A Janitor's Love

by Oldtakufanboy

First published

I'm a janitor in love with principal Celestia. Can I win her heart? Find out and see

My name is Jake Norm, a twenty-five-year-old who works at Canterlot with my friend Discord as janitors. Today, I told Discord about how much I'm in love with principal Celestia, the most beautiful woman I've ever met. He's surprised that I'm in love with their boss and says that if I wanted to win her heart, I take his advice.

His advice made everything so perfect

A Janitor's Love

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It's 3:10 PM on a Friday, as students have left Canterlot High with nothing, but silence. I walk over with my partner Discord over to our separate janitor lockers that have whatever we need to clean the floors of the cafeteria. My name is Jake Norm, a twenty-five-year-old that works at Canterlot high. I have short black hair, green irises, and a tattoo on my left shoulder of a heart.

"How was your day, Jake?" asks Discord, as we make our way past the lockers and went left.

"My day has been going good, Discord," I replied. "Been hanging out with family because it was my father's sixty-fifth birthday."

"That's sweet of you. I've been hanging out with my daughter-"

"Hello you two," said a familiar voice that cuts off Discord.

From the principal's office is none other than principal Celestia herself. My vision goes all dreamy, as I stare into her eyes. Overtime I see her; my mind goes all cloudy and I feel light as a feather. Ever since I met her, she's like a goddess among mortals. Giving good life lessons to students, being there when times are rough, and sometimes eating cake in her office when she's on break. She's not fat, but she does have nice curves. A woman like her is any man's dream.

"Hey! Jake," said Discord, giving me a clonk on the side of my head, making me look up at him. "You okay?"

"Huh? Wha?" I said with a shake of my head. "What happened?"

"It's rude to stare, you know?" says Discord.

"S-sorry, Celestia," I said, as my cheeks began to feel warm. "My mind was set on something else."

"Just pay attention, okay?" she says with a chuckle. "I said that I'm giving you two a raise."

"Oh! Thank you very much, Celestia," I said, as I scratch the left side of my head.

"You are very welcome," she says with a smile. "Also, Jake."

"Y-yes?"

"Can I see you in my office when you're done? I'd like to talk to you."

"S-sure."

"See you then," she says, as she goes back into her office.

"What's up with you, Jake?" asks Discord, as he scratches his neck, behind his small beard.

"Can I talk to you about something when we get into the cafeteria?"

"Sure."

We walk past Celestia's office and made it to our individual lockers, by pulling out a mop and our half-way filled buckets of soapy water.

"Discord, have you ever hang out with Celestia?" I asked, as we shut our lockers.

"We dated for a few months and that was it," he says, as we make our way to the cafeteria.

"Do you know anything about her?"

"Hold the phone," he says, making us stop in front of the hallway that will lead us past the student lockers and towards the cafeteria. "Why are you asking me these questions so suddenly?"

"Well, it's because I-"

"Wait a second," he says, cutting me off. "Are you in love with Celestia?"

"Y-yeah," I said, as I look away from him out of embarrassment.

"Well, well, well," he says with a toothy grin. "Looks like, Jake the snake, is in love. How smashing."

"Shut up," I said with a chuckle, as we make our way down the hallway.

"Why didn't you tell me?"

"Because I felt shy to ask, but I couldn't hold it in anymore."

"My boy," he says, as he places a hand on my left shoulder. "I'll tell you what I know about Celestia."


For the past hour, Discord has told me about Celestia; he says she has a sweet tooth for cake, loves flowers, and loves to be treated like a princess. There are definitely things I never knew about Celestia and Discord, is the one guy I know who dated her and can get some info from.

"That's quite to take in, Discord," I said, as he and I clean up the final line of tables at the further end of the cafeteria.

"You'll do fine, Jake," he said. "I have faith in you that you two will be perfect together."

"It's just that... I'm a shy person."

"You need to man up," he says, as he reaches into his coat pocket and pulls out a mask that looks exactly like Celestia.

"How the hell did you do that?" I ask.

"Just listen Jake," he says, as he puts on the mask. "If you wanna get with her, you need to act calm and normal."

"Like how?"

"Seduce me," he says in a feminine voice.

I look around to my left, then right, just make sure no one is seeing this.

"You?" I said, as I look back at him with a cocked eyebrow.

"Seduce me," he repeats, still sounding feminine.

"What? Discord! I'm not gonna do-"

"SEDUCE ME!"

"Okay! Damn!" I said, as I take a deep breath and exhaled slowly. "I got this."

I walk up to him and place a hand on the side of the table, as the other goes onto my hip.

