Rarity As Your Valentine Girlfriend

by Lonely Fanboy48

Rating: teen
Tags: Rarity (EqG), Drama, Second Person, Romance, Self Insert, Equestria Girls, Sex, Flash Sentry, Slice of Life, Alternate Universe, Human
Length: 4352

You give your Valentine’s Day card to the most popular girl in college, and something unexpected happens.

Rarity is one of the most popular girls in college. For every day, she’s flawless from her talent and being famous. You wanted to hang out with her, badly since day one but you don’t want her to give a bad impression about you.

When Valentine’s Day accrues, it was the time to take matters into you hands. You write a Valentine’s Day card, gave it to her and reads it. She does something for you, unlike anyone in college ever got.

Special thanks to MoJoK20X for editing this
https://www.fimfiction.net/user/221451/MoJoK20X

Warning: This story continues suggestive dialogue and mostly nudity.

Published 2020-02-12 09:20:01 UTC
Last updated 2020-02-12 09:20:01 UTC

Rarity As Your Valentine Girlfriend

The Fourteenth of February signifies only one day of the year: that day being Valentine’s Day. People have special feelings towards the one they love the most. In fact, it was possibly the initial step to a successful relationship. A hopeless guy with a romantic edge would come to realize he had one shot at love just by talking to her. And when the chips came down, he had to make his mark with expressing his feelings to a girl he sees. Possibilities like that would come and go, depending on how he approaches, speaks, and reacts. You are one of those guys, and your actions would cause such an impact towards a girl you like. In any case, your chance on a day like Valentine’s Day would cause a bigger impact.

One cold day outside, with show covering just about all over the ground, You enter the front door. You then see the rooms and hallways covered in hearts and confetti hanging from the ceiling. Decorations in pink and red, anything from those range of colors. A typical theme for a holiday like this indeed, but a classic nonetheless. You know full well the one and only girl is here in the same college you attended. But at the same time, your impressions were what kept you away from her the most. Of course, as anyone would say, “There may be hope…”. You took a deep breath while keeping an open mind, while trying your best to keep calm.

“Hey!” A guy entered the hallway and called out before you turned around. The voice responsible was Flash Sentry, the guitar player, and one of your close friends. Around the hallway, various students were exchanging gifts and letters to best friends or significant others.

“Hi, Flash...” You replied back. “...You’re enjoying the holiday?”

“Not really. I mean, I have during High School, but I moved on...” Flash replied before looking around. “Soo...are you going to give a letter to someone?”

“I can only think of one girl of giving my letter to, but I’m not ready yet...” You took out your blank valentine letter with a pink envelope. Your heart pounded quickly, being unsure of what you were going to do next.

“You didn’t even wrote your first word in your letter?” Flash raised his eyebrow.

“I’m pretty late to this kind of stuff that isn’t an assortment of assignments….” You explained.

“Can you at least tell me who your giving your letter too?” Your friend punched the middle of his eyes and sighed after hearing the excuse. But before you could answer his question, a voice came from the other side of the hallway.

“Excuse me darlings!” You and Flash turn the attention on the singsong voice. “A woman like myself deserves some respect during this lovely holiday.”

You dropped your letter and envelope on the ground, with your face turning slightly red. Your eyes gazed in awe to the beauty of that woman’s looks, her name being Rarity. She had on her purple skirt with a marshmallow white blouse, and violet boots with diamonds on their lower sides. Aside from her being pressed in makeup and fashion, her attractiveness made her every man’s dream, guaranteed to satisfy.

Rarity, showing her admiration to the students around her, strutted down the hallway. You were fixated on her for so long, but you held back, knowing that there was no chance for you to even say a thing. And because of that, you immediately sped your way to the men’s bathroom, unaware of Flash taking notice.

“Hey, where you're going?” Flash called out. It wasn’t long before Rarity walked passed him.

“Well hello, Flash.” Rarity giggled.

“Rarity. How’s it going?”

“Wonderful, actually. I’m giving chocolates to all of my friends. Care for one?” she lifted a box of different kinds of chocolates and showed them to Flash.

“Thank you. But, that won’t be necessary.”

“Awww, it would be a shame to miss out. Well then, see you music class.” Rarity winked as she walked past Flash. After she left, You then popped your head out, eyeing on the most popular girl yet again. You felt ashamed of yourself for allowing the opportunity walk past you again. You sigh to yourself, while Flash shook his head at you. It would take more than a boost of confidence to even make your first move.

