Study Night

by Oldtakufanboy

Rating: mature
Tags: Romance, Equestria Girls, Sex, Twilight Sparkle (EqG), Slice of Life, Alternate Universe, Human, Original Character
Length: 5406

I'm not doing well in math class, but it was nice of Twilight to tutor me at her place for the night. Things were going good, but things then began to change when Twilight tells me something that's been on her mind.

I'm not doing so hot in math this semester and I needed help. It was nice enough of Twilight to help me with my study guide. She invites me over to her place to study for the night. Things went well, but things go different when Twilight told me what's on her mind.

(Both OC and Twilight are +18)

Published 2016-11-06 00:00:01 UTC
Last updated 2016-11-20 16:52:45 UTC

My Tutor

Hello, my name is Ryan. I'm an eighteen-year-old high school student at Crystal Prep. Right now I'm sulking on my desk looking at my grade for the homework that we corrected from last night. It was an 'F'; a large big fat F. Seeing my grade fall from math class is serious business and I have to think of a way to bring it up or I won't pass. I look around and see others have a grade of As, Bs, and a few Cs. I'm more of a failure than anyone in this class. I then look over to my right and see Twilight looking at her usual A+ on her paper. Out of everyone, Twilight is the brightest and she's always prepared for anything that this class has in store for her. Sometimes I notice at the corner of my eye she stares at me before I look over to her and she quickly looks back at her paper as though I didn't see anything. I'm starting to have a theory that she's got a crush on me, but maybe not; I'm not the smartest guy on campus and picturing her being with a guy like me would make her image kinda awkward.

"Alright," said Mrs. Escalla, as she walks toward my isle and picks up papers, "remember class that Friday is the test. Study hard."

"Yes Ma'am," said everyone.

Mrs. Escalla isn't a mean teacher, but she can get rough on those who aren't doing well (like me for example). She's forty-two years old, lives close to Twilight, and she loves reruns of Law & Order. Her skin is pink and her hair is a mix of light-blue and green. She wears glasses and has a mole on her left cheek.

Before she could pick up my paper, she grabs ahold of Lemon Zest's paper and looks at her grade with a stern look. She puts the paper in the small stack of papers she holds and looks down at Lemon.

"Young lady," she said, "you need to listen to less music and listen better in class."

Lemon nods before Mrs Escalla continued down her way and finally meets me and looks down at my 'F'. She facepalms and shakes her head.

"Ryan, Ryan, Ryan," she said with dismay, "you are failing terribly in this class. You need to improve."

"I'm sorry, Mrs Escalla," I said, as she grabs my paper and looks through it.

"You seriously need a tutor."

"But my parents don't have the time for a tutor."

"Then what are you going to do?"

"I don't know. Study harder?"

"Young man, find someone to help you study or fail. Those are your only options. I hate looking down at your terrible grades."

"I'll find someone to help me with my studies."

"You better," she said, as she puts my paper in her small stack of papers and went on picking up more papers.

"But how," I thought, "I don't know anyone at this school who could help me? I can't ask my friends, they're in Arizona for their school year. Who can I ask?! Who?!"

I place my hands on my head and pondered; wondering who I could ask. Most of the people at this school aren't that friendly and they all seem like a bunch of smart-asses. I'm not as smart as they, but I have to find someone and fast. The clock is ticking and my grade depends on me to something.

As she finished collecting the papers, the bells ring, meaning it was time for lunch.

"Have a good day everyone," said Mrs Escalla, as everyone got out of their seats and went through the door, "make sure to study."

I throw my backpack on and went through the door towards the cafeteria, still asking myself to who am I gonna ask for help.

The noise in the cafeteria was mild of students talking to one another about school, their future goals, etc. For me, I ate on a table with some other people with a tray of milk, an apple, and a small thing of yogurt in front of myself. I needed to eat something, but my grades are at stake. When I stress, I barely eat and my mind goes mad.

"I can't ask my parents," I thought, "they take work way too seriously."

Boy do they. Back in 3rd grade, my parents were pretty strict on me when I don't get an answer right. They would yell or stomp on the ground. I never asked them for help ever again since those years.

As the stress builds up, someone on my left takes a seat beside me. I look over and who was it? None other than Twilight Sparkle, one of the best students around here. She sets her bag on her left and looks over to me while adjusting her glasses.