"Hey," I said calmly. "Would a lady like you want to have a chat with me?"

"Oh you," he says with an odd giggle.

"I'd take that as a yes. So... You free later?"

"That's it!" he says, as he takes off the mask, sounding normal again. "You got it! I see a spark in you."

"You think so?" I said with surprise, as I stand normally.

"Jake," he says, as he places a hand on my shoulder. "As a friend, I'm telling you the truth. You got this."

"Thanks Discord," I said with a smile.

"Would you like to do more role-"

"No."

"Just wondering," he says, as he slips the mask back into his coat pocket. "You also might need something else."

He reaches into the other pocket and pulls out a small thing of mint flavored icebreakers.

"Bad breath?" I asked.

"I take these for safe measure," he says, as he places them in my hand. "Go on. Go win her heart, Jake. I'll deal with all of this and deal with causing chaos to those siren brats."

"You mean the new girls?"

"They called me an old geezer and I'm gonna give them payback," he said with an evil chuckle. "Chaos strikes again."

"Uh... good luck with that. See ya."

"Good luck, warrior of love," he says, as I grab my things and walk out of the cafeteria.

As I exit out of the cafeteria, I took in front of the doors and took a deep breath.

"I can do this," I said, as I walk down the hallway, back to my locker to put everything away.


Ten minutes have pass, as I walk over to Celestia's office and popped in two mints into my mouth. I got my hands cleaned and I put away my janitor coat.

"I can do this," I repeat in my mind. "I can do this. I can do this."

As I make it to Celestia's office door, I swallowed the mints and give the door a few knocks.

"Who is it?" said Celestia from the other side.

"It's Jake, Miss Celestia."

"Please, come in."

I open the door, seeing her sit on her chair folding up some papers. She looks up to me and smiles.

"Take a seat," she says, as I close the door behind me.

I walk in and took a seat onto the chair that sits in front of her desk. I look around, as she deals with her papers to see the calendar, the window showing off a sunset that goes down from behind town, a book case, and a picture of her and her sister aka vice principal Luna. On her desk is a microphone that's behind the phone, and a plaque that has her name on it.

"Mr. Norm," she says, as she puts away her papers. "We need to have a talk about the incidents that keep on happening like earlier."

"Y-yeah, about those, I-"

"You seem to be nervous around me? I'm not dumb, Mr. Norm. Are you nervous that I may fire you? Is that it?"

"N-not at all," I replied.

"Because your behavior is getting suspicious and I have a feeling that you may be doing something bad behind my back."

"N-no. I'm not doing anything. I'm not doing drugs or talking bad about you, its just-"

"This needs to be dealt with," she says with a hint of anger in her voice.

I couldn't hold it in; I just have to say it. I rise up from my seat, slap my hands down onto her desk and let all my feelings out to her.

"Principal Celestia," I said, making her flinch. "I'm I have a crush on you since I started working here last year. The reason why I act all funny is because you are the most p-prettiest woman I ever saw."

A blush goes across her cheeks, as I sit back down looking away from her from embarrassment. I look back at her, as she looks away from me.

"I think I should go," I said, as I get up from my seat. "Sorry about that. I'll leave you be."

I walk over to the door with my head down low, feeling terrible from what I did.

"W-wait," said Celestia, before I could twist the door knob. "Come back here. Sit down."

I turn around at her, seeing that she's giving me a neutral look. I came back and sat back down.

"I'm sorry," I said softly.

"Don't be," she said. "You didn't make me mad. I must say, I'm surprised, but I'm not mad."

"It's just... that..."

"Mr. Norm, it's been a while since I've heard a man having the guts to come up to me and saying that he likes me or is in love with me. I'll admit, you got guts."

"Well, thanks."

"Do you really think I'm pretty?" she asks.

"Like a goddess," I replied, making her cheeks go red.

"You are such a sweet man, Jake," she says with a giggle. "I like that in a man."

"You do?"

"I like it when a man is shy around me," she says, as she unbuttons a part of her uniform. "I find shyness sexy."

My eyes lit up, as I try to stay focused on her eyes. Her eyes gave off a hint of lust that I never seen before.

"You f-find shyness sexy?" I ask.

"I do," she says, as she gets up from her seat and walks to my right.

She takes a hand and gently places it onto my shoulder, giving me goosebumps. I never knew Celestia had this side to her.

She brings her head close to my ear, until I could feel her breathing, making my ear tingle.

"I think you are the man I'd like to fall in love with," she whispers, making my cheeks go warm.

She takes her hand off of me, as she goes behind me. I turn around, seeing her lock the door.

