Twilight's Dating Diary

by qiley

Rating: teen
Tags: Comedy, Romance, Sex, Profanity, Slice of Life, Twilight Sparkle, My Little Pony: Friendship is Magic
Length: 10390

Twilight's single, and she wants to do something about it.

Twilight came across an Equstria shattering, world destroying, universe ending discovery...

She has yet to find her special somepony yet!

After visiting her mom and dad, it dawned upon Twilight that she is getting older, and she has yet to find love! She was just too busy to consider dating anypony. From studying for tests to saving the world, she didn't seem to ever catch a break. But now that she has a bit more free time? Maybe it's time to put herself out there.

Profanity tag for obvious reason. Sex tag for raunchy/steamy innuendos

Published 2022-05-23 00:20:00 UTC
Last updated 2022-06-23 02:14:17 UTC

I'm Single?!

Something terrible had just dawned upon Twilight. It’s more terrible than the dragons attacking Equestria (if that would ever happen). It’s more terrible than the day Twilight found out Nightmare Moon was real. It’s more terrible than if Cozy Glow, Tirek, Queen Chrysalis, and Sombra all came back with Grogar to attack Equestria at once. It’s more terrible than quesadillas (and that’s saying something, at least for Twilight).

“I’M STILL SINGLE!” Twilight shouted in the vacant Friendship Map room, slamming her head onto the map.

A few moments later, the large double door creaked open, Spike and Starlight both entering the room. In front of them was Twilight, face still stuck on the map.

“Uh, Twilight, we heard a shout and a loud slam, so we thought we’d check up on you,'' Starlight chuckled awkwardly. “Everything alright?”

Twilight slowly faced their direction, her head still on the table. She stared at them, not saying a single thing.

“I don’t think everything's alright,” Spike whispered to Starlight.

Starlight sighed, the two of them approaching the map. Both Spike and Starlight took a seat in one of the thrones, and looked at the slumped alicorn.

Starlight cleared her throat, going into counselor mode. “So, what seems to be the issue, Twilight?”

“I’m single,” Twilight said so quietly that Fluttershy would be proud.

Starlight smiled. “I’m sorry, what was that?”

“I’m single,” Twilight repeated, slightly louder.

“Maybe a little louder?” Starlight held her smile.

“I said, I’m single,” Twilight repeated, still barely audible.

“One more time for me?”

“I SAID I’M SINGLE CELESTIA-DAMNIT!” Twilight shouted.

“That’s what you’re so worried about?” Spike tilted his head. “I thought Equstria was going to get blown up or something. I’m out of here!”

Spike hopped out of the throne, waddling out of the room.

“So, you’re stressed that you’re single?” Starlight repeated.

“Yes,” Twilight sighed, sitting up. “I know it’s stupid.”

“It’s not stupid, Twilight,” Starlight reassured her. “No problem is stupid to me. So tell me, what prompted you to get so bugged by this? It didn’t seem to be a problem to you before.”

Twilight sat up straighter, getting comfortable in the throne. “Remember when I went to visit my parents the other week?”

Starlight nodded.

“Well, one thing led to another, and my parents started talking about how they wanted more grandfoals,” Twilight frowned. “They looked at Cadance and Shiny, then me.”

“Okay…” Starlight replied mindlessly.

“Then they started asking me if I was seeing anypony or if I was interested in anypony, so I answered honestly of course.”

“Uh huh…”

“Then that was the end of the conversation,” Twilight finished.

“I’m assuming you didn’t think much of it then, but when you got back you suddenly started thinking about it more and more?” Starlight asked.

“Exactly!” Twilight huffed. “I thought about how I was getting older. I mean, I have a niece already! I’m not the young mare I used to be. In a few years no pony would want me!”

Starlight rolled her eyes. “Twilight, you’re being a little dramatic.”

“I mean, I was just too busy to think about things like this!” Twilight continued on, ignoring Starlight’s comment.

“Twilight.”

“If I don’t find somepony soon I’m going to die lonely, then I’ll be known as the princess who died without getting hitched. Imagine that? Dying just to be known as the virgin princess. That would be-”

“TWILIGHT!” Starlight yelled, shutting the alicorn up. “As I said earlier, I think you’re being a little dramatic.”

Twilight sheepishly smiled, rubbing the back of her neck. “Maybe I was.”

“No, you were,” Starlight simply smiled.

Twilight took a deep breath, exhaling it slowly. “You’re right. Thank you, Starlight.”

“Of course,” Starlight said. “Now that you’re calm, let’s continue discussing.”

“Okay,” Twilight sat up straight.

“Now Twilight, from what I understood from your little rant, you want to find your special somepony.”

Twilight nodded.

“But you’re worried that you’re not going to find them, and end up all lonely.”

“Exactly!” Twilight exclaimed. “You’re right on the nose, Starlight.”

Starlight smiled. “So what are some solutions you can do to prevent that from happening?”

“Make a stallion version of myself and date it?” Twilight suggested. “Or just a clone of myself. I’m not one to discriminate.”

“I don’t think that’s the most rational answer,” Starlight chuckled. “I’m not one to talk about being rational, though.”

“No, you’re right,” Twilight sighed. “I think the most reasonable answer is to go out and try and find somepony.”

“That would be a step in the right direction,” Starlight nodded. “I’m sure there’s a lot of ponies who would love to be with you.”

“I doubt it,” Twilight said dejectedly. “Ponies probably think I’m a nerdy bookworm.”

“Do you even hear yourself right now?” Starlight cocked an eyebrow. “First of all, you're a princess of Equestria. That already puts you above a lot of ponies. Secondly, you’re pretty attractive. You have a nice figure, although you have been getting a little pudgy recently.”

“I’ve been a little stressed,” Twilight snorted.

“Oh really?” Starlight smirked. “Anyways, not only do you have a good figure, you’re also a beautiful mare.”

“You really think I’m beautiful?” Twilight asked.

“Yeah,” Starlight shrugged. “I’m sure everypony thinks you are.”

Twilight nodded silently.

“Lastly, you’re smart. Like really, really smart. I’m sure you could solve all of Equestria's problems if you were given enough time and enough resources,” Starlight said. “And that’s not even everything that’s great about you. I mean, you forgave Discord and I after the things we’ve done!”

“I never thought about myself like that,” Twilight said, looking down.

“As I said before, there’s lots of ponies that would love to be with you,” Starlight placed a hoof on Twilight’s shoulder. Twilight looked up to Starlight, who was smiling warmly. “You just have to find the right one.”

“You’re right,” Twilight smiled back.

“I know,” Starlight chuckled, sitting back in her chair.

“But how will I find them? There’s a lot of ponies in Equestria,” Twilight said, worried.

“You could, I don’t know, go on some dates?” Starlight suggested. “That would be a good start.”

“You know, I never thought about that,” Twilight chuckled.

“No wonder you’re still single,” Starlight mumbled.

“Hey!” Twilight frowned, crossing her forehooves. “I heard that.”

“I know,” Starlight replied. “As for finding the ponies, how about you compile a list of ponies you were even somewhat attracted to? I’m sure you can do that, knowing how much you love lists.”

“That’s a great idea!” Twilight’s face brightened up. “You’re on a roll today, Starlight.”

“Heh, thanks,” Starlight smiled at the compliment.