After several daily classes, your lunch period has begun. You then try to find a spot to eat, after getting your lunch from the concessions, Of course, your eyes shifted to Rarity from a distance. She was counting and reading all the letters she received from most of the boys in her classes. This triggered your mind to play tricks on you with the amount of letters stacked up in front of her.

You then saw Flash sitting with his friends as you make your way. “Hey Flash.” You spoke as you sat by him.

“Hey again. You’ve given Rarity your gift yet?”

“No I didn’t.” you answered.

Flash placed his hand upon his face with a sigh. “You’re kidding me. And that unstarted letter you got there isn’t the gift, is it?”

Adding a sigh of your own, you continue eating your lunch from your tray, despite having to listen to Flash’s question. After lunch is over, you only made your way through two more of your classes before you were done. For the majority of your classes, Rarity wasn’t in any of them due to your feelings getting in the way.

“No...as a matter of fact, I was thinking about skipping this holiday so I can be ready for next year’s.” You figured.

“Wasn’t that what you said last year? And the year before that?” Flash raised his eyebrow unamused. All you did was nod as you continue to eat your lunch. You had no words at all, due to the emotions always getting the better of you. And not even once, you decide to let all that go in order to get what’s coming in your way.

However, Flash himself understood what love meant to people when it occurred to him long ago. He wrapped his arm around your shoulder.

“Hey, don’t just give up. I never went through this situation before, but I know how people would feel in this situation.”

“What do you mean?” You blinked.

“Girls I’ve meet felt the same way you did, but at least they didn’t give up. During Valentine’s Day at my high school sophomore year, I read ten letters, and most of them weren’t so bad...” He stopped himself when he noticed one of his friends giving awkward looks with their eyebrows raised.

“Okay, I only get to pick one girl’s letter out of ten, but still…” Flash took back what he said. You raised your eyebrow as well, even though it wasn’t your intention to.

Flash continued making his point. “The point is, those girls did what they could to show their feelings towards me. That’s what Valentine's Day is about.”

The fact it was girls instead of boys who went through the same boat, made you came to the realization. It hit you in the head with what he said. It wasn’t long before Flash did his best to boost your confidence.

“If you really want Rarity to talk to you or hang out with you, show her everything you feel in the letter you wrote (or about to, for that matter…). It doesn’t matter if another person has the same feelings like you. All that matters is to have her know you like she knows me, or any guy around here.”

Flash then went back to his lunch. The boost of confidence was so much to take, but it was enough to get your brain back in order nonetheless. After finishing your lunch, you take out your letter along with your pink envelope before writing down your emotions and then some, not even leaving out any details that would be for later after all the years you wasted on yourself. The more time passed, the more feelings you contain towards her. It wasn’t after the next five minutes before lunch is over was your finish line. A smile was planted onto your face as you put your fully completed letter in the pink envelope.

“Okay, there’s no turning back.” You thought to yourself as you get up from your table. You move far away from where Rarity is sitting in the cafeteria to avoid any contact from her. You were indeed several tables behind her with the pink envelope in hand. Then, you slowly placed your letter by her seat before you rushed your way out of the cafeteria.

“Should've talked to her, but I don’t want to push my luck.” you thought to yourself, not even wasting any time.

As soon as Rarity was done reading another letter from her stack, she noticed that there was a pink envelope by her. She looked around, wondering if that was for someone else, which wouldn’t be it. She picked up the envelope, and ripped it open before reading the letter.

“Dear Rarity,

I know we haven’t met at this point, but the thing is that you were in my mind for a long time. I wanted to talk to you, hang out with you, show you how much I feel about you. But, of course, I didn’t want you to give a bad impression on me. I’ve been holding it all back. See, Valentine's Day is a once-a-day holiday to spread love to the ones they feel the most. Year after year, I just didn’t have the slightest idea what to do...

It’s not that I’m shy with girls, and even if I were, it wouldn’t be the case. It’s because you're one of the most popular girls in college. Your talent in fashion, your perfection in any dress you wear, and your makeup, making you beautiful and lovely. And you get better and better, even to the point what I say wouldn’t be an opinion. It is, however, a fact of truth of what people like me love about you.

Of course, I know full well you will never going to love me because you wanted a better person with better looks. You’re too difficult to win over for me. But even if I did, I would do everything to impress you. If any mistakes happen, I will repair them. If anything brought you down in depression, I will cheer you up, keeping your heart in the right place, while helping you succeed with your future. We may never get a chance to meet each other, but when we do, I want you to know that you make love special to me and I’m sure I would do the same for you.

