Zipp's "Oh Yes!" Day

by milesprower06

Rating: mature
Tags: Izzy Moonbow, Porn, Pipp Petals, My Little Pony: A New Generation, Sunny Starscout, Zipp Storm, Sex, Hitch Trailblazer
Length: 1810

Zipp's friends dare her to do a 'Yes Day', where she has to say yes to anything. Anything.

Zipp's friends dare her to do a 'Yes Day', where she has to say yes to anything.

Anything.

Content warning: Oral, group sex.

Published 2022-08-13 05:00:02 UTC
Last updated 2022-08-13 05:00:02 UTC

The Gulpathon

"This is exactly what she needs, but Zipp would never do anything like this," Pipp said at an abnormally high volume for casual conversation as soon as she heard the front doors to Mane Melody open. Sure enough, in walked her older sister Zipp.

"I'd never do what?" The white pegasus sibling inquired.

"Oh, we're just watching a bunch of 'Yes Day' clips. Have ya heard of it?" Pipp asked with a smirk.

"You would hate it," Sunny said, coming up to the pegasus' side. "You have to say yes to anything."

"Zipp could never do a Yes Day. Only No Days for the rest of your neigh-saying life!" Izzy added.

Zipp sneered at the unicorn as she steadily stepped up to her friend.

"I could do a Yes Day, easy," she claimed, her expression deadpanning into a playful smirk.

"Pfffft," Izzy began, as the rest of the group broke into laughs.

"I could totally say yes for a whole day, I'll prove it!"

Pipp grinned. Had it really been that easy?

"Re-e-e-ally? Zipp Storm, are you saying 'yes' to a Yes Day?"

"Uh, yes?" Zipp replied, a bit taken aback by the look in her little sister's eyes. The look she gave when she was up to something.

"Excellent. First off, Zipp, are you ready to admit you have a crush on Hitch?" Pipp immediately went.

Her big sister's cheeks lit up.

"What?! I thought Yes Day was for activities, not, well, not Truth or Dare!" Zipp objected, taking a step back, and immediately averting her gaze from Maretime Bay's sheriff.

"She's so adorable when she gets flustered. Fine. Activities. Zipp, do you want to give Hitch a blowjob?"

The red tint on the white pegasus' cheeks spread further, and her eyes widened. She opened her mouth, but nothing cam out but a caught gasp in her throat.

"What? That's an activity."

Zipp risked glancing across the room at her four friends, and saw looks of surprise or shock on absolutely none of them. Not even Hitch.

Had they been planning this?

After a moment, Zipp finally managed to draw in a breath.

"Y...Y-Y... You're serious?" She stammered. Her sister immediately gave a nod.

"It's been sooo obvious with the way you've been eyeing him these past few weeks since you've officially become a detective. He's actually pretty amazed you haven't made any moves when it's just you and him alone in the station."

Zipp wanted to pass out.

"We've been wanting to get you two together for some fun activities to see if that would get the chemistry going a bit, but when you kept getting preoccupied with other things, we just went 'buck it! Let's just get them together and see how good she sucks!'" Izzy added excitedly.

When this comment got some snickers from her friends, Zipp was confronted with one very simple, undeniable fact: her friends were super casual about sex.

"So what do you say, Detective?" Hitch asked as he went over to the closest salon chair and sat down. "Want to take an oral exam?"

As Hitch spread his hind legs, he started to unsheathe, and again, didn't so much as blush at presenting himself in front of his friends.

'How long had they been planning this???' Zipp screamed in her own head as she stared wide-eyed at Hitch, spotting Izzy going over to the doors, lighting her horn up, pulling the shades down and locking the entrance, ensuring their privacy.

Zipp knew that if she backed out now, her friends wouldn't let her live it down. Because they were absolutely right; she was attracted to Hitch, and she hadn't done a very good job at all of hiding it. But the thing that was pushing her the most right now was Hitch himself.

Clearly, he was interested too.

Zipp took a quiet, deep breath.

"Yes." Was her one-word answer as she took deliberate steps over to where the sheriff was sitting. With a smirk, Pipp trotted over and adjusted the height of Hitch's chair so her sister would be able to go down on him from a very comfortable standing position.

'Just don't think about all your friends looking at you,' Zipp thought to herself. Hitch had fully unsheathed by now, and as Zipp took one final breath as she came up to the sheriff, she couldn't deny the scent. She leaned forward, stuck out her tongue, and pressed it to the base of Hitch's shaft, slowly drawing it up in a long lick, before parting her lips to take his unflared tip into her mouth.

"Yay, here we go!" Izzy nearly squeed, as Hitch leaned back in the chair a bit.

Zipp made her way down Hitch's endowment as she slid it down her tongue. She didn't want to think of herself as completely inexperienced, having seen and used a toy or two before, but Hitch was her first live subject, and it was more than a little unnerving, to say the very least.

"How is she, Hitch?" Sunny asked.