"Hey there, Ryan," she said, "looks like you're not doing well in math."

"Yeah," I replied, "what's it to you?"

"W-well, I was wondering if you like me to tutor you for the upcoming test?"

"Huh?" I said with disbelief, "you want to tutor me?"

"You could really use the extra hand."

"Why would you, one of the brightest girls at Crystal prep, wanna help me, one of the weakest students?"

"You're not weak," said Twilight, "you just need a lot of help with your studying. I know you can do it. You seem like a student that really cares about your grades and not one of those students who care less. I can help you improve."

"I don't think you helping me would work," I said, as I look down at my tray of food.

"And why is that?"

"I don't want to ruin your image."

"I can care less about my image," said Twilight, as she adjusts her glasses again, "I just want to help you succeed in math."

"You really are kind, Twilight," I said looking up to her with a soft smile, "okay. I'll let you tutor me."

"That's the spirit," she said, as she pats my back, "mind if I eat with you?"

"Sure," I said, as I take the apple from my tray and take a bite into it.

"May I ask you something?" she asks, as she pulls out a lunch bag.

"Sure."

"Do you by chance have a girlfriend?"

"Nope. Not around here especially. What girl will go for a guy who has the lowest grades around here? The girls around here like the boys with the brains. I'm not gonna find any girl around here interested with me. Why ask?"

"J-just wondering," said Twilight chuckling nervously, as she opens her lunch bag and pulls out a small bottle of milk.

"Okay, I'm starting to guess that she's got a secret crush on me," I thought, as I took another bite into my apple.

"Also, would you like to study at my house?"

I nearly choked, but the chunk of apple eventually went down my throat, making me cough.

"You okay?" she asked with a hint of worry, as she pats my back.

"I-I am," I said, as I cleared my throat, "why your place?"

"It has such a nice and relaxing environment for studying. I want you to experience it for yourself."

"Well... sure, I guess."

"One more thing, are you allergic to dogs?"

"No. I have a dog as well named Bang."

"Bang? Cute name." said Twilight with a giggle.

I chuckle along with her before going back to eating. Somehow, eating beside Twilight was new in my experience. It feels nice, talking to a girl.

"Perhaps I could talk to her," I thought, as I look back at her, "so Twilight. How's your day?"

"My day is good," she said, as she takes another sip of her milk.

"Saw any new movies? I recently saw Shin Godzilla."

"Shin Godzilla? That large fire-breathing monster?"

"That's it. Really good Godzilla film."

"Can you give me a little tidbit on what it's about?"

I began explaining a little about the film and told her more about Godzilla from 1954 and some of the other films. She sounded interested, which is a good sign that I'm not boring her with my knowledge of Godzilla. She even asked me questions about the monsters themselves and I gave her answers. Hanging out with Twilight has made the stress die down, but not all of it. If she's gonna tutor me, I have to keep my mind also centered on studying.

The bell rings making everyone, including Twilight and I leave the cafeteria and throwing away our leftovers. Before we walked out, she and I exchanged cell numbers.

"So when do you think you'll arrive?" asked Twilight, as I handed her my number.

"I'll see you around six. That good?"

"I'm good with that."

"Alright Twi," I said, as I walked away from her, "see you later. I'll bring my things and clothes."

"Can't wait to tutor you," she called out.

I look back and waved, as she does the same before we walked to our next class.

"Can't wait."

At home, I'm on the table eating dinner with my parents. I was nervous to what they were gonna say if I told them I'm spending the night with a girl. I had to lie to them by saying that I'll be at a friend's house for the night studying.

"Um, Mom, Dad," I said, making them look at me, "I'm going to a friend's place to do some studying."

"You're free to do so," said dad, "you're eighteen now. You can learn to take care of yourself, but thank you for telling us, son."

"What's it for?" asked mom.

"It's for math class. I'm not doing well in there, so I met a guy around school who'll tutor me."

"Oh? And what pray tell, is his name?"

"Crap!" I thought, "I didn't know they were gonna ask about names."

"Well?" said mother, "what's his name?"

"Jerry... Bongle."

"Jerry Bongle?" said father with a cocked eyebrow.

"Shit! That's the fakest name ever."