Happy Valentine’s Day”

After reading the whole letter, Rarity was stunned. All the letters she has read so far were similar compared to yours, but your words had the passion she’d never expect to feel. Indeed, it has made the fashionista’s heart glow with warmth. After her experiences of this holiday, she smiled that someone finally wrote a letter with so much honesty and generosity towards her. You were lucky to have put your full name at the bottom of the letter, which gave Rarity the evidence to find out who you are.

She then took out her yearbook from last year’s and went through several pages until she found your picture. The college may be big, but she was clever on what she spots each building inside.

After your final class of the day is over, you exited out the classroom and made your way to your locker before heading home. From the last two hours, you’re starting to feel that Rarity didn’t read your letter to her. With the fact she’s busy with other things, even during Valentine’s Day, made you move slowly back to depression. After opening your locker and packing your things up, you got out of the building.

“Maybe my hope was too high, I embarrassed myself…” You told yourself.

Suddenly, Rarity came down from the upper floor of the building. She smiled from the minute she saw you. Without even waiting for a second, she came down from the stairs and approached right behind you. As soon as she poked on your shoulder, you stopped and turned around. Your eyes shifting to her face stopped you in your tracks. Your cheeks then blushed to a slight red, causing her to giggle.

“You thought I was going to throw your letter away? That would be rude.”

You tried to find the first to even speak. But from the way Rarity is smiling, you were still too shy to try and continue.

Rarity lidded her eyes. “What’s the matter? Is this the first time a woman like me ever talked to you?”

“.....Yes.” You said softly.

She moved her hair out of her way and placed her hand on her hip. After placing her hand under your chin, she lifted you up to her face. You couldn’t help but notice how attractive she was with her hips up close to you. After all of the times you’ve been away from her, being close to her finally was all in your head right now.

“Do you have any plans for tonight?” the fashionista asked.

“As a matter a fact, I never have any plans in Valentines Day...” You answered.

Rarity pinched on your cheek. “Awww, you poor boy. This certainly won’t do. Why don’t you come over to my mansion?”

Shocked, your hands opened, letting go of your things as they dropped to the floor. To think writing that letter got you to this opportunity, and then it all made you clueless to this moment. Those words you have just heard we’re buzzing around your brain.

“You really want me to come over?” you repeated.

“I have no plans at all tonight. It would be nice to have you around. You wouldn’t want me to feel...lonely, do you?” Rarity persuaded seductively. She slowly moved closer to you until your back bumped the lockers. You always thought Rarity as a respectful and nice woman, but her aggressive nature was something you hadn’t expected.

“Sure. Let me just go and pick up my things, ok?” you accepted before receiving a hug from Rarity.

“Oh! Thank you. I knew everything from that letter is true...” she giggled joyfully. By the time she broke the hug, you pick up your school supplies and placed them inside your backpack. After closing your locker and grabbing your backpack, you followed Rarity out the building door. You could tell already that she was more than happy she has someone to keep her occupied.

As you head out of the building, you started walking on your usual route home, unaware of Rarity grabbing your hand.

“I prefer taking public transportation instead of walking on heels.”

“You have a limo?” You reacted. Rarity nodded, checking on her winter shoes with heels.

“Well, I guess that makes sense since you’re popular…” You spoke awkwardly, which only made Rarity giggled again. It was then the driver opened the passenger seat, allowing you and Rarity to hop inside. As soon as you entered, you turned your head to the color. You would expect to see a black and white interior just like every limousine you see passing by you, but that limo actually consisted of purple and white interior.

“Mind taking us home, Darling?” Rarity called. Her driver nodded, turned his head forward, and put her foot slowly on the accelerator. The limo then moved out of the parking lot, and onto the roads, making its destination toward home.

Hours Later, You and Rarity arrived at a driveway. Once the limo stopped, the driver exited and walked around the door before opening it. Rarity stepped out first before you did. Suddenly, in front of your eyes was Rarity’s humble abode. A huge mansion with a stunning shade of the fashionista’s design colors all around the walls. You had simply no idea how that happened, and you thought that it was all a dream. As you and Rarity made yourself way to the front door, she took out her keys from her bag and injects it into the lock, turning it slightly. You quickly wiped your shoes on the carpet below you while she opened the door. Once you both went inside, you gazed at your surroundings. The walls were painted in purple, with a large array of many pictures of herself and her family. You also saw several hallways from the left, right and front that could lead to many rooms in the mansion.

“So...what do you want to do for Valentine’s Day?” You asked while looking around.

“Not much. But, let’s take this to my bedroom...” Rarity winked. You were caught off guard once she took your hand.

Usually, you had a thought in mind that she doesn’t do that back at college in front of many students, as if she only does that in secret. Of course, the feel from her hand was as soft and velvety the minute it touched you.

