Zipping her Friendship

by Paul0504

Rating: mature
Tags: Alternate Universe, Human, Romance, Anon, Porn, My Little Pony: A New Generation, Zipp Storm, Sex
Length: 2415

Anon and Zipp, who have been friends their whole lives, end up having a passionate night of sex.

For as long as he can remember, Anon has lived in Zephyr Heights with the royal family.

He's been best friends with both Princesses, Zephyrina "Zipp" Storm and Pipp Petals, ever since he arrived, but he has a stronger bond with Zipp... a bond that might cross lines sometimes, whenever they seem to need it.

Published 2023-05-15 22:10:00 UTC
Last updated 2023-05-15 22:10:00 UTC

Zipping her Friendship

For as long as he can remember, Anon has lived in Zephyr Heights with the royal family.

As a newborn, Anon appeared right in front of Queen Haven's door. She was confused at first, especially because she never saw anything like him. As days passed and after looking over the babe, he won over her heart. With her mind made up, she decided to keep him. Of course, she wasn't adopting him as a prince. However, she let him have free reign of the castle. She allowed him to help around in anyway until he grew up and could choose his own path.

Anon wasn't a servant, nor a prince. He was somewhere in between. He kind of inadvertently bacame the babysitter and personal guard for Queen Haven's daughters: Princess Zephyrina "Zipp" Storm, and Princess Pipp Petals.

Now, I say "inadvertently" because he was best friends with both of them, and since he was human, and much taller than them, he always looked after them. Especially since he knows their secret about not being able to fly, but faking it. He would jump to their rescue whenever they almost screwed up and revealed the secret.

Therefore, Haven named him the Princesses' Royal Guard, and his work was to follow them around and make sure they didn't get in to trouble. One could say his job was also to give his life for either of the sisters in a life-or-death situation. However, every guard in the castle gets their paycheck doing this, so his work was generally just just following them around.

The fact that the royal family has to lie about being able to fly makes Zipp very uncomfortable. She'll always escape to a hidden place in the castle where she can distract herself from the fact that she can't actually fly...

Today, Anon went to this place in search of Zipp. Since he discovered her "secret" spot a long time ago by accident, she allowed him to come whenever he wanted too. Only as long as he was careful he didn't reveal it's existence to anyone.

Why is Anon looking for Zipp? Well, she had another fight with Queen Haven about the fact they can't really fly and how tired she is of lying to her own ponies. As usual, Haven tried to lecture her on the fact that she was trying to make them feel safer, and as usual, Zipp just ran away frustrated.

Worried for her, Anon went to the abandoned station, where Zipp always retreats whenever she wants to be alone. And, in fact, he did find her there... Just not the way he expected.

Usually, Zipp just punches a bag she had there to let off some steam. Or wrote down random stuff to just distract herself. Sometimes, she turns on the giant fan to glide in the air and feel like she's actually flying...

Today, however... Anon found Zipp in a corner, sitting down and looking at the ground, with her ears were lowered.

Worried for his friend, Anon slowly and carefully approached her, but as heard sobs coming from her, he moved a bit faster.

"... Zipp?" He called out softly.

Zipp's ears perked up when she heard Anon approaching. She quickly tried to dry her tears away... but it didn't matter, because Anon could still hear her sobs.

"Zipp..." Anon called out again, this time with concern. "Are you okay?"

Of course, that wasn't the smartest thing to ask as it was obvious she was not, yet that's all Anon managed to say.

Since Zipp just kept sobbing and looking away from him, Anon got the impression that she wanted to be left alone. He sighed, and decided to leave her be.

However, just when he was about to leave, he felt something on his leg. He turned to see what it was, and found Zipp nuzzling her head against his leg. This was something she and Pipp always do whenever they are in need of a hug.

Anon smiled warmly, kneeled, and opened his arms. Zipp immediately rushed and buried her face in Anon's chest. She stopped trying suppress her sorrow and burst in tears, sobbing uncontrollably on her best friend's chest. Anon just wrapped his arms around the pegasus and caressed her back and wings softly.

"Sshh... It's okay, Zipp... I'm here for you..." Anon assured her with a smile.

