering into your ear.

“Yes! I’ve had enough of the sky!” you shouted.

Without a word, Celestia’s horn lit up with golden light.

“Hey?!” shouted Rainbow. ”What are you--” she said, before being cut off, as you, Rainbow, and the alicorns vanished with a blinding flash of light.

In an instant, you found yourself back in your own bed next to Rainbow Dash. The four princesses stood at the foot of your bed, glaring down angrily at Rainbow.

“Hey?! What gives?” Rainbow shouted at them.

“Rainbow, we’ve had enough. You were basically asking us to torture him.” said Twilight.

“We cannot in good conscience do this to Anon. He is absolutely terrified." said Celestia.

“Thou art cruel mare to putteth Anon through this!” boomed Luna in the Royal Canterlot Voice.

“Give Anon an apology blowjob!” shouted Cadance.

“Oh, come on! He’ll get used to it eventually.” said Rainbow.

“No, I won’t Rainbow. I have a fear of heights.” you said.

“Oh… I see why that can be a problem. Why didn’t you tell me?”

“I wanted… to make you happy. But I could not stop screaming. I’m sorry Rainbow.” you said in a low voice.

All the mares in the room looked upon you with warmth at this admission.

“Anon, I’m sorry too. I should not have pressured you into this.” said Rainbow, taking you into a hug. “Could I make it up to you by inviting the princesses to have sex with us?

You answered her by wrapping your arms around Rainbow’s neck and leaned your head onto her soft mane. The four alicorns in the room suddenly started to slowly grow larger as they watched you and Rainbow hug each other.

“Settle down ladies. You're big enough already. I like big asses sure, but not monstertruck ones.” you said, looking at their growing bodies in disapproval.

The alicorns sighed sadly, shrinking back down to normal size.

“You heard the man! He doesn’t want to see mountains of pony ass, just normal size asses.” said Rainbow.

“Ugh. So boring and vanilla.” said Celestia, laying herself down next to you on your right from behind Rainbow.

“Thou is truly missing out.” said Luna, making to lay herself down on your left.

With you and three ponies on the bed already there wasn’t much room left for Twilight and Cadance.

“I think we’ll just have sex with Shining. He likes big growing pony asses.” said Cadance.

“But he’s my own brother?!” Twilight protested.

“That only makes it even hotter.” said Cadance in a lustful tone.

With that Twilight and Cadance teleported themselves away with a blinding flash of light.

With a flash, Luna pulled down your pants to reveal your penis.

“Thou derives pleasure from this small thing?” said Luna in a disappointed tone, arching an eyebrow at Rainbow.

Rainbow smiled sheepishly, blushing as she rubbed the back of her neck with a hoof. “Truth be told, no. I usually drug him up with potions so he can have a proper size dick.

“I think it’s cute. I always wondered what it would feel like to have a small penis against my big ass.” said Celestia.

“If thou could even feel it, to begin with.” said Luna in a mocking tone.

“Hey, quit making fun of my junk!” you shouted.

“Relax deary. We’ll give you a proper dick with magic.” said Celestia.

END