"What a strange name," said mom, "okay. Thank you for telling us."

"They bought it?!"

"Now eat your dinner," said father, "it's getting cold."

"Oh. Sure," I said, as I ate more of my chicken.

That was close. Good thing they fell for it. Who knows what will happen if they found out it's a girl I'm studying with.

It's 5:34 PM as I packed in my small suitcase with my toothbrush, toothpaste, comb, my uniform, PJs, etc. I wanted to look good for tonight so I went into the bathroom and used that cologne dad let me have for random occasions. I give myself a few sprays and it smelled so good I gave myself an extra spray for a good measure.

"I look good," I said, as I straightened down my plain black shirt, "it almost feels like a date. More like an educational date."

I smiled and made my way back into my room to grab my things. I grab my small suitcase and threw my backpack over my shoulder.

"See you guys tomorrow," I called out, as I went down the hallway.

"See you tomorrow son," called out dad from his room.

"See you, sweetie," said mom from the kitchen.

I close the door behind me and make my way towards the car. As I made it, I open the trunk and put in my backpack and suitcase. I closed the trunk and make my way to the driver's seat and buckled up. Before starting it, I pull out my phone from my pocket and started texting her about her address. I waited for two minutes for a reply and made sure to type it in my navigation system.

"Study~ life is study~" I sang, as I put the key in the ignition and took off towards Twilight's place.

An Unexpected Turn

It was dark outside, as I arrive at Twilight's house, which wasn't what I expected. As I get out of my car and walked across the street with my suitcase, looking at her house isn't as fancy as I was thinking it was gonna be. The house is average, small windows, violet colored, and has a pretty rose bush near the front door. I stood in front of the door and took a deep breath.

"I hope things work out," I said to myself, as I press the doorbell.

I stood there for another ten seconds until I heard the sounds of what I guess is Twilight walking down some stairs. The door opens and there she was, Twilight wearing her usual uniform. I didn't expect her to be wearing the school uniform and wearing something casual. The only thing that's different about her was her hair that's tied into a ponytail. I'm not a big ponytail person, but it looks good on her.

"H-hey there, Twilight," I said, as I cleared my throat.

"You ready for studying?" said Twilight, as she holds up a notebook to her chest.

Suddenly, I noticed a small dog down to her left. The dog itself was purple and had some green on it. It sat down looking at me as it wags its tail.

"Is that your dog?" I asked.

"Oh!" said Twilight, as she looks down at the dog, "his name is Spike. He's been my friend since I was seven."

"Hey Spike," I said, as I take a knee, "come here."

Spike walks up to me and licks my hand. I chuckle and look back up at Twilight.

"May I carry him?"

"Sure."

I carefully grab Spikes sides and held him up gently until he was in my arms. I bring him close to my face, as he licked my nose. I chuckle again put him back down.

"He's so cute," I said, as I get back up.

"Come in," said Twilight with a soft smile, "it's getting cold out here."

"Sure," I said, as I grab the handle of my suitcase and walked in.

Inside the house gave me a calming vibe. To my left was the living room that has a fireplace, a couch pointing towards the TV. On the right was the dining room and further ahead is the kitchen. In front of me is the stairs with a door above and possibly two other doors on the left and right.

"Say Ryan," said Twilight, as I place my suitcase in front of the door, "could you take a seat in the living room? I'm gonna go change."

"You're going to change?" I asked.

"It feels weird wearing the school uniform all day."

"Sure, I guess. I can wait."

"Will be back as quick as I can," said Twilight, as she rushes up the stairs.

I got into the living room and sat down on the couch. I look over to my right and see Spike jumping onto the couch and looks up at me with a wag of his tail. I smile and pat his head. Spike then moves closer to me and lies on my lap and gives out a yawn.

"Cute little pup," I said to him, as I stroked the fur on his back.

I look more around the living room and noticed a large bookshelf. There were many books of different sizes and thickness. Some were thin and some were fat. I take Spike and put him aside, making him lie on his back. I get up and walked over to the bookshelf and looked around the types of titles such as Magiks, The House of Evolution, Famous Poems, and much more. I then notice at the corner of my eye a familiar book. I grab ahold of it and pulled it out. The book is called The Fetch by Robert Holdstock.

"I remember this book," I said to myself.

