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Preparation

Zephyr Breeze stood in front of Fluttershy's cottage, knocking on the door. The top part of the door swung open, revealing Fluttershy. She smiled when she saw her brother.

"Zephyr, what are you doing here?" Fluttershy asked. Zephyr smiled and ran his hoof through his mane. He stood up on his hind legs and leaned on the door.

"Me and my girlfriend want to have a double date tomorrow night," Zephyr said with a smirk. Fluttershy blinked in surprise.

"You weren't lying about that?" She asked. Zephyr's face scrunched up in annoyance.

"When have I ever lied about a girl?" Zephyr asked.

"Well, there were your girlfriends "Very Real Mare", "Totally Not Fake", "Princess Celestia." Fluttershy started to list off. Zephyr waved his hoof, making Fluttershy stop.

"Fine, I've made up girlfriends before but this one is real. We've been living with each other for the past week." Zephyr said proudly. Fluttershy gave a confused look.

"Didn't you meet her last week?" Fluttershy asked. Zephyr nodded his head, letting out a hum of confirmation. Fluttershy was taken aback. Who would want to date Zephyr, let alone live with him? It drove Fluttershy crazy if Zephyr stayed with her for more than two days.

"So can we have a double date here tomorrow night? Zephyr asked. Fluttershy slowly nodded her head, still surprised that her brother was dating anyone.

"Sure, I'll talk to Discord about it. Meet here a little after the sunsets." Fluttershy instructed. Zephyr grinned and reached over the door to hug his sister.

"Thanks Shy, you'll love her!" Zephyr exclaimed. He let go of the hug and flew off into the sky. Fluttershy shook her head. Anyone who willingly dated Zephyr had to be crazy.

Zephyr sauntered into Carousel Boutique, swishing his tail back and forth. He saw Rarity standing on the opposite side of the room, making some adjustments on a dress. Rarity turned around to face Zephyr and gave a smile when she saw him.

"Hello Zephyr, how may I help you?" Rarity asked with a smile.

"I'm looking for a suit and a dress. Since my sister is one of your closest friends, I think I should get a discount." Zephyr said with a smug grin. Rarity's smile dropped and she let out a sigh, rubbing the bridge of her nose.

"Just get something out of the bargain box." Rarity said in an exasperated tone. She pointed to a corner that was covered by thick, purple curtains. Zephyr walked over to the curtains and pulled them back to see a large cardboard box. He sat down on the floor and started to rummage through the box.

After several minutes of searching, he found a tuxedo top, a white button-up shirt, and a light purple tie. He unfortunately couldn't find any dresses for Chrysalis because she was so tall. All of the dresses were built for mares of a normal height. Zephyr let out a sigh of disappointment. How could he show anyone how pretty his girlfriend is if she didn't have a pretty dress.

Zephyr walked away, very upset. He slipped on a different curtain, making him trip. He stood up and peeked in the certain to see a white dress. It had tiny light blue gems on the chest, making a swirling pattern. The sleeves were short and smooth. The dress looked like it was meant to be long, but was burnt at the back. It looked like it would be able to fit Chrysalis perfectly.

"Hey Rarity, who is this dress for?" Zephyr asked. Rarity walked over to Zephyr and peaked her head through the curtain.

"That was for Princess Celestia but there were some complications. The gems are the wrong color, it's the wrong shade of white, the sleeves are all wrong, and Spike accidentally lit the dress on fire. It's beyond repair and I have to start all over." Rarity said dramatically. Zephyr gave a very large smile.

"That'll fit my girlfriend perfectly, how much is it?" Zephyr asked. Rarity gave the stallion a confused look. What mare could be as big as Princess Celestia?

"You can have it for free." Rarity stated. She levitated the dress off of the pony shaped mannequin and draped it over her back. She levitated Zephyr's clothes off of his back and placed them on hers. "Let me put this in a bag for you." Rarity said, walking away from the curtains. Zephyr followed a few feet behind Rarity, happily thinking to himself.

Fluttershy was going to love Chrysalis. They were going to be best friends. Rarity placed a white bag in front of Zephyr. On the bag, there was purple cursive writing that said Carousel Boutique.

"That'll be 12 bits." Rarity stated. Zephyr frowned. That much for a nice suit? He pulled out some bits and handed them to Rarity. He picked the bag up with his mouth and flew out of the shop. He needed to make one more stop before he went back home.

Zephyr Breeze stood in front of Rainbow Dash's house. He knocked on the door with a smug look on his face. Rainbow Dash opened the door and groaned when she saw him.

"I'm not going out with you." Rainbow Dash said in a deadpanned tone. Zephyr raised his hoof.

"I'm not here to ask you out, I'm here to tell you that I'm over you. I have a girlfriend now." Zephyr said smugly. Rainbow Dash blinked in surprise and shock.

"You weren't lying about that?" She asked in disbelief. Zephyr stomped his hoof on the ground.

"No! Why do people say I'm lying about that?!" Zephyr asked.

"Well, you did say that you were dating Princess Celestia." Rainbow Dash stated. Zephyr puffed out his cheeks.

"Well I'm not dating a princess, I'm dating a queen. We're having a double date tomorrow night at Fluttershy's house." Zephyr explained in a 'matter of fact' tone. Rainbow Dash had to see this. There was no way a well functioning mare would want to date Zephyr. She must have been a mess.

"How about we make it a triple date? I can bring Applejack with me." Rainbow Dash suggested. Zephyr thought to himself, putting his hoof on his chin. Two more ponies wouldn't be too bad. Rainbow Dash and Applejack were nice too, they wouldn't judge Chrysalis too badly.

"Sure, just make to dress fancy. I already got a dress for my wonderful girlfriend and I don't want her to feel overdressed." Zephyr explained. He opened his wings and flew off of the ground. "I'll see you tomorrow night." He said before flying off. Rainbow Dash closed her door behind her and flew in the opposite direction. She needed to tell Applejack about this.

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tsaukpaetra

tsaukpaetra #1 · Jun 9th, 2020 · · ·

Appledash, Fluttercord, and now Zephylis. Fluttershy's house is going to be packed...
A dress with a burnt butt. Hmm, maybe Chrissy can do something with that...

Voltaje

Voltaje #2 · Jun 9th, 2020 · · ·

Ok, i can see where this is going, at least i think i know, chrysalis will think he is setting her up with the elemtns, and will rin away, a lot of drama could happen here.

asdtroi8895

asdtroi8895 #3 · Jun 9th, 2020 · 3 · ·

Oh God, Zephyr just keeps making this more and more awkward. This meeting will be a trainwreck.

I also gotta way, I feel bad for Zephyr. Sure he's not the best or smartest pony ever, but everyone seems to treat him like a buffoon who can't take care of himself.

mrk

mrk #4 · Jun 9th, 2020 · 1 · ·

10277471

everyone seems to treat him like a buffoon who can't take care of himself.

Well...

duckmagee

duckmagee #5 · Jun 9th, 2020 · 1 · ·

"Thanks Shy, you'll love her!" Zephyr exclaimed. He let go of the hug and flew off into the sky. Fluttershy shook her head. Anyone who willingly dated Zephyr had to be crazy.

so harsh fluttershy he your brother i think you want him to move on be successfully and get a girlfriend,

this date is so going to be a clusterfuck, but will chrysalis go in disguise, you think she wouldn't want to be discovered after all

"Well, there were your girlfriends "Very Real Mare", "Totally Not Fake", "Princess Celestia." Fluttershy started to list off. Zephyr waved his hoof, making Fluttershy stop.

it be really funny if he actually did date celestia

Wild Stallion