“I’m going to get a scroll and quill, I’ll be right back!” Twilight enthusiastically hopped out of her throne, trotting out the room. Starlight was left there by herself for just a bit before the alicorn came trotting back in, a grin on her face. She levitated the quill and scroll onto the map, taking a seat.

“So, did you think of anyponies on your way back?” Starlight asked.

“A few. I wrote their names down already,” Twilight slightly blushed. “This is kind of embarrassing now that I think about it.”

“You aren't going to back out, are you?”

“No, of course not,” Twilight sighed. “If I want to change, I have to be ready to be uncomfortable!”

“That’s the spirit,” Starlight smiled. “So, who do you have in mind?”

“Well, the first ponies that came to mind were the girls,” Twilight said. “They were my first friends, and I wouldn’t mind being with any of them.”

“That makes sense,” Starlight nodded. “Starting out with ponies you're comfortable with is definitely a smart move. Don’t want to jump head first into it.”

“That’s exactly what I was thinking!”

“I think you may have to cross Pinkie out though,” Starlight chuckled. “I heard she’s already dating Cheese Sandwich.”

Twilight crossed out Pinkie’s name. “Fair point.”

“Alright, who else?”

“I know it might sound weird, but I put Discord down,” Twilight said.

“Do you two even talk?” Starlight cocked an eyebrow.

“We do,” Twilight paused. “Occasionally.”

“Uh huh…” Starlight nodded slowly. “I mean, I’m not against it, but as you said, it sounds a little weird.”

“Let’s just move on then,” Twilight dryly chuckled. “Next I put Celestia and Luna.”

“Can’t say I’m surprised,” Starlight said. “Especially with Celestia.”

“Heh, yeah,” Twilight sheepishly smiled. “I had a little crush on her a while back.”

“And for Luna?”

“I think she’s cool and fun to talk to,” Twilight shrugged. “So why not?”

“Alrighty,” Starlight simply said.

“Next up is…” Twilight looked down at the list, then up at Starlight. “You.”

“Woah, can’t say I was expecting that,” Starlight grinned.

“I mean you’re also my good friend, so I kind of just mindlessly put you down like I did with the girls.”

Starlight nodded. “I mean, it makes sense. I’m not against trying something either.”

“That’s reassuring,” Twilight smiled.

“How many more names have you jotted down?”

“Just a few more,” Twilight answered. “I’m sure I could think of some more later, but these are all the ponies I thought of so far.”

“Arlight, let’s just rapidfire the last few then,” Starlight suggested.

“Sounds good,” Twilight nodded, taking a deep breath. “So the rest of the ponies are Sunburst, Sunset, Cheerilee, Trixie, Flash Sentry, Ember, Thorax, Tempest, Spitfire, Soarin, Thudnerlane, Cloud Chaser, and Flitter.”

“Woah, that’s actually a lot of ponies,” Starlight chuckled. “Wait, actually not all of them are ponies.”

“I don’t discriminate.”

“You’re telling me you found all these creatures somewhat attractive?” Starlight asked.

Twilight shrugged. “I guess. I kind of just thought of the friends I’ve made over the years.”

“Well with this many ponies, it’ll take a while,” Starlight chuckled. “I’m sure you won’t have to think of any other pony to write down for a while.”

“I definitely will write down some more,” Twilight said. “I’m sure there’s some ponies I’m missing.”

“Well now that you’ve got your list, you just have to choose one to ask on a date!” Starlight clapped her forehooves together. “Though, that’s easier said than done, though.”

“I’m getting nervous just thinking about it,” Twilight muttered. “Imagine the princess of Equestria, getting nervous over something as simple as this.”

“I wouldn’t say it’s that simple,” Starlight said. “I mean it takes a lot of courage, that’s for sure.”

"I guess you’re right,” Twilight smiled weakly. “I think the easiest way would be just to go from the top to the bottom.”

“Well that would definitely make choosing less of a pain.”

“That’s for sure,” Twilight said. “Guess that means I’m staring with one of the girls.”

“It’s settled then!” Starlight said. “So, who’s at the top?”

“It’s…” Twilight looked down at the list. “Well, it would’ve been Pinkie Pie but next up is Fluttershy.”

“Oh boy, that sure is going to be fun,” Starlight snickered. “I can’t imagine what Fluttershy’s like on a date.”

“I’m not sure if she’s ever been on one,” Twilight tapped her chin. “I don’t recall her ever saying anything during our spa talks.”

“Wait, what do you girls talk about at the spa?” Starlight cocked an eyebrow.

“Just simple gossip,” Twilight answered. “It’s mainly led by Rarity.”

“Of course,” Starlight rolled her eyes.

“So when should I ask her?” Twilight said. “I don’t know how to really bring up anything like this. Maybe I should read a book or something?”

“A book will only get you so far, experience will definitely help more,” Starlight said. “I’d say just be ready for a bit of awkwardness and stiffness at first. It’s definitely not going to be easy.”

Twilight sighed. “You’re right. Guess I’ll just have to suck it up and ask her.”

“You two are having tea soon, right?”

Twilight nodded.

“Why not do it then? That would be a perfect time to bring it up, since it’s just the two of you.”

“I guess I could…” Twilight said slowly.

“Just go for it Twilight,” Starlight smiled, placing a hoof on her shoulder. “Just be you and everything will be alright.”

“You’re right,” Twilight smiled back, resolve and determination in her eyes. “I can do this.”

Author's Note

That's the end of the first chapter of my newest fanfcition! Chapters will usually be around 2500-4000 words long. I'll try and update the story every two to three weeks, but that depends on both my motivation and work schedule. :twilightsheepish:

This story will be very slice of life. It's mainly just Twilight interacting will alot of ponies (and creatures) one-on-one, trying to find her special somepony (or somecreature). So that means there will be all kinds of Twilight ships here! I hope you all are as excited as I am! I can't wait to write the upcoming chapters.

Feel free to comment and constructive criticism you have, or anything else you have to say about the story.

See you all in the next chapter :twilightsmile:

Picnic With Fluttershy

“Tea is always so lovely with you, Twilight,” Fluttershy said through giggles.

“Why thank you,” Twilight sheepishly smiled, slightly blushing. “I enjoy it as well. It’s always a nice calming break from all that ruler nonsense. Plus, you make delicious tea!”

“Well being an avid tea drinker has its advantages,” Fluttershy smiled, taking a sip of tea. “So, you said you wanted to talk to me about something? Is everything alright?”

“Well…” Twilight started, taking a long pause.

“Well?” Fluttershy repeated, a warm smile on her face.

“Everything is alright,” Twilight said slowly. “It’s just that…”

Fluttershy nodded, her smile still there.

Twilight smiled back awkwardly. “I-I was wondering if you would like to go on a d-d-d-d-”

“Is there something stuck in your throat? Should I call a doctor?!” Fluttershy somewhat panicked.

“No!” Twilight quickly said. Closing her eyes, she took a deep breath, exhaling it slowly. “I was wondering Fluttershy, if you would like to go on a date with me.”

Fluttershy stared at her.

“I-If you only want to of course!” Twilight added, nervous from the stare. “It’s okay if you don’t want to.”

Fluttershy’s cheeks slowly became pink. “I don’t know what to say. Nopony has ever asked me out before.”

