Flash Sentry Loves Short Skirts

by Flutterpriest

First published

Wanting to dress pretty and wear makeup does NOT make you gay. Period. Flash, or Felicity, just wants to find some company in a nice, wholesome girl who loves traps. Surprisingly, her problem might be that she's looking at the wrong school.

Wanting to dress pretty and wear makeup does NOT make you gay. Period. Flash, or Felicity, just wants to find some company in a nice, wholesome girl who loves traps. Surprisingly, her problem might be that she's looking at the wrong school.

Written for ShortSkirtsAndExplosions


Part of the B_25 vs Flutterpriest 24 Hour Writeoff

Trap Explosions

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Let’s get one thing straight. Wanting to dress in pretty clothes, wear make up, look gorgeous, and be a beautiful girl, doesn’t make you gay.

That’s sadly where Flash Sentry finds himself on this strange Saturday morning. Well, it wouldn’t be fair to say ‘Flash’. Right now, her name is Felicity. Her hair is carefully parted. She has a gentle, delicate, light pink dress that goes down to just above her knees. And, of course, this was her third week out wearing heels, and her confidence was improving.

There was a lot of words to describe Felicity, but the word she preferred was the word ‘Trap’. She was lucky to have such liberal parents that basically only cared if she got into Stancolts. So, while she went to school and football games as flash, Saturday was her day. Except, there was one really, really big problem.

Sexuality is a crazy spectrum, and one of the struggles for Felicity is trying to find potential partner that are interested in not who she is, but who she is. The major sticking point? She is looking for another she. That’s where her major problem comes out.

Gay Bears LOVE her.

Felicity walks down the sidewalks of Canterlot High, catching her usual double-takes from the students who knew her by a different face. She couldn’t help but feel uneasy. You can train and tell yourself to be confident for anything, but, well.

Not a member of the football team running to catch up to her.

“Hey FLASH!” Norman calls out to her. She winces slightly, frustrated that this is the third week in a row that her preferences were not being respected. She sighed.

“Hi Norman. How are you?” Felicity asks.

“Pretty good. Looking Sexy.”

Felicity took a few steps back, feeling uneasy at Norman’s gradual incline of familiarity and compliments over time. Today was a step too far.

“What do you want?”

“Well, like, I don’t know what you’re doing tomorrow, but I wanted to know if you wanted to grab some dinner.”

“Well,” Felicity said. “It sounds like something nice to do as friends.”

“What?” Norman continued. “No. Like. As a Date. I mean. Look at you. You’re kind of asking for it.”

No. That’s it. This needs to end now.

“Norman, I’d really like for you leave me alone. I’m deeply uncomfortable by your advances and I’d prefer if you would stop.”

“Oh, come on, dude.”

“My name is Felicity.”

“Whatever. It’s not like you’re seeing anyone right now. Come on. It’ll be a lot of fun. I promise I’ll be gentle.”

“Excuse me, young adults,” A feminine voice says, stepping forward. A tall, purple haired woman with pink and blonde streaks in her hair stepps forward. “Sir, I believe the young lady asked for you to leave her alone. Do I need to inform your school staff that you’ve been harassing a fellow student? I’m sure the Dean of Crystal Prep will be sure to get your administration’s attention.”

Norman nodded, stepped away, and jogged back towards the football field. He took a deep breath and turned to the woman. He couldn’t help but find himself short of breath in awe of the beauty of this woman.

“Now, I believe you’re Flash Sentry, but what would prefer to be called?” she asked.

“Uhm, Felicity,” she said to the Dean.

“My name’s Cadance. You look really nice today. Are you feeling alright from that?”

Felicity opened her mouth to speak, but couldn’t find the words to say ‘Yes, I’m fine.’

“Poor dear, I was just on my way to get an ice cream cone, would you like to join me?” she asked.

Felicity’s heart lept in her chest. All she could do was nod and smile.


“S-so you’re the Dean of Crystal Prep?” Felicity asked, as Cadance ordered two vanilla ice cream cones and fished into her purse for a few spare dollars for ice-cream.

“Well, yes. But I try my best to make sure we’re accepting of all students no matter what their identity. By students being able to accept who they are, as well as being true to themselves and their feelings, they’re able to perform better in school, build confidence, and even live more enriching lives in the long term.”

“O-oh!” Felicity said quietly. “W-well. I guess I’m just surprised, Crystal Prep was supposed to be reserved and… well. Less open to people… like…”

“Like a star student and athlete?” Cadance says, finishing her sentence. “That’s one way to view things.”

The cart handed the girls their two vanilla ice cream cones.

“The way that I like to view things is that people in the world are more tolerant than they let on. In fact, many people are more progressive than they would even believe. It’s up to those who want something to simply take the step forward and ask for the things they want bad enough. Then, in the worst case? They get a no, as opposed to never knowing what could have been.”

Cadance then examines her ice cream cone, and extends her tongue from the base of the ice cream cone up to the very tip, keeping her eyes directly locked with Felicity.

Felicity could feel the heat tingling deep inside him, and her dress began to grow tight.

“U-um, c-could we sit down?” she asked.

Cadance smiled and nodded.

The two girls sat down and continued to make light banter on the weather around town. Felicity couldn’t help but take a moment to absorb in all of the crazy signs she had just witnessed not only from this gorgeous woman who was significantly older than her, but also an educator at another school! Isn’t this… isn’t something about this not okay?

But Felicity could help but feel calm, and at ease with woman. She felt like herself. No, better. She felt like who she wanted to be every single day.

“Well, at very least, I’m really happy to see that you’re doing better. I probably should be taking off.”

“Uhm,” Felicity said, reaching out to grab her hand as Cadance rose from her seat. “I would uhm. I would like to see each other again.”

Cadance smiled ever peacefully, ever acceptingly.

“In what way?”

Felicity opened her mouth, but the words wouldn’t come.

Dean Cadance pulled out her purse, and pulled out a small card.

“My cell phone is on here,” she said, placing the card in Felicity’s hand and closing it around it. “I hope to hear you soon.

And so the Dean turned and walked away, leaving Felicity smiling, joyful, and hopeful for the future.