"Mmm, not bad to start out. She's a little quiet though," the sheriff commented. Zipp wanted to glare up at him, but decided against it at the last second.

'Of course I'm quiet, I've got my mouth full of your junk!' she internalized.

"I've got just the thing for that!" Pipp chirped, trotting over to the saddlebags she had set down next to another salon chair. "She's probably nervous as can be, and might loosen up a bit if she got some pleasure from it too..."

Zipp's ear's twitched at those words. Just what did she have in mind?

"Ah, here we are!" She exclaimed.

Zipp continued to focus on her task at hand,trying not to think of whatever her little sister was about to do. Sure enough, a moment later, she felt her tail get pulled up out of the way, and what could only be a flared, lubed silicone dildo was slid into her nethers. She gasped, and let out a moan of pleasure from the corners of her lips.

"There's some noise, finally," Pipp commented as she slowly inserted her light purple toy into her sister, as far as it would go, before holding it there a moment, then slowly withdrawing it. She saw Zipp's right hind leg twitch, and her marehood squeezed gently, apparently not so eager for the intruder to leave so quickly. Pipp pulled it out until just the flare was in, then slid it back in.

"Yup... That's doing the trick..." Hitch commented as he felt Zipp's tongue get a little more creative now.

Fighting to focus through the pleasure, Zipp finally risked glancing up at Hitch, and the expression on his face only pushed her to renew her efforts as her sister kept thrusting the dildo in and out of her.

"Anypony else want a turn?" Pipp asked.

"Ooh, me! Me!" Izzy asked excitedly. Izzy stepped over to take Pipp's place. Zipp felt the toy inside her shift as it passed from Pipp's hoof to Izzy's, and then the pace increased considerably as Izzy gleefully pistoned it in and out of the fellating pegasus. Izzy saw her backside quiver and knew she must have been doing a good job.

"Wow, Izzy here certainly likes it fast," Pipp commented.

Zipp began to suck a little harder as she felt Hitch softly thrust up into her mouth as she slobbered over his erection.

"Alright there, Izzy. You keep going like that and you'll wear her out for sure," Pipp said, coming back over to her. Izzy's maddeningly quick pace came to a halt and the unicorn gave out a soft groan of disappointment.

"Sunny, how about you?" Pipp asked.

Sunny didn't reply vocally, just merely nodded with a smile, coming around from Zipp's right side to behind her, and took the end of the wet dildo from Izzy.

Again it resumed, not nearly as fast as Izzy, but not quite as uniform as Pipp had been. Every time she pulled out, Sunny pushed it back in in a slightly different direction, brushing the flared head over a new area of Zipp's insides with each soft thrust.

Everypony heard Hitch let out a short grunt, shifting ever so slightly in his seat.

"Girls, I'm... I'm getting close," he warned.

"Ooh, I think Zipp might participate in a Gulpathon after all!" Sunny replied.

Indeed, Zipp felt Hitch's tip begin to flare, and tried her best to prepare for the inevitable, letting out another moan as Sunny's next thrust in touched her sweet spot.

"Hm, I think I'm forgetting something. Oh of course! Sunny dear, hit that red button on the side there," she heard Pipp said.

"This one?"

Suddenly, she felt Hitch lurch forward slightly and place his front hooves on the back of her head, and held her down. Just as the first spray of seed hit the back of her throat, she heard a short click behind her, and the dildo buried in her nether regions began to vibrate wildly.

Zipp let out a short muffled scream as she instantly hit her own peak by surprise, and the scream was cut short by another jet of Hitch's cum. Knowing she had to swallow, and fast, she gulped down the first mouthful of thick goop just as more came in from Hitch's twitching tip. Her eyes began to roll up into her head as Sunny slowly moved the vibrating toy in and out steadily. She did her very best to ignore the salty taste of Hitch's load as she swallowed a second time, then a third. Pipp and Sunny were evidently keeping a close eye on things, because the moment they saw Hitch visibly relax, they clicked the vibrating dildo off, and slowly pulled it out entirely.

Zipp also slowly pulled herself off of Hitch's cock once it had stopped spurting. She looked up at him, noting they were both blushing rather profusely.

"Not bad, Sheriff," she complimented.

"You're one to talk, Detective," Hitch replied.

"Well, let me go get this washed off real quick, then our Yes Day can continue!" Pipp said, taking the dripping dildo to the back room.

"Yes! Glitter pool, here we come!" Izzy cheered.

Zipp knew she likely wasn't going to have any more trouble saying yes to whatever else her friends had in mind. She thrust forward with her left hoof and hit the air release for Hitch's salon chair, and he dropped down several inches to come face to face with the white pegasus.

"And don't think you and I are done, Hitch. After that, I do believe I have plans for you tonight."

Author's Note

Thanks to Phazon for putting this idea into my head, and for suggesting weeks ago that I do something saucy for my 69th story.

Thanks for reading!