"Wh-what are you, doing?" I ask, as she looks back at me.

"I want us to be alone in here for privacy," she says, as she walks over to the window.

"P-privacy? F-for what?" I ask, as she looks back at me with a sultry smile across her lips.

"Jake," she says, as she walks over to me. "It's been a while since any man has called me pretty."

She takes a seat onto my lap and wraps her arms around my neck.

"Well, you are to me," I said. "Prettier than any woman I know."

"Like to prove that you are right?"

She closes her eyes and plants her lips onto mine, making my eyes lit up for a second, but let them close to enjoy this moment. I open my eyes slightly, as she does the same. She pulls her lips away from mine, as she gives her lips a lick.

"Your breath tastes minty," she says. "Prepared for this?"

"I was," I said with a chuckle.

She brings in another kiss, as I began to feel my pants getting tighter. My boner grew, as it touches Celestia's behind, making her pull away from the kiss and giving out a gasp.

"Oh my," she says with surprise. "Is that a banana in your pocket or are you just happy to see me?"

"You could say that I'm glad to see you," I said, as she gets off my lap.

She looks down at the small bulge in my pants, making her giggle.

"Want to feel good, Jake?" she asks.

"I do," I replied.

"How about we make a little of noise," she says, as she starts to undo her pants.

I start unbuckling my belt and then went to unbuttoning the buttons and lastly, pull down the zipper. I stand up and pull my pants down, until I was in my boxers. I look back to Celestia, as she slowly slides down her white panties with a small sun in front of them until I saw her wet pussy. Her pussy leaked, as I stare into it, making me gulp.

"Come on, Jake," she says, as she kicks off her panties. "Let me see your hard, throbbing cock."

I shake my head, bringing me back to reality and start bringing my boxers down, making my member pop free from its silky prison.

"You seem ready," she says, as she walks over to the front of her desk, leaning down until her ass is in view, along with her pussy. "Come here and give your boss what she needs."

I push the chair aside, giving me room for me to stand in front of her. I grab my member and slowly insert it into her pussy that calls me for being pounded. She and I give out a moan, as I went in further. I pull out slowly, then back in.

"Your dick feels very good," she says, as she looks back at me.

"Thanks, my princess," I said, making her blush.

"I love it when someone calls me a princess."

"You are like one."

"Aww, you are such a cutie."

I grab her sides and thrust deep into her, making a loud slap of our flesh touching. She moans louder, as I thrust deeper into her, feeling the crevices of her insides, pulling me in. I never imagined in my life that I'd be fucking the principal of Canterlot High and becoming good at sex. I never had much sex in the past, but this is my first time and I'm loving every second of it.

The room began to be filled with Celestia's moans, as I picked up the pace. I then began to feel it; the climax is about to erupt.

"C-Celestia," I said. "I'm about to cum!"

I pull my member out of her pussy and gave myself a quick handjob before my load goes onto her behind, making a sticking mess. The two of us pant, as I sit down onto the chair from before.

"Thank you, Jake," said Celestia. "You have made my afternoon perfect."

"You're welcome, Celestia," I said, as I wipe off a bead of sweat. "Care if we get a coffee tomorrow?"

"I'd like that," she says, still in position. "Also, mind if you clean my tush? I don't want to have cum smeared on my pants when I leave."

"As you command, my princess."


Tomorrow went well; Celestia had a nice chat, got some laughs out of us and I felt the more we talked, we started to bond more and more. Later, that day, I went over to Discord's place and gave his door a knock. He opens the door, wearing a small fedora.

"Hey there, ol' chap," he says in an English manner. "How's it going?"

"You can say that Celestia and I had a good time talking to one another earlier today and she even gave me her number," I said, making Discord's mouth gape open.

"You can't be serious. Really?" he says in his normal voice.

"We became more than just friends, Discord. What do you think?"

"You did it!" he says, as he hugs me tight. "I knew I saw a spark in you! Well done! Well done!"

"Discord?" I said in a small voice. "Can't breathe."

"Sorry," he said, as he let's go of me.

"What (Cough) are you doing (cough) wearing that hat?" I asked.

"Oh? This? Well, you see, remember those sirens I told you about?"

"Yeah?"

"I'm gonna go cause some more chaos with them," he says with a snicker. "Care to join?"

"You know... I don't mind causing a little of chaos. I'm in."

The two of us give out evil snickers, as we make our way over to Discord's car and hopped in.

"Let's go make some chaos," said Discord, as he turns on his vehicle and the two of us drive off into the sunset towards town.