I have read this book two years ago. It was a day after strong winds blew down a tree that cut off the power. School was cancelled and I was at home with nothing to do but to read The Fetch that I got three days ago at the Crystal Prep library.

I brought a candle into my room, sat down on my bed and read it. The story's about a kid that has an ability to go into the past with the help of a spirit, but little does he know that every time he goes back into the past, consequences became worse.

I put the book back in its place before I heard the sound of Twilight's door opening. I walk back to the couch and looked up towards the stairs. The stairs creaked with each step Twilight makes before she is revealed. When I saw her, she was wearing a light blue shirt and purple PJ bottoms with a pink star on the sides of her hips. It's unusual for her to wear PJs during our study session, but this is her house, she can do whatever she pleases.

"I'm back," said Twilight, as she makes it to the bottom of the stairs, "ready to study?"

"I've been ready, Miss Sparkle," I said, as I walked up to her.

"Good," she said with smile, "let's study in the dining room. I don't have a desk yet. I've been saving my money to buy me one soon."

"I have no problem with that," I said, as I walk over to the dining room and sat down on a chair.

"I'll be back in a jiffy," she said, as she rushed back upstairs.

I sat there for ten seconds until she came back down to bring in some paper, pencils, calculators, and a math book.

"Let's get started," she said, as she flips over to page fifty-six.

Time passed, before I knew it, I've been studying for about two hours. With all of Twilight's help, I still had some difficulties doing some problems. Some of them were easy, but most were hard.

"I think we did enough studying tonight," said Twilight, "want anything to eat or drink? We can study tomorrow if you like."

"I'm glad you're helping me, Twilight, but it's still too difficult for me to understand," I said, as I scratch the side of my head.

"It's okay," said Twilight, as she pats my back, "we still have plenty of time before the test."

"Y-you're right," I said, as my nerves began to calm, "there's still plenty of time for studying. I'm glad you are teaching me these problems."

"It's not a problem," said Twilight, as she gets up from her seat and walks over to the kitchen, "hungry? Thirsty?"

"Do you have any tea?" I asked.

"We have Arnold Palmers," she said, as she opens the fridge and pulls out half-filled gallon of tea.

"Sure," I said, as Twilight takes out two cups from the cupboard to her right.

She starts pouring in the tea before putting it back into the fridge and walking back into the dining room and placing my cup in front of me.

"Anything you'd like to eat?" she asks.

"Why are you so nice to me?" I asked.

"You're my guest," she said, "got to be kind to a guest."

"That's true," I said before the two of us sipped our tea, "I was wondering, do you by chance have a thing sweet to eat?"

"I've got small cookies and a homemade muffin."

"I'd like to try your homemade muffin, please."

"I'll be back," she said, as she sets her drink down and walks over to the pantry.

She opens it and looks around.

"Hmmm, where is it?" she said.

She then bends down until her rear was high in the air, making me skip a beat. I looked away and tried to get the image out of my head. I shouldn't be thinking like a pervert, especially around the brightest girls of Crystal Prep. I look back, as Twilight closes the door and walks over to me with a plastic wrapped chocolate muffin.

"Here you go," she said, as she sits down beside me, "you are the first person who will try my homemade muffins. Try it."

I unwrapped the plastic off the muffin and placed the plastic aside before taking a small bite into the muffin. The chocolate within the muffin tasted delicious, it was as though I was eating a thing of Hershey's chocolate bar.

"Is it good?" she asked.

"It tastes delicious Twilight," I replied after swallowing.

"You mean it?"

"Absolutely. I'm not lying."

"Um... Ryan?"

"Yeah?"

"Do you... have a girlfriend?" she asked, as a small blush come upon her cheeks.

"No."

"Oh. Okay, just wondering. You see, I'm... in love with this person and I was wondering if you could give me advice?"

"I don't have any dating experiences, but from what I can tell you is just be yourself. What's this guy like?"

"Well, I've been in love with this guy since sophomore year and he possibly has no idea I exist. I wanted to talk to him a few times, but I was very nervous that my body quivers. So today I-"

"Twilight, I knew you had a crush on me." I interrupted.

"Wh-what?!" said Twilight, as her face goes red, "H-how did-"

"Twilight, I've been noticing you sneaking a peak at me here and there. Today, you got the guts to talk to me, help me study and even bring me to your house."

"How long have you known?"

"Since sophomore year."

"This is embarrassing," said Twilight, as she covers her face in embarrassment, "I can't believe you've known all this time."

"To be fair, I know the signals and it's cliche."

"Do you... like me?"

I didn't expect her to say that. I never had thoughts on Twilight; I was usually jealous of her because she's a smart cookie to the school, but she kinda cute.

"I... don't know," I replied, "to be fair, you are kinda cute. Plus, you are sweet and caring person."

"I am?"

"I remember you helping that old lady crossing the street two months ago and that one time when you helped Sugar Coat to the office because her ankle got twisted. You got a heart, Twilight. A big and friendly heart."

Twilight looks away and twirls a curl in her hair.

"That's so sweet of you," she said, "no one has said anything nice to me, but you. Everyone else is just mean to me and they call me a 'teacher's pet'."

"Don't let them bring you down," I said, as I clasp her hands, making her jolt, "you are perfect just the way you are."

Her eyes go all dreamt and unexpectedly, she zooms her face close to mine and plants her lips against mine. We stood in the position for five seconds, until she pulls her face away from mine.

"You are such a sweet guy, too," she said blushing.

I smile and place my hands on her cheek before pulling her face close to mine and giving each other another kiss. This kiss was passionate as Twilight presses her lips harder upon mine. I do the same, as we both kissed harder. We then pull our lips away from each other for a breather.

"You're a good kisser, Twilight," I said.

"You as well."

"I also like your hair in a ponytail," I added, "it looks sexy on you."

Twilight's face goes red again with her mouth gapping wide open.

"S-s-sexy?" she said, as she blinks twice.

"May I also add something?"

"I guess."

I pinch the sides of her glasses and pull them off. Seeing her without her glasses makes her look a whole lot cuter.

"You look cuter without the glasses," I said before giving her a kiss on the cheek.

"I sound like a broken record, but you are so sweet," she said, as she gives me a kiss on the cheek.

"And you are such a smart lady," I said, as I place the glasses back on her face.

"Would you like this smart lady teach you about love?"

"Teach me."

"Let's take this lesson upstairs," she said, as she walks over to the stairs, making me follow behind her.

We both walk up the stairs, as I star at her behind as it sways back and forth. As we got up the stairs, we take a right and entered her room which is fairly big. There was a bed with a window above to stare at the sky, beside the bed is a clothes drawer, and on the ceiling are drawn constellations of different types.

"Wow," I said, as Twilight closes the door behind me, "you have an interesting room, Twilight."

"I do? Sorry if it's nerdy."

"I don't mind," I said, as I took a seat at the end of her bed, "I like nerdy."

Twilight giggles, as she takes her fingers to the buttons of her PJ top and unbuttons three of them to show off a little of her breasts.

"Shall I keep going?" she asked.

"S-sure," I said stuttering, "I m-must admit that th-this is my f-first time. I don't know m-much about sex or how things w-work out."

"I'll teach you," said Twilight, as she continues to unbutton more of her PJ top.

As she goes down to the last button, she pulls it off her body and tosses it aside. Her breasts are fully exposed, showing that her nipples are hard. I'm not sure if that means she's excited or if she's cold, because I'm not even in the slightest bit chilly. However, I can feel my member getting erect from within my pants. I look between my legs and see the bulge getting bigger and bigger. I look back to Twilight, as she to stares at it.

"S-sorry, Twilight," I said, as I block it off, "y-you're just... naked and it's making me, hard."

"That's normal, Ryan," she said, as she walks over to me, "it's healthy for a boy to get hard over a beautiful woman."

"So what next?"

"Take them off," she said, making me jolt, "I'd like to see it. Your penis."

"Do all girls like to see a man's penis?" I asked, as I unbuttoned my pants.

"It is. I learned human anatomy back in fifth grade."

I pulled down my pants and then my boxers, making my member pop out and standing upright. She gives out a small gasps and places her hands to my sides to lean down to get a better look at it.

"My goodness," she said, "it looks bigger than what I expected. With this size, you are perfect for sexual interactions."

"Care to test it out?" I asked.

She smiled and grabs the sides of her PJ bottoms and slowly pulls them down, revealing her slightly wet pussy.

"Looks like I'm not the only one excited about this," I said, as I look back up at her.

"I'm so horny right now, Ryan," she said, as she climbs up onto the bed and sits above my throbbing member ready to plunge within her, "I want to have sex with you so badly."

Her dripping pussy rubs against the head, making the both of us give out a light moan.

"My God, Twi," I moaned, "your pussy is really wet against the head that it feels so good."

"Now for the next part."

She slowly slides my cock within her, as the two of us give out a deeper moan. Her insides felt moist and warm, as my member went as deep as she wanted it to be. The bed creaks with each jump she makes, along with the bouncing of her breasts. I stare at them and couldn't resist to grab them.

"Y-your hands (hah!) feel great (hah!)," she said between breaths.

"I couldn't resist," I replied, "they feel very soft, like marshmallows."

"You're (hah!) such a (hah!) charmer."

As I began to do the thrusting, she leans down and the two of us gave each other kisses. Our tongues fought, as they pressed against one another for dominance. She then pulls away for breathing and sticks her head up high in the air with her tongue sticking out.

"Oh my God!" she shouts, "Ryan, this feels amazing!"

I couldn't reply; I was too busy thrusting deep within her and slightly touching her womb. I then began to feel it, the build up of cum.

"I'm! G-gonna cum!" I shouted, as I thrust quicker.

The sound of slapping flesh got ever so loud, as Twilight's glasses fell off her. She immediately gets off my member and starts to suck on it before I clenched onto the covers and let my seed release into her mouth, making her swallow and feel it go down her throat. She takes her head away from my cock and swallows.

"Th-that felt great," she said, as she gets back onto the bed and lied beside me.

I swipe my hand over my head to wipe away the sweat before looking at Twilight looking up at me.

"You're really good, Twilight," I said, as I weakly ruffle her hair, "I never knew you could be so good at sex."

"Well how about I teach you more positions during our next session? Tomorrow perhaps?"

"That sounds good. Also, I'd like to learn more on the math we're learning. Knowledge is power."

She slides up towards me until she could get close to my face and give me a kiss on the cheek.

"How about we get some rest," she said before giving out a yawn, "we need our energy for tomorrow."

"Good night, Twi," I said, as I shut my eyes and drifted off into a pleasing sleep.

Epilogue

"Alright everyone," said Mrs. Escalla, "I'm handing you all back your papers. Most of you did good, but little of you need more time to study."

It's been four days since I studied with Twilight and each night I improved. Today, I gave it all I got and thought back on the lessons Twilight has given me.

Mrs. Escalla makes her way toward me and smiles.

"Well, Ryan," she said impressed, as she places down the paper onto my desk, "you really have improved. I'm very proud of you."

She walks past me, as I look down at my paper with my eyes open wide and my mouth gaping. On my paper was an A-. I wanted to jump out of my seat and shout out victory. Instead, I smiled and looked over to Twilight. I give her the thumbs up, making her do the same.

The final bell rings as everyone leaves their classes and walked straight towards the school entrance. I walk down the stairs and stood beside them, waiting for Twilight to come. I pull out my phone and texted her where she was, which I get a respond one minute later that she's standing right behind me. I turn around and see her in front of me and giving my nose a poke.

"Boop," she said with a giggle.

"Twilight, I... I'm just so happy with my grade right now I can shout to the mountain tops," I said, as I pull out my graded test and gave it to her.

"An A- isn't that bad," she said, as she looks over the paper, "at least it'll bring your grade up."

"Let's celebrate."

"How about at my place," said Twilight, as she hands back my paper, "I have an idea of what we can do."

She gives me a devious look before coming up to my ear.

"I wanna try doggy-style," she whispers, sending shivers down my spine.

"Uh... S-sure," I said, "I'm in. Also, can I ask you something?"

"Go right ahead."

"Can you... be my tutor from now on or no?"

She smiles and wraps her arms around my neck to plant a kiss onto my lips.

"Of course," she said, as she brings her head back, "I wanna tutor you until we graduate college."

I smiled as we gave each other another kiss.

Ever since then, my grades have been improved and it's all thanks to Twilight. Thank you, Twilight. I would've been a failure without your help.

Author's Note

An thus ends the story. Hope you all enjoyed and are willing to follow me for more interesting stories.