“Wait, really?” Twilight was taken aback. “You’re a wonderful mare Fluttershy! I’m very surprised to be honest.”

“W-Why thank you,” Fluttershy giggled quietly. “To be honest, nopony really noticed me, so it’s nice to hear you say that.”

“So is that a yes?” Twilight grinned widely.

“Of course,” Fluttershy smiled. “I do hope you don’t expect much from me though. I’m not used to this type of thing.”

“That makes two of us!”

“You don’t have any experience either?” Fluttershy asked.

Twilight rubbed the back of her neck. “I was just too busy to do anything…”

“That makes me feel a bit better about it,” Fluttershy giggled, but stopped suddenly. “Oh, sorry. I’m not laughing at you, I’m just laughing because-”

“Fluttershy, you don’t need to explain yourself,” Twilight stopped her from rambling.

“Oh thank goodness, I thought I would’ve offended you with that.”

Twilight chuckled. “I don’t think you could offend anypony.”

Fluttershy nodded. “So, what do ponies even do on a date?”

“Well I read some books, and there were all kinds of activities we could do!” Twilight said. “Although some of them wouldn’t really suit us.”

“What did the book say?”

“Well there were amusement parks, fancy dinners, and watching scary movies,” Twilight listed off some of the more common ones.

“S-Scary movies?” Fluttershy shuddered. “Why would anypony want to do that on a date?”

“I don’t really get it either,” Twilight frowned. “I also didn’t think you’d like an amusement park.”

“I didn't really get to go any when I was a filly, but rollercoasters always scared me,” Fluttershy said. “They’re so loud and scare all the animals.”

“Then I didn’t think a fancy dinner would suit us, but…” Twilight clapped her forehooves together. “Fortunately, the book recommended some more casual options like a picnic!”

“A picnic sounds wonderful!” Fluttershy chirped. “Especially this time of year. The flowers are blooming and the animals are all coming out.”

“That’s exactly why I thought this would be the best,” Twilight said. “Not only is it nice and peaceful, we can also combine our interests there!”

Fluttershy tilted her head. “What do you mean by that?”

“Well, you love animals and I love books,” Twilight explained. “So, I could bring a couple books and you could talk to the animals, while we talk to each other.”

“That makes sense,” Fluttershy said. “You really planned this out, didn’t you?”

“Well I wanted it to be perfect so I did a bit of planning,” Twilight grinned. “Just a bit though!”

“Uh huh,” Fluttershy simply replied, sipping on her tea.

“How about we do tomorrow afternoon by the pond?” Twilight said, pulling out a calendar. “If you’re not busy, of course.”

“I don’t think I have anything going on so tomorrow works!” Fluttershy said.

“Great!” Twilight clapped her forehooves together. “I heard the weather was supposed to be good as well, so it works out perfectly.”

“Do you want me to bring anything? Maybe some biscuits or tea?”

Twilight nodded. “If you could bring the tea, that would be great.”

“Of course,” Fluttershy said. “Anything else?”

“I’m bringing some sandwiches and books, so all we need is a blanket to lay on.”

“I have one I can bring.”

“Well then that settles it!” Twilight grinned. “I hope you’re as excited as I am.”

Fluttershy silently nodded.

“Guess I should get going then,” Twilight sipped the last of her tea before standing up. “See you tomorrow!”

“See you tomorrow,” Fluttershy waved goodbye to Twilight as she walked out the door.

“Spike! Where’s the picnic basket?” Twilight shouted, frantically running around the kitchen. “SPIKE!”

“It’s right here, Twilight,” Spike called out to her, holding it high in the air. A purple aura surrounded the basket, tugging both the base and Spike upwards. Spike let go in surprise, landing flat on his butt.

“Sorry about that!” Twilight apologized frantically, floating things into the basket. “I’m in a bit of a hurry if you couldn’t tell.”

Spike got up, rubbing his behind. “It’s okay. What are you in a hurry for? Do you and the girls have something planned today?”

“I have a date planned,” Twilight said.

Spike gasped. “With who?!”

“Fluttershy.”

“Wait, you got Fluttershy to go on a date with you?” Spike cocked an eyebrow. “I thought for sure she’d clam up if anypony asked her on a date.”

“Surprisingly she didn’t, he took it pretty well, now that I think about it,” Twilight stopped in her tracks. “I wonder if she’s ever been asked out before. I’ll ask her later.”

“I’m not an expert in love, but I don’t think you should ask her that,” Starlight Glimmer said as she walked into the room. “I’d be a little weirded out if somepony asked me that, especially on a date.”

“I guess you’re right,” Twilight sighed. “I still have a lot to learn, don’t I?”

“Hey, don’t worry about it Twilight,” Starlight smiled. “This is just like learning a new spell or equation, it’ll take time.”

“When you put it like that, it makes me excited to do it!” Twilight giggled.

Spike rolled his eyes.“Of course it does.”

“What’s that supposed to mean mister?” Twilight glared at Spike.

“Nothing, nothing at all,” Spike shrugged. “Have fun on your date!”

“Uh huh…” Twilight nodded slowly. “You think it’d be bad if I’m too early?”

“Twilight, you worry too much,” Starlight chuckled. “Loosen up a bit, have some fun! That’s what dates are about. Plus, if you seem tense, it might rub off on your date. Especially if it’s Fluttershy.”

“You’re right,” Twilight breathed in deeply and exhaled. “I should just stay calm and have fun.”

“Now go get 'em’ tiger!” Starlight said.

“Yes ma’am!” Twilight said before galloping out the door, picnic basket in tow.

When she was out of earshot, Starlight and Spike looked at each other, wide grins on their faces.

“Want to go see how it turns out?” Spike asked.

“Of course!”

Twilight stood in front of Fluttershy’s cottage, doing her calming breathing exercises. She had been standing there for a few minutes now, her hoof constantly going up to knock on the door and then going back down.

“Okay Twilight, you got this,” She muttered to herself. “Just be yourself, and have fun! That’s easy enough… right?” Letting out a nervous laugh, she took one more deep breath. Her hoof steadily raised up, hovering right next to the door.

Biting her lip slightly, she knocked.

“I’ll be right there,” the mare in the cottage called out.

“O-Okay, take your time!” Twilight called back, fidgeting slightly.

Twilight waited and waited for what felt like an eternity before the door opened, Fluttershy trotting out.

“Sorry to keep you waiting,” Fluttershy’s head slightly drooped. “Angel was being a little clingy, but we were able to come to an agreement.”

“No problem at all,” Twilight slightly smiled. “Shall we start heading to the pond?”

Fluttershy nodded silently, following closely behind Twilight as she trotted along the path towards their destination.

The walk was painfully silent, their hoofsteps the only noise. Twilight looked to her side, realizing Fluttershy wasn’t walking next to her. Slowing her steps, she fell back, walking alongside Fluttershy.

“So…” Twilight started.

“Yes?” Fluttershy replied quickly.

“Uh…” Twilight’s face slightly furrowed. “Well, uh… What have you been up to recently?” She blurted out.

“Nothing really.”

More silence filled the air.

Twilight tittered. “Oh that’s nice. I’ve just been studying some quantum physics recently. Did you know that it actually differs a lot from Pontonian physics? It was actually founded on the wave-particle duality, which in the most basic terms means that light is made of both waves and particles. It’s quite interesting really. Well, science is always interesting to me I guess.”