And Zipp set aside her cool, careless, tomboy attitude and showed her most vulnerable side, a side that only her sister and Anon have seen. And only a few times at that. A side she would never show in public.

She just kept crying, and crying, and crying more... She finally calmed down after several minutes.

"There... Feeling better?" Anon asked her after she was done crying.

"Y-Yeah..." Zipp hiccupped, still sobbing a bit. Now, she was a lot more relaxed than when she entered the station earlier.

"Good." He said with a smile. Turning serious, "Now, how about you tell me what went wrong? As far as I know, you had a fight with your mom again."

"J-Just the usual, I guess..." She replied, wiping the last of her tears, and just burying her face on Anon's chest. "I-I'm just tired of this, you know? I don't wanna fight with mom for what I think is wrong or right... But she never bothers to listen..."

"And let me guess: When you wanna tell her how you feel, she starts her typical speech about 'knowing your place', 'you're the heiress and future queen, act like one' and blah, blah, blah, blah."

"Ugh! Yes!" Zipp groaned frustrated. "Is it too hard for her to just listen to me?! I'm know that telling the truth right now is not a good idea, but... I don't want to keep living like this either."

Seeing that she was about to break out in tears again, Anon frowned. Suddenly, he had an idea on how to make her feel better. He smiled to himself, but first, he carefully turned around Zipp so she could rest her back on his chest, while he wrapped his arms around her and still hugged her tightly.

Zipp didn't mind the change in position. She even wrapped her hooves around his arms.

"Well... What can I do to make you feel better? Or... What can I do to help you *release* your frustration without using violence or crying?" Anon asked her with a smirk, as he slowly lowered one of his hands and started to caress her body.

Zipp noticed immediately what he was doing, but didn't mind him doing this. She liked to be touched like this by Anon when they were alone. "Unless you have anything that can make me fly, or a plate with pasta and alfredo sauce, I can't think of anything."

"Are you sure, Zippy?" He asked, now lowering his hand beyond her belly.

"Uh... Anon? What are you imply–– W-Whoah!" She squeaked suddenly.

Her squeak was brought forth as Anon reached her lower lips with his hand. He started gently rubbing her clit, which made Zipp's face go bright red. But her grip around Anon's arm only tightened.

"A-Anon... W-What are you..." She tried to ask, but as soon as Anon started to finger her wet depths, Zipp let out a loud moan of pleasure.

"I know how to help you, Zipp. And let's be honest: You want it, too." Anon remarked with a slight grin. "But, if you want me to stop, I'll just do that."

Anon actually stopped and started to pull away from her... but Zipp quickly moved a hoof and caught his hand, right before his fingers fully left her.

"D-Don't you dare to stop, Anon..." Zipp said a bit flustered, while grinning and biting her lower lip.

Anon's grin grew after hearing that, so he put his fingers back to work, increasing to a moderate speed in order to please her.

Zipp moaned happily as she felt her best friend's fingers playing with her pussy and pleasing her in ways a pony's hoof could never have.

"Y-Yes! Faster, Anon... Faster!" The pegasus begged with a huge smile, as she kept moaning in pleasure. "Fuck my pussy with your human fingers! Make me cum really hard!"

"You sure you wanna cum, Zippy?" Anon snorted, teasing with a huge grin.

"Anon, I swear by the sun and moon... that if... you don't make me cum right now... your cock will never have access... to my pussy again!" Zipp warned between moans.

Anon only snorted and rolled his eyes at that, but obeyed, and he kept on sliding his fingers in her tunnel and across her clit. They were in a private and hidden place, thankfully nopony would hear their future queen writhe so loudly in pleasure as Zipp's moans grew louder and louder. Her grip on Anon's arm tightened even more. But he didn't feel any pain. From Anon's perspective, Zipp's grip felt as strong as being held by a kitten.

Finally, after a few minutes, Anon thrust four of his fingers inside of her all at once, making Zipp explode in climax. She came hard, squirting all over the floor, moaning loudly at the sensation. Finally, her tongue lolled out of her mouth, while the irises in her eyes seemed to have shaped into little hearts.

"Feeling better?" Anon snorted once again.

Zipp was panting heavily after her orgasm. But she seemed really happy and a lot more relaxed than when Anon found her crying... but she wasn't done yet.

