Late Night Fly

by CalmAndInsane

First published

Princess Twilight can't sleep and goes for a late night fly to burn some energy. Hot steamy hilarity ensues.

Princess Twilight can't sleep and, at the recommendation of Rainbow Dash, goes for a late night fly to burn some energy. Hot steamy hilarity ensues.

No sex, but lots of implied clopping.

Moral of the Story, Close Your Binds

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Princess Twilight Sparkle sat up with a sigh. After she had become an alicorn, Twilight had found it much more difficult to fall asleep. She had tried counting sheep, like Fluttershy had suggested. That, however had quickly gone from simple addition to full on university level problems, and that was ignoring the imaginary numbers. Rarity had given Twilight a sleep blind, but Twilight already had one that she occasionally used. Not wanting to hurt Rarity’s feelings, Twilight had accepted the gift anyway. Pinkie Pie said that a late night snack always helped her. Twilight wasn’t hungry at all though. Plus she had put on a little weight since her transformation.

This brought Rainbow Dash’s suggestion to Twilight’s mind. Twilight thought about it, and with a sigh, decided it was worth a try. As much as she didn’t want to go anywhere, Twilight had to admit, she did feel the need to move. I guess I’ll just have to add exercise to my daily to-do list, she thought to herself. Tiphoofing to her balcony door, Twilight silently opened it and stepped outside. The night air was chilled, Twilight tensed up as the nighttime breeze hit her. Guess I’ll just need to move to generate body heat then. And with that thought Twilight took off into the night.

She found herself no longer struggling with staying steady while airborne. Now her problem was keeping an eye out for anything she would run into. Twilight wasn’t practiced enough to dodge around objects without thought like Rainbow, but so long as she kept her mind on it, that wasn’t a problem. Cloud, bank left. Tree, increase elevation. Barn, turn right. Wait, why is there a barn in the middle of town? Twilight stopped and looked around.

As it turned out, Twilight was no longer above Ponyville. No, she was hovering above Sweet Apple Acres. Out of curiosity, Twilight glanced over at Applejack’s room and found her light to be on. Without thinking, Twilight found herself silently flapping over to her friends bedroom window.

Is… Is she. Masterbating? Twilight noted that her jaw had dropped open. Closing it, Twilight noticed something else that was strange. Why am I not looking away? I, I shouldn’t be watching this. This is Applejack, one of my best friends, doing something intensely private.

Oh, yeah. Those are some intense privates alright. With a shake of her head, Twilight forced out that voice. I just need to go somewhere else. I bet some of Fluttershy’s animals are still awake. And with that Twilight flew off.


Upon her arrival at Fluttershy’s cottage Twilight was mildly disappointed to see that none of her friend’s animals were still up. Guess I’ll just head home then. Twilight was about to turn around when her eyes glanced over the cottage’s bedroom window. I shouldn’t… But this is Fluttershy, it’s not like she would be doing anything like that. Just to satisfy her curiosity, Twilight glided over. It took awhile for her eyes to adjust to the darkness of the cottage, but when they did… No Way.

Twilight could hardly comprehend what she was seeing. There Fluttershy was, on her back, legs spread wide, a hoof shoved between them. As soon as Twilight recovered from the shock of the sight before her, her ears picked up on something. There was a light, but very notable moaning. I mean, she does live all the way out here by herself. It’s not like anypony would hear her or anything… No pull yourself together Twilight. Give the mare her privacy and just head to bed.

Yeah, I have a great activity I can do that involves a bed. Twilight flushed red. As much as she didn’t want to admit it, that other voice was still her. Pressing her hind legs together Twilight set a course for her home.


Passing through town, Twilight noticed the Carousel Boutique only because she would have run into it otherwise. For a brief second she was torn on what to do. Relax they can’t all be like that. Then she wasn’t. A quick circling of the structure and she was outside of Rarity’s bedroom, beginning to doubt herself.

Is that a body pillow with me on it? Twilight’s head was flooded with images as she watched Rarity to things with a pillow that they were never made to do. Oh come on, even I can’t deny that that’s hot.

“Would you get out of my head,” Twilight whispered to herself. Then she quickly ducked below the window as Rarity turned around. Ok, let’s just… go check on Pinkie. With her strict rock farm upbringing I’m sure she won’t be.


I never thought to do that with a measuring spoon.

At this point Twilight was getting fed up with the side of her that was enjoying this.

I shouldn’t be enjoying this! This is voyeurism! I’m not like that!

Yeah, like I didn’t notice my reaction when Pinkie pulled out the whisk.

This is so wrong!

And that’s why I like it.

“I need to talk to Rainbow,” Twilight muttered to herself, turning towards the cloud house.

Oh come on! The chocolate just finished melting!


“Just to make sure, I’ll announce my presence to Rainbow so there is no way I’ll walk. er. Fly, in on her doing that,” Twilight told herself.

“But what if she really is sleeping?” Twilight pondered, “Maybe I should make enough noise to alert her if she’s awake, but not enough noise that she’ll wake up if she’s sleeping. But how much noise is that?”

Being lost in thought and not looking where she was going, Twilight bumped into the landing of Dash’s home. Her thoughts jarred, Twilight steadied herself for landing and crept over to Dash’s window.

Yeap, she’s going at it too.

Sure enough, Rainbow Dash was face down on her couch, her but in the air. Twilight watched as Rainbow’s wings twitched. I wonder if mine do that.

“I know you’re there,” Rainbow groaned, her face still pointing towards the wall opposite the window.

Oh no! She caught me! What do I do? I never planned this out!

“Look we going to do this or are you just going to watch?” Rainbow Dash grumbled, finally lifting her head to look behind her. A massive blush broke across her face, “Oh… Hey Twilight. Heh, you, uh… You saw that didn’t you?”

All Twilight could do was look away and nod. She could tell she was sporting a blush just as big as Dash’s. What do I do?

Well she did invite you to join…

“Sorry, I-I was just following your suggestion of going for a fly,” Twilight blurted out an explanation, trying to dig herself out of the hole she had found herself in, “I didn’t mean to peep on you masterbating, in fact this has kind of been a running theme this evening, I wanted to talk to you about it but then you were…”

“Twilight,” Rainbow Dash cut her off, “I understand. I just wasn’t expecting it to be you is all.”

Twilight stared at her speedster friend as she hopped off the couch and strode over to the window.

“Wait… You understand? You’re ok the fact that I just watched you masterbating?” Twilight asked, her brain struggling to understand what was happening.

“Yeah, I’m fine that you caught me clopping. I mean, I would have closed the blinds if I didn’t want any pony watching,” Rainbow Dash shrugged, hopping out through her window.

“You, want, ponies to watch you masterba…” Twilight was once again cut off.

“Clopping. We call it clopping, Twilight,” Rainbow Dash corrected, “And it’s not that I want to be watched. It’s more that I don’t mind. I mean, it’s kind of a regular thing.” One look at Twilight’s face and Rainbow Dash realized she had some explaining to do. “Ok, so some pegasi will sometimes hover outside bedroom windows and use it, um, as a, um, aid.”

“You what?” Twilight growled, pressing her face into Dash’s.

“Well it’s not too uncommon for ponies to leave their blinds open if they’re on the second story. And we all run into it eventually. So we kind of just decided as an unspoken rule that we wouldn’t bring it up with you ground bounds,” Dash leaned back and tried to smile disarmingly. Tried being the operative word.

“So what you’re saying is, stallions would sometimes hover outside my window and watch me,” Twilight spoke.

“Yes?”

“And they use it to mas… Clop?”

“yes…”

A visible wave of relief passed over Twilight, “Oh thank Celestia! This makes me feel sooooo much better! I mean, you have no idea how worried I’ve been that Stallions found me attractive!”

“Well some mares do it too,” Rainbow Dash regretted the words as soon as they were out of her mouth, “I mean, you’re not mad?”

Twilight’s wings fidgeted, “Well after what I did tonight I feel like I shouldn’t judge others. Plus I think being watched is kind of…”

“Kinky?” Rainbow offered.

“Sure, we’ll go with that,” Twilight nodded with a chuckle. Then she remembered something, “Wait, so does Fluttershy know about this?”

“Oh yeah! Totally! She puts on a show whenever anypony goes and watches her,” Rainbow explained, “It’s always the quiet ones am I right?”

“How does she know thought?”

“You never noticed her bed faces the window, which is right between her and the moon?” Rainbow raised an eyebrow, “She knows as soon an anypony sticks their head up. She doesn’t ever know who they are, all she sees is a silhouette, but I think that’s what gives her the courage to preform.”

“Rainbow, are you doing one of those weird, casual conversation during sex, things again?” A voice from the air startled the two mares, “Relax dweebs, I’m not going to eat you or anything. Eat you out maybe, but not eat you.”

“Glinda?” Twilight stated.

“Nice to see you too Sparklebutt,” Glinda shot back, then turning to Dash she asked, “Is this egghead joining us?”

“No! No, but thank you. I’ve had a rather,” Twilight searched for a fitting word, “Tiring evening as is. I think I’ll just head home now.”

“Suit yourself,” Glinda shrugged.

“See ya Twi!” Dash called as Twilight took off for the library.

Twilight soared through the air with only one thought on her mind.

I am so leaving the blinds open from now on.