Twilight looked over to Fluttershy, who was simply smiling at her and nodding.

Twilight sheepishly smiled. “Sorry, am I rambling?”

“A little,” Fluttershy let out a giggle. “I don’t really mind, since it’s always fun listening to you ramble. I think it’s amazing how you can be so passionate about something and can talk so much about it. I don’t think I could ever do that.”

“I’m sure you could talk about animals all day.”

“I could talk to animals about other animals all day, but I don’t know if I could do that with a pony,” Fluttershy sighed. “I’d start to worry.”

Twilight tilted her head. “About what?”

“That I’m boring them.”

“Fluttershy, you could never bore me,” Twilight assured her. “Listening to you talk about animals is always wonderful. If it makes you feel better, I learn a new animal fact whenever we have tea.”

“Really?” Fluttershy’s face lit up slightly.

“Yup!” Twilight smiled. “As long as you seem passionate about what you’re talking about, they’re bound to pay attention.”

“How are you so sure about that?”

“I have a little experience,” Twilight chuckled. “After years of public speaking, just trust me, confidence and passion will get you a long way.”

“O-Okay!” Fluttershy nodded.

Twilight stopped. “Oh look at that, we’re here!”

Fluttershy stood next to Twilight, seeing that they were indeed already at the pond.

“That walk felt a little faster than usual,” Twilight said. “Maybe because we’re together?”

“Heh, maybe…” Fluttershy smiled bashfully, part of her face hiding under her mane.

“You brought the blanket?” Twilight trotted over to a grass patch underneath a tree. “This looks like a perfect spot.”

“I-I did!” Fluttershy shook her head, walking towards the spot. Taking out the blanket from her saddle bag, she gave it to Twilight. “It’s right here.”

“Thank you,” Twilight said, taking the blanket. She laid it down, placing her basket off to the side. Making herself comfortable, she laid down on her stomach. She let out a satisfied sigh. “C’mon Fluttershy, lay down with me. The cool grass underneath the blanket feels amazing.”

“O-Okay,” Fluttershy laid down, some distance between the two. “You’re right, the grass feels nice.”

“So…” Twilight started, her voice trailing off.

The two went back to silence, looking at anything but each other. There was a slight breeze, the sun bleeding through the branches above them. It was a beautiful day indeed.

“So…” Fluttershy said. “What do ponies usually do on picnic dates?”

“I think they usually just talk,” Twilight weakly smiled. “Not that I’ve ever been on a date.”

“I’ve been meaning to ask you but it never came up,” Fluttershy started. “Why have you never been on a date? You’re a wonderful mare and I’m sure there’s tons of ponies who like you.”

“Well, I guess I was just too busy to consider it?” Twilight frowned.

Fluttershy tilted her head. “I’m sure you had some freetime.”

“There might be another reason…” Twilight said, her voice trailing off.

“I’m sorry!” Fluttershy quickly apologized. “If you’re not comfortable telling me, you don’t have to.”

“It’s nothing bad, really,” Twilight chuckled weakly. “I guess it’s more so that I was just a little scared to try.”

Fluttershy smiled. “I know how you feel. I’m actually the same way, though I know that’s not much of a surprise.”

“What makes you scared to date?” Twilight asked.

“Well…” Fluttershy pondered, tapping her chin. “I think I’m just scared that I’ll find a pony I really like and they don’t like me back. I’ve heard stories of heartbreak from Rarity and read some books about it. It sounds just awful.”

“I understand that one hundred percent,” Twilight sighed. “I’ve also read some novels about love and heartbreak, and the way they describe makes my heart wrench. I can’t imagine what it’s like to actually happen to you.”

Fluttershy nodded. “I hope it never happens to either of us.”

“Me too…”

“So, how about you, why are you scared?” Fluttershy asked.

“To be honest, I’m scared to open up to them,” Twilight said. “The thought of letting a pony into my personal life is scary. Being vulnerable in general is scary, but I know you have to let your special somepony into your life. Then if you let them in, and then they leave or pass away, then I’d be left there devastated.”

“I’m also not very good at describing my feelings so I feel like I’d be unable to communicate well with my partner in that aspect. Then that makes me scared that I’ll lose them, and that it’ll be all my fault…”

Fluttershy scooted closer to Twilight, who was looking down at the blanket. Placing a hoof on hers, causing Twilight to look up at the pegasus.

“So you’re scared of being vulnerable and losing them?” Fluttershy repeated, smiling at her.

“Y-Yeah…”

“I know it’s hard to be vulnerable, but I’m sure you can learn to open up, just like I have! I know I’m not the most open pony in the world, but I’m way better than Iwas before,” Fluttershy said.

Twilight nodded.

“And for losing them? I don’t really know much about losing somepony I loved, but I do know about losing animals I’ve loved. Whether it’s because they passed away,or moved somewhere else.”

“It hurts for a while, both physically and emotionally. You want to cry all day and just stay in your room, but that won’t get you anywhere. There will be a lot of pain in life, and I’m sure you know that. You can cry and be hurt, but you can’t dwell on it forever because unfortunately life goes on, whether you like it or not. It’s definitely not easy to get through it, but a pony can’t dwell in the past forever.”

“W-Wow Fluttershy, I didn’t know you could get so philosophical,” Twilight sniffled, weakly chuckling. “That’s a great way of looking at it.”

“Hanging out with you may have rubbed off on me,” Fluttershy sheepishly grinned.

“Must be all the books I’ve been recommending,” Twilight smiled. “Thank you, Fluttershy.”

“For what?”

“For everything. For comforting me and being there for me when I need it, for looking out for me, for being my friend. I’m glad I met you all that time ago.”

“And I’m glad I met you too.”

The two sat close to one another in comfortable silence, just watching ponies play in the water or run around the field. They watched the clouds move slowly, the trees slightly swaying with the breeze.

Eventually, the sun started to set. The two cleaned up everything, neatly placing them on the grass.

“So…” Twilight said.

“I don’t think it’ll work out,” Fluttershy surprisingly said. “D-Don’t get me wrong though,” she quickly added.

“I love being with you Twilight, and you’re a wonderful mare, but I think that our friendship is much better. And to be honest, I don’t really feel any romantic connection here.”

“You know what, that’s okay,” Twilight chuckled. “I don’t really see this going anywhere either.”

“I had a wonderful time,” Fluttershy smiled.

Smiling back, Twilight nodded. “And so did I.”

“We’re still going to have tea together, right?” Fluttershy asked.

“Of course!” Twilight said. “I wouldn’t miss tea with you for anything.”

“Great!” Fluttershy chirped. Looking at the setting sun, she sighed. “Guess we should start heading home, huh?”

“I’ll walk you to your cottage first,” Twilight offered.

“Y-You don’t have to,” Fluttershy tried to reject it. “It’s out of the way, you’ll be out later than you have to.”

“It’s fine,” Twilight reassured her, walking towards the pathway. “C’mon, let’s go!”

Fluttershy smiled as she watched Twilight trot down the path. With one last look at the pond, she galloped after the alicorn. The two walked side by side, giggling and chatting all the way back.

The two arrived at the cottage and bid each other farewell. Twilight slowly made her way back to the castle, a small smile on her face.. Trotting down the path and through Ponyville, she eventually reached her home. Sighing, she opened the giant double door.