After walking through the many hallways in the mansion, you and Rarity finally made it to her bedroom. You gazed at the bed, which you’d assume was queen-sized. Along with that, her windows are covered with light purple curtains, with her room still being able to light up even during her privacy. Not only that, her bedroom was possibly large enough to have more than fifteen people inside.

“Wow! You’re lucky to have a bedroom this wonderful...” You commented.

“Why, thank you.” Rarity replied as she closed the door right behind her. Suddenly, she opened it and did a quick check, making sure that her parents and sister were nowhere to be around. After closing it again, she took out a box of chocolates, while you sat on her bed.

“I don’t suppose you’d want some chocolate?” Rarity offered, opened the container.

“Wow! Thanks!” You took one chocolate out of the container and ate it. The taste of it was divine as you swallowed it whole. It wasn’t long before you saw Rarity sitting next to you on the bed.

“So I’m really curious with you...” Rarity wondered. “...Did you ever hang out with a girl before?”

You answered. “Yes, but not what you think. I mean, romantic relationships are kinda tough decisions to handle in my case...”

Rarity faked a laugh. “I bet it’s because I’m a popular girl who never had a boyfriend?”

Just when you’re about to stay on topic, you stopped yourself. You slowly looked at Rarity face turning slightly depressed.

“You...never had a boyfriend in your life?” you asked.

Rarity nodded from your question.

“I thought you did once.” you picked up.

“Here’s the thing: I love being popular, but it also pushes me away from getting a boyfriend. All the boys who worship me wanted to be my boyfriend. But, I couldn’t possibly choose...”

Now that she mentioned it, you did remember the times boys were worshipping her everywhere she goes, from the hallway to the classrooms, and even the cafeteria.

“Do you always go through the same thing every time?” You asked.

Rarity nodded. “I have been reading their Valentines Day letters all day, and they say the same thing over and over again about me… until I saw yours. It was a very special letter that made my heart filled with love.”

Her depression went away when she took out your letter from her backpack, causing you to blush.

You scratched on the back of your head. “Well... I wouldn’t need to brag, but it was a long time coming.”

“Are you kidding?” Rarity looked at your letter again, mesmerizing the paragraphs you wrote. She could never forget the magnificent words she read back at the cafeteria.

“...I think the time was definitely worth it, because this convinced me to show you why I want a boyfriend like you...”

“What!?” You reacted as you heard her say that. “You’re serious!?”

Out of nowhere, Rarity gave you a sweet kiss on the cheek. After she leaned back, she smiled at the kiss mark on your face.

“Does that answer your question?” She smirked.

You stood in place from Rarity’s sudden move, and your face turned red again. Rarity then got off her mattress and went to one of her cabinets, taking out a bag of marshmallows before tossing them by her pillows. Your brain came back to reality as you saw the bag to your left. When you turned around, Rarity let her tongue out while she moves her hips in a seductive way.

“Every time I think of having a boyfriend, I wanted to do more than just “be” their girlfriend. Enough just isn’t enough to make a boy like you fall in love with me. I mean, you adore my looks, but it was only bits of me you found beautiful. But of course, you haven’t seen “all” of me...”

Rarity abruptly set her phone to slow fusion jazz music and set it on to the cabinet before dancing in front of you. You were curious of what she was thinking, until you see her stripping off her skirt. Out revealed a black silky thong panties. You tried hard not to drop your jaw, but instead you let out a breathless “Whoa!” out of your mouth. The fashionista bent her body over slightly and placed her hands on her knees, slowly descended into a squat position before turning her head to her own hips. Both of her butt cheeks moved upward in random motions. She then picked herself back up and stripped off her shirt, dropping it on the ground.

“Normally, I don’t do this kind of thing for just one boy who says he’s worthy of this… but judging from what your letter says, I figure it’s only fitting that I show you my own way of gratitude…” Rarity spoke in a seductive tone. She loved being only in her underwear to feel the breeze on her skin, not to mention you’re a lucky guy to watch her be her primitive self.

“Ohh… you have no idea how it is to just love yourself every time... but in my case, anyone who’s shown me so much appreciation is soooo worthy of a lady… Not to mention that I have a lot of underwear I can show off…”

Your eyes had no choice but to gaze at Rarity’s hips as she faced you, for they made it difficult to look away. Your heart pounded like crazy, and you couldn’t stand waiting a moment like you did every time. You had to push yourself to the opportunity of being Rarity’s boyfriend, but it is indeed much more that that. Her body was what caused your pants to tighten up, so much that you desperately wanted to take steps further. In a minute or two, you couldn’t take