"Sir, no sir!" Zipp replied with a huge grin, before getting free from Anon's grip and tackling him to the ground. Anon was startled at first, but before he could even ask why Zipp did this, she locked her lips with his and kissed him passionately.

Anon decided to play along and kissed her back, grabbing her face with his hands and holding the kiss for as long as she wanted. Then, Zipp pulled away with a loud gasp, taking in a breath of air and looking down at Anon with lust. Anon just smoldered seductively at the pegasus, which made her blush a bit.

"So? What do you want me to do now, your majesty?" Anon asked in a playful tone. This only increased Zipp's blush but also made her snort in laughter. While looking directly in Anon's eyes, she slowly traced a path with her hoof down his chest, past his stomach, until she reached his crotch. She could already feel a bulge in his pants.

She bit her lower lip, and then, with lust filling her eyes, "I want you to take your 'little' buddy out to play, and rut your princess~"

Anon smirked, and quickly unfastened his pants, pulling them down just a bit before doing the same with his underwear. Zipp smiled even more as his fully erect member was presented to her.

Moving over Anon's lap, Zipp aligned his cock with her winking pussy and slowly lowered until the tip met her lips. Then, she thrust down taking it entirely in one single move. Again, she moaned happily when it penetrated her cervix. Anon grunted in pleasure, enjoying Zipp's tightness.

With that, Zipp started to move her hips in a moderate speed. She was amazingly pleased by having Anon's cock inside of her.

This was not their first tryst. In fact, they started fooling around a few years ago, when they wanted to sneak Zipps secret station just for innocent fun. However, between the games and light flirting, they ended up kissing. Those kisses escalated so quickly that they both lost their virginities that day. Pipp has no idea about this, and they want it to stay that way. Anon didn't want to have any animosity between them.

With Zipp, still moving her hips happily, Anon suddenly wrapped his arms around her. "A-Anon?" Zipp called out confused.
Her confusion faded away, and she cried in ecstasy when Anon started moving his hips on his own.

The feeling of pistoning his best friend's wet tunnel with his cock penetrating her cervix spurred him on.
"Mmm. Tight as usual, Zipp. I love that~" Anon said with a smile.

Zipp didn't reply. She couldn't. All she could think of right now was Anon fucking her and how to make him cum inside of her.

Anon started to move even faster. A few loud slaps could be heard as he smacked her flank a few times. The slight pain brought even more pleasure making Zipp moan louder.

"Yes! Keep it up, Anon! Fill me up with your cum!" She cried loudly, as she leaned and kissed Anon once again. Anon kissed her back and started to thrust even harder and deeper. Zipp's pleasure increased enough that she moaned deeply into the kiss.

Finally, Anon crashed through his climax, braking the kiss and grunting. Thrusting deep inside of Zipp's tunnel he filled her womb with ropes of his cum.
Reaching a crescendo, Zipp screamed out her climax as she felt Anon's seed filling her up.

Anon thrust a couple of times more causing Zipp to mewl out a few soft moans.

Finally, Anon pulled out of her and collapsed on the floor. Zipp lay on top of him, as they both pant heavily and tried to catch their breaths.

A dribble of cum oozed out of Zipp's used flower as she lay over Anon. He was just happy that he could help her to relieve some stress without resorting to crying or to her punching bag.

"... Anon?" Zipp called out after a while.

"Yeah?" Anon replied, still panting heavily.

Zipp smiled with a slight blush, and then, she leaned in and kissed his lips once again. This kiss said "I love you" more than it said "I want you." Anon gladly reciprocated.

"... Thanks... that really made me feel better~" She said after parting from their shared moment.

Anon smiled at her and caressed her mane lovingly, while Zipp unconsciously purred a bit. "Anytime, Zippy. Anytime..."

THE END

Author's Note

I decided to do it with Zipp because we already have Anon with Sunny, Izzy and Pipp. Zipp deserves some love, too, and she's a fan-favorite, which makes it weird that there's no AnonxZipp story yet, so...

Yeah, I guess I have the honor to be the writer of the very first ever AnonxZipp clop-fic.

Also, special thanks to Dude3 for helping to edit the grammar mistakes.