“Well somepony looks happy,” a mare said, surprising Twilight.

“Were you waiting here the whole time?” Twilight cocked an eyebrow, looking at Starlight.

“N-No, I've only been here for a few minutes,” Starlight laughed nervously “Anyways, I’m guessing the date went well?”

“It did,” Twilight said.

“So you and Fluttershy…?”

“Aren’t a thing,” Twilight chuckled. “I think it’s better that way though. Plus, I learned a lot!”

“That’s great to hear,” Starlight simply said. “Well, goodnight then!”

“Goodnight,” Twilight said before making her way to her room. She walked through the empty crystal halls, her hoofs echoing through. Opening the door, she levitated a scroll from a nearby shelf onto her desk. Unrolling it, she levitated a quill and crossed out a name.

“Even if we didn’t end up together, I’m glad I went today,” she said to herself. “Thank you, Fluttershy. I learned a lot."

Twilight sighed, rolling up the scroll and placing it back onto the shelf.

Author's Note

And that's her first date! Short and sweet, but Twilight learned something about dating from it. I'm still trying to get into the groove of writing this, but I hope this was satisfactory.

I hope you all enjoyed and feel free to leave a comment!

See you in the next chapter. :twilightsmile:

Chapter 3: Dining With Rarity

Twilight stood in front of the familiar boutique of her fashionista friend. There was a constant stream of ponies coming in and out, carrying bags or wearing the new clothes they had just bought.

“I hope she’s not too busy,” Twilight muttered to herself as she opened the door.

The bell rang above her.

“W-Welcome to Carousel Boutique,” an amber-gray mare greeted her. Her cyan mane was neatly dressed, and she wore a red tie to compliment her red hairpiece. “How can I help you, Princess Twilight?”

A few audible gasps filled the boutique as ponies stared at Twilight, who was awkwardly smiling. Under the gaze of the ponies, Twilight turned to the pony who greeted her.

“Uh, it’s nice to see you again Pommel. There’s no need for the formalities,” Twilight said before pausing and clearing her throat. “Does Rarity happen to be around?”

“Y-Yes, she’s in her room,” Coco Pommel answered, gesturing towards the back. “I think she’s sewing some more dresses back there.

“Thank you very much,” Twilight quickly bowed before darting towards the back.

Making her way through the familiar house, she reached Rarity’s room with ease. The door was cracked open, the sound of a sewing machine leaking into the hall. Peeking into the room, she saw the alabaster unicorn levitating some fabric through the machine. A couple of mannequins stood besides her, dressed up in all kinds of exquisite dresses.

Twilight slowly opened the door, not wanting to disturb her focus. Quietly trotting over to Rarity, she watched her fluid movements in awe. Twilight had always admired Rarity’s abilities when it came to dressmaking. It was like she was in a whole different world when she got in the zone.

“Now, that should be enough,” Rarity said to herself, turning around. “All I need to do is-” she paused, coming face to face with Twilight.

An ear piercing screech filled the whole boutique, some of the customers turning their heads towards the source.

“Don’t mind that everypony,” Coco Pommel announced nervously. “Rarity sometimes gets super stressed from all the orders and has to release it someway. Please carry on with your shopping.”

“Twilight darling, don’t scare me like that!” Rarity said, taking a deep breath and regaining her composure. “Haven’t you ever heard of knocking?”

“Sorry,” Twilight rubbed the back of her neck, smiling sheepishly. “I just didn’t want to disturb you when you were so focused.”

“Well I do get that, but maybe don’t stand right behind me like a predator looming over their prey…”

“Sorry about that too,” Twilight weakly laughed. “I just couldn’t resist watching you work.”

“Why thank you darling,” Rarity grinned. “Now, what brings you to the boutique? Do you need a dress fitted for a meeting?”

“Well, I’m-”

“Oh! Or maybe you had some spare time and wanted to help out Coco?”

“That’s not exactly-”

“Or do you want to go out with the girls to that new bar in Canterlot?” Rarity grinned. “I heard there’s lots of eye candy there.”

“RARITY!” Twilight shouted.

“Sorry darling,” Rarity chuckled. “I should probably let you explain, hm?”

“Thank you,” Twilight sighed and took a deep breath. “Well I’m here because I wanted to know if you wanted to go on a date with me.”

“Oh my, how upfront,” Rarity half hid her mouth, an obvious grin behind it. “I didn't know you swung this way.”

“When most of the ponies I know are female, it’s kind of hard not to,” Twilight weakly laughed. “Plus, I’m sure you noticed, but I don’t really talk about my romantic life too often.”

“Ah yes, I did notice that,” Rarity nodded. “Especially during our spa days.”

“So…” Twilight kicked at the floor idly. “Do you?”

“I don’t see why not,” Rarity smiled. “I always thought you were an attractive mare.”

“O-Oh,” Twilight slightly blushed, a small smile on her face. “Why thank you.”

Rarity winked. “Of course darling.”

“So…” Twilight idly kicked the floor. “What do you want to do?”

“That’s for you to decide,” Rarity smirked. “Since you’re the one who asked, I think it’s only fair you decide what we’re doing.”

“Is that how it usually is?” Twilight tilted her head. “Sorry, I’m still kind of new to the whole dating thing.”

“Personally I believe you should have a plan, or at least some ideas, before asking anypony out on a date,” Rarity said. “It shows that you’re actually interested in the pony and that you’ve at least put some thought into it.”

“I’ll be sure to keep that in mind,” Twilight nodded. “I have a few ideas in mind…”

Rarity smiled. “Perfect!”

“So how does Saturday evening sound then?” Twilight asked. “

“That works out perfectly. What are we going to do?”

“Well…” Twilight’s eyebrows furrowed. “How does dinner in Canterlot sound? I know of a couple good restaurants there.”

“Classy,” Rarity smirked. “That sounds wonderful, darling.”

“Okay, then it’s settled,” Twilight said. “I’m going to head back to the castle now, don’t want to keep you from work.”

“Go on ahead,” Rarity said. “I’m going to add some finishing touches on the dress.”

“See you on Saturday,” Twilight said, exiting the room and boutique.

“What are you so stressed about this time, Twilight?” Starlight cocked an eyebrow, pouring some tea into her cup.

“I have no idea where to take Rarity for our date,” Twilight slumped in her chair. “I said I know some restaurants in Canterlot, but I only really know casual places. Nothing fancy that I imagine ponies think about when asked on a date!”

“Uh huh…” Starlight simply replied, taking a long sip. Setting her teacup down, she sighed. “Why not just ask Celestia if she knows any places.”

“Of course!” Twilight perked up.“Thanks Starlight, you’re a lifesaver.”

“I feel like you just forget everything when it’s anything remotely close to dating,” Starlight chuckled.

“Heh, maybe I do,” Twilight sheepishly smiled, standing up from her chair.

“So, off to visit Celestia I assume?”

Twilight nodded. “Better to do it earlier, especially if I want to be able to reserve a table.”

“Playing it safe as always,” Starlight smirked, sipping some more tea. “Just let me know if you need any more help.”

“Thanks again Starlight,” Twilight smiled, placing her hoof on her own chest. “I really mean it.”

“No need to get mushy Twilight,” Starlight playfully stuck her tongue out.

“Okay, okay” Twilight rolled her eyes, still smiling. “See you in a few hours.”

Twilight stood before a giant double door, a line of ponies behind her. They were all there for the same reason: an audience with Princess Celestia. The ponies looked at her with curious eyes, murmurs and whispers echoing throughout the hallway.

The door opened, a dark blue unicorn walking out, head hung low. She let out a long sigh as she slowly trotted towards the exit.

The door wide open, she was motioned in by the guard. Having done this countless times, she knew how the whole ordeal went.

“Now presenting the Princess of Friendship, Twilight Velvet Sparkle,” the herald announced as Twilight walked through the double doors which shut behind her. Any pony would’ve bowed here, but since the two of them were equals, she simply nodded to her mentor.

“Twilight, it’s great to see you again,” Celestia warmly greeted her, getting out of her throne and trotting over to the younger alicorn.

“It’s great to see you too,” Twilight smiled, meeting her halfway. After a quick hug, silence hung in the room.

Celestia cleared her throat to break the silence. “What brings you here today? You could’ve just written a letter.”

“Well I have some business in Canterlot later so I thought it’d be better just to come here first,” Twilight said.

“So what is it that you wanted to discuss?”

“So here’s the thing,” Twilight awkwardly chuckled, rubbing the back of her neck. “I kind of have a date this Saturday and I said we would go to a restaurant here in Canterlot, but I don’t really know any…”

“Oh my, did I hear that correctly?” Celestia grinned widely. “Twilight is going on a date?”

“Y-Yes?” Twilight tilted her head.

“I didn’t think this day would come,” Celestia wiped a stray tear away. “You really have grown up.”

“Celestia, I think you’re overreacting,” Twilight pouted. “It’s not like I haven’t gone on a date before.”

Celestia cocked an eyebrow. “Twilight, when was the last time you actually went out with anypony?”

“I go out with my friends all the time!”

“I meant to go out with them romantically,” Celestia chuckled. “I thought it was implied there.”

Twilight’s head drooped. “I knew what you meant, I just didn’t want to admit it…”

Celestia placed a hoof under her chin, lifting her head up. Twilight was face-to-face with her, a kind smile on Celestia’s face. “It’s okay Twilight, I was just teasing you. Though I am curious, when was the last time you even went out with a pony?”

Twilight awkwardly chuckled. “Well, I think it was when I was still attending your school.”

Celestia gasped. “It’s been that long? Twilight, you seriously have to get out there.”

“Well that’s kind of why I’m here,” Twilight said, going back to the topic at hand. “Do you know any good restaurants to go to for a date?”

“That’s a rather broad question,” Celestia tapped her chin. “What does this pony like? Do they prefer a casual setting or something more classy? What kind of food do they like? What kind of atmosphere do they enjoy?

“I didn’t think there was so much thought that goes into picking out a place to eat,” Twilight sighed. “Looks like I still have a lot to learn.”

“Don’t worry Twilight, I know you’ll be a master dater soon enough,” Celestia said. “Now, what do you think they’d like?”

“Well, they definitely would like something classy,” Twilight said. “They’re not really that picky as long as it isn’t messy, and they’d enjoy a somewhat elegant atmosphere.

“I’m going to go on a whim here, but does your date happen to be an alabaster unicorn who loves fashion?” Celestia smirked.

Twilight’s mouth went agape, not able to mutter a single word.

Celestia giggled at her response. “I’ll take that as a yes.”

“Did you...?! How? When? What?!”

“You made it a little bit obvious when describing her,” Celestia chuckled. “Also, I don’t think you’d go on a date with anypony you’re not comfortable with. At least for now.”

Twilight sighed. Celestia’s reasoning was sound, so there was no point in arguing. “You’re right, I am going on a date with Rarity.”

“I didn’t think you swung that way to be honest,” Celestia said. “Not that there’s anything wrong with that, of course.”

“You’re the second pony to say that.”

“Maybe it’s because you haven’t shown interest in any pony but Flash Sentry?” Celestia offered.

“You know, maybe that’s why,” Twilight rubbed her chin. “Just maybe though.”

“Anyways, we’re getting a little off topic. We were discussing restaurants, no?”

“Yes!” Twilight nodded quickly. “I almost forgot why I came here. So, do you know any that Rarity would like?”

“Well I know a Prench restaurant she’ll most certainly enjoy,” Celestia nodded to herself. “I can even get you a reservation, if you want.”

“I wouldn’t want to bother you,” Twilight said. “I mean, you’re already so busy!”

“Are you sure? I can’t promise you’ll be able to get one, even if you are a princess yourself.”

Twilight tilted her head. “Wait, why?”

“I believe that the reservation list is full for the next year,” Celestia chuckled. “Quite the prestigious restaurant.”

Twilight’s eyes went wide. “Seriously?!”

“It is true.”

“T-Then if you could help me get a reservation, that would be great,” Twilight nervously chuckled.

“I’d be happy to,” Celestia smiled.

The week went by quickly for Twilight. She had already gone to Rarity to tell her to meet her in Canterlot, but she was sure not to say too much about the date itself. Twilight had read somewhere in a book that mystery entices most ponies.

The train ride to Canterlot was as boring as always, but that’s nothing a book couldn’t fix. Twilight had spent the whole time reading about dining etiquette.

“Rarity’s probably already used to these kinds of things…” she mumbled to herself as she stepped onto the platform.

“What am I already used to, darling?”

Twilight slightly jumped at the sudden voice, turning to her left. Rarity was right in front of her, dressed up in a beautiful ensemble. Her flowy, light blue dress with dark blue accents matched well with a light pink bow, which tied up her mane.

“Uh… nothing?” Twilight chuckled awkwardly before clearing her throat. “Your outfit is beautiful, Rarity.”

“Why thank you,” Rarity giggled. “I made it just for today.”

“You didn’t have to go all out,” Twilight said, looking at her bare body. “Now I feel like I didn’t try hard enough.”

“It’s quite alright darling,” Rarity smiled. “I did this because I wanted to. Plus, we’re in Canterlot! How could I not dress up?”

Twilight cocked an eyebrow. “So you dress up everytime you come here?”

“Of course! Appearances are everything here.”

“You’re definitely not wrong,” Twilight chuckled, looking at the crowd. More than half the ponies there were dressed up.

“I made a dress for you too, if you’d like to wear it,” Rarity offered, levitating a gift bag in front of her.

“You didn’t have to,” Twilight gasped, taking the bag. “It must’ve been a lot of work.”

“Anything for a friend, or lover,” Rarity winked.

Twilight blushed, covering her face with the bag. “I-I’ll go change real quick!”

Twilight fumbled with the bag a bit before trotting over to the nearest restroom, where she decided it was best to change into the clothes. Inside the bag was a beautiful yet simple white dress with dark purple accents. The dress was flowy with streaks of purple lining the neck area. Although it was simple, it fit her perfectly. Staring at herself in the mirror, she smiled.

“Darling, are you okay in there?” She heard Rarity’s voice from the other side of the door. “Does it fit alright? Is there anything you dislike about it?”

“I-I’m okay!” Twilight stuttered out, opening up the door.

“So, what do you think?” Rarity asked.

“It’s perfect Rarity,” Twilight giggled, hugging the fashionista. “Thank you.”

“As I said before, anything for a friend,” Rarity said before lowering her voice. “Or lover,” she purred in her ear, a smirk across her face.

Twilight froze like a statue, her face reddening. Rarity giggled before separating from her. Twilight, however, was still standing there, mouth slightly agape.

“I’m just teasing,” She winked. “Though I do have to say that you are just stunning in that dress. Really accentuates your figure.”

Twilight shook her head quickly, snapping herself out of the daze. “You’re so mean, Rarity…” she mumbled.

“Sorry darling, but you’re just too cute when somepony teases you,” Rarity smiled. “I do hope you can forgive me.”

Sighing, Twilight calmed herself down slightly. Looking at the nearby clock tower, her eyes slightly widened. “We should hurry to the restaurant.”

“I see you’re always prepared,” Rarity hummed. “I did expect you to have a reservation though.”

“I want every date I go on to be perfect,” Twilight said, starting to walk in the direction of the restaurant.

Rarity walked by her side. “Well that’s going to be simply impossible.”

Twilight cocked an eyebrow. “Why?”

“You should know as well as I why not every date can be perfect,” Rarity grinned.

Twilight stayed silent, simply tilting her head at the unicorn's words.

Rarity sighed. “Twilight, does everything always go according to plan?”

“No?” Twilight said with uncertainty.

“You’re right,” Rarity smiled. “Not everything goes according to plan. I’m pretty sure you know that.”

“I guess I do…”

“So that means that not every date will go as planned,” rarity said. “For example, let's say you wanted to go out to fly a kite in the park for a date.”

“Okay,” Twilight nodded.

“What if there was no breeze to pick up the kite? Or what if it started raining?”

“Then the date would be ruined?”

“Well it would be if you didn’t try to improvise,” Rarity said. “If there was no breeze, but it was still a beautiful, clear day, you could simply go on a walk around the park or even go for a swim if there’s a pond or lake nearby.”

Twilight nodded slowly. “I guess that makes sense.”

“Why do I feel you lose a lot of common sense when it comes to anything that isn’t magic or academic.”

Twilight rubbed her chin. “I’m pretty sure Starlight said something like that.”

“Not surprised,” Rarity smirked. “But anyways, you see what I’m getting at? Not every date will go according to plan. Things don’t always work out, but that’s okay. You just have to go with the flow most of the time! I know that’s going to be a little odd for you, knowing how much you like being organized.”

“And you’ll probably get extra brownie points with the pony if you’re able to still have fun even if the date was quote-unquote ruined,” Rarity finished with a wink.

“Wow Rarity, you really know a lot about dating huh?”

Rarity shrugged. “I have some experience.”

“Yeah, unlike me,” Twilight sighed, slightly hanging her head.

“Darling, where’d all that confidence go from the other day?” Rarity frowned.

“The more I talk to ponies about dating and all this romantic stuff, the more I realize that I don’t really know anything…”

Rarity rolled her eyes. “Twilight, you can’t be perfect at everything. There’s no need to get upset over something like that.”

“I know, I know,” Twilight weakly smiled, looking up. “It’s just hard, you know?”

“Oh trust me, I do,” Rarity grinned, winking at her. “A tip I have for anypony new to the dating scene is to just be yourself and be confident! Ponies love confidence.”

“Really?”

“Of course!” Rarity said. “It’s similar to giving a speech. If you radiate confidence when you're speaking, your listeners are more likely to actually listen to what you have to say, while on the other hoof, if you’re not confident then they’re more likely to not.”

“In the context of dating, however, it makes you more attractive to the other pony. Confidence shows security. Don’t let that trick you though!” Rarity huffed. “Someponies are just over confident, even if they can’t back it up with anything. Don’t fall for their tricks like I did!”

Twilight let out a small laugh. “Do I even want to ask what happened?”

“That’s a story for another time,” Rarity winked.

“Thanks for telling me all this and for putting up with me,” Twilight said. “You probably aren’t having much fun though, having to listen to me mope about not being good at dating.”

“Of course not,” Rarity smiled. “Talking with you, or any of the girls, is always delightful, regardless of what we’re talking about. I enjoy your company.”

Twilight simply nodded, the two continuing to walk in silence. Soon enough, the two ended up at the front of the restaurant.

The two stood in front of the restaurant with wide eyes.

“Twilight, you did come to visit the place before making a reservation, yes?” Rarity asked, looking at the alicorn.

“I may or may not have had another pony make the reservation for me,” Twilight chuckled awkwardly. “In my defense, I actually didn’t really know any good restaurants in Canterlot. I only really went to the Hayburger down the street…”

In front of the two was a grandiose building, crowded with creatures of only the highest stature. There were celebrities, royalty, and even ambassadors hailing from surrounding territories. Guards were roaming about constantly, not a single spot left unguarded.

The building itself was very large. Large columns supported the wide open entrance, but there was only one point of entry: through the middle column where two guards stood. Velvet ropes organized a line, which was just as packed as inside. The name was etched into a part of the roof.

Le Mirage

“Well, this is definitely not what I was expecting,” Twilight frowned. “Now I’m glad that you brought me this dress.”

“One must always be prepared,” Rarity grinned.

Twilight sighed. “I’m sorry about this Rarity. I didn’t think we’d be dining at such a prestigious place. I thought it’d be nice and quiet, with that sophisticated atmosphere.”

“Darling, there’s nothing to be sorry about,” Rarity said. “This place looks lovely, and who said our date needed to be nice and quiet? I do enjoy things like this every now and then.”

“Well if you’re fine with it, then I guess we should head in,” Twilight smiled weakly. “There’s another line over there for reservations only.”

“Lead the way.”

The two mares walked towards the reservation only sign, where other ponies were standing about.

A pony, who everypony assumed was a waiter, walked over to the reservation area. He wore a black vest, white collared shirt, black bowtie. Trotting over to two familiar ponies, he smiled.

“Fancy Pants and Fleur De Lis, your table is ready.”

“Perfect,” Fancy Pants smiled back while Fleur simply nodded.

“Right this way,” the waiter said, leading them into the restaurant. The pair followed closely behind him, disappearing into the crowd.

“What time is our reservation?” Rarity asked, looking up at the nearby giant clock tower.

“It was for 8:00pm,” Twilight responded. “We still have a couple minutes.”

Just a moment later, the waiter came back, announcing two more names.

“Reservation for Princess Twilight Sparkle and Rarity?”

Ponies turned their heads to the pair, mainly focused on Twilight. There were whispers in the crowd, as well as some loud cheers.

“I love you Princess Twilight!” Somepony in the crowd yelled.

Another shout came out from the crowd. “You’re the best princess!”

“You’re really sexy!”

Everypony stopped for a second, looking at one another, trying to find the culprit. Twilight, however, was blushing profusely, glaring at the crowd.

“Princess Twilight?” The waiter called out to her. “You’re table’s ready.”

“Oh, yes,” Twilight shook her head, looking back at the waiter. Her face was still red with embarrassment, but she smiled the best she could. “Thank you. Rarity and I will be right behind you.”

“Right this way,” The waiter flashed a smile back, walking into the restaurant. As they entered, they were greeted with a wonderful aroma. All kinds of spices and herbs filled the air, mixing together perfectly.

Twilight seemed to have forgotten all about the comment from earlier as she looked around the restaurant. The inside wasn’t as showy as the outside. Instead, it was a lot more classy. The room was dimly lit, the crystal chandeliers hanging above illuminating the room ever so slightly. The tables were dressed neatly with a white tablecloth with gold accents. A candle sat right in the middle, providing a bit more light in the room.

“This place is amazing…” Twilight said as she walked.

“It truly is,” Rarity nodded. “The atmosphere, the decorations, the class! This has to be the best restaurant I’ve been to.”

Twilight looked around, trying to find a plate on anypony’s table. However, there were no plates to be seen. “I wonder what kind of food they serve here.”

“If I were to guess, I think it’d be mainly Prench cuisine here,” Rarity said.

“Why is it always Prench?” Twilight sighed. “Ever since I became a princess I’ve always ended up eating Prench food at least once a month.”

“Ponies think it screams refined and classy,” Rarity sighed. “But if I’m being honest, I think Neighponese dishes are much more elegant.”

“I’ve never actually been to a Neighponese restaurant,” Twilight said.

“Oh they’re just amazing darling,” Rarity grinned. “There’s a couple good ones here in Canterlot I’d recommend.”

The waiter came to a stop next to an empty table, pulling out the chairs for the ladies.

“Your table, madams.”

“Why thank you,” Rarity giggled, taking a seat.

Twilight bowed her head slightly. “Thank you.”

“Here are the menus,” the waiter said, placing them in front of them. “Would you two be interested in our specialty wine this evening? It originates from Roam and is aged to perfection.”

Rarity glanced at Twilight, who smiled and nodded.

“That would be amazing,” Rarity smiled at the waiter. “Two glasses, please.”

“Of course,” the waiter smiled back before making his way towards the kitchen area.

Rarity flashed a grin before opening the menu. “I didn’t take you as a wine pony, Twilight.”

“I drink a glass every once in a while,” Twilight shrugged. “I’m not too big on drinking in general to be honest. When I do drink, it’s either cider season or when I’m having some me time.”

“Sitting down reading with a nice glass of wine I presume?“

Twilight giggled. “You know me too well.”.

Rarity smiled in response. “So, any idea on what you’re going to order?“

“Probably something light,” Twilight sighed. “Starlight said I’ve been getting a bit pudgy recently.”

“Really?” Rarity placed her menu down. “I think you look just as good, if not better, than before. You have curves in all the right places and a pretty face to match it.

Twilight blushed slightly.

“You did grow a bit, but that’s to be expected. You’re an alicorn after all.”

“That’s what I thought too,” Twilight nodded. “My appetite is definitely bigger than before.”

“Your looks are nothing to worry about, darling,” Rarity hummed.

“Thanks,” Twilight sheepishly smiled.

The waiter arrived, levitating a tray behind him. He gently placed two glasses on the table, pouring the wine into them.

“Here is your wine, madams,” he said. “Now, are you two ready to order?”

“We are,” Twilight nodded. “I’ll have the patate au vin, please.”

“And I’ll have the ratatouille,” Rarity said.

“Right away,” the waiter bowed before leaving.

Twilight stared at the glass of golden white wine.

Rarity raised her glass up, a warm smile on her face.. “Shall we do a little toast?”

Twilight shrugged, raising her glass up as well. “Why not?”

The glasses made a small clink as they tapped them together.

Rarity grinned “To tonight!”

“To tonight,” Twilight repeated.

Raising the glass to her lips, Rarity took a sip. Her eyes widened slightly as she swooshed it around. “Oh my, this is quite good.”

Twilight took a sip as well. “You’re right!”

“I may have to buy a bottle of this,” Rarity said, levitating the wine bottle to her. “Frascati, huh?”

Twilight rubbed her chin. “I think I have a bottle like that at the castle.”

“Really?” Rarity’s eyes sparkled.

“I’m pretty sure,” Twilight said. “You can have it, if you want.”

“Oh thank you!”

“No problem,” Twilight smiled. “Think of it as a ‘thank you’ for this dress.”

Rarity nodded. “I’ve been meaning to ask this, and do excuse me if it’s rather blunt, but why did you ask me out on a date?”

“There has to be another reason besides you being interested in a pony to ask them on a date?” Twilight eyes slightly widened. “I don’t remember ever reading something like that…”

“What an innocent answer,” Rarity giggled. “Simply put, some ponies ask other ponies out on dates for favors or to mess with them. Just so you know, I’m not accusing you of having any hidden intention, it’s just I find it a little unusual you’d ask me out on a date out of nowhere.”

Twilight sighed. “I guess that cat’s out of the bag, huh?”

“Whatever could you mean by that?” Rarity cocked an eyebrow.

“Well between you and me Rarity, I kind of made a list of ponies to ask out on a date because I was afraid I’d end up all alone,” Twilight dryly chuckled. “I didn’t really take anything related to dating seriously until recently.”

“That is so you,” Rarity grinned. “Making a list of ponies to ask on a date to see if they’re your special somepony. Truly Twilight fashion.”

Twilight nodded. “Since you know that now, I guess that means you can’t really be my special somepony.”

“And why would it mean that?”

“W-Well, because I just admitted I had another intention with the date,” Twilight stuttered.

“Twilight, that’s not another intention,” Rarity giggled. “That’s exactly what dates should be for. Looking for your special pony and learning more about them!”

“I guess that makes sense…” Twilight nodded. “So does that mean you think this could work out?” Twilight smiled, a glint of hope in her eyes.

“You want me to be truly honest? Rarity said.

“Of course.”

“Then probably not,” Rarity sighed. “It’s not that I don’t enjoy your company or don’t like you, but it’s that I’m more focused on work right now. Plus, we’ve been good friends for a while now, I wouldn’t want that to change.”

“That’s what Fluttershy said…”

“Wait, Fluttershy actually went on a date with you?” Rarity asked in surprise. “I thought for sure she’d clam up as soon as you mentioned it.”

“She took it surprisingly well,” Twilight said.

“Good for her,” Rarity grinned. “I’m guessing your list has the other three as well on there?”

Twilight nodded.

“I would expect the same answer from them as well,” Rarity sipped her wine. “We’ve been friends for too long, so don’t take it too personally.”

“I won’t, I promise.”

“Well, good!” Rarity clapped her four hooves together. “Perfect timing too, because the food’s here!”

As if on cue, the waiter gently placed the food in front of them. Also refilling Rarity’s wine glass, he made his way towards some other guests.

Twilight looked down at the plate. “This looks good!”

“I wouldn’t expect anything less from such a restaurant,” Rarity smirked, levitating a fork up. “I do hope it lives up to my expectations.”

And it did.

The two spent most of the night catching up, just as good friends would do. There was no awkwardness because it was a “date”. There were no piercing silences. The two simply enjoyed each other's company, the food, and the wine. When all was said and done, they simply parted ways just as friends do after hanging out.

And Twilight felt there was nothing wrong with that, leaving with a smile on her face.

“It’s good to be back,” Twilight sighed, plopping onto her bed. Still wearing the dress Rarity gave her, she smiled. “Guess that takes Rarity off the list.”

Levitating the scroll over to her nightstand, she crossed out the fashionista’s name.

“And that’s perfectly fine.”

Author's Note

Twilight is slowly learning about dating from experience!

This chapter came out a little longer than planned but that’s okay! Hope you all enjoyed it.

See you in the next one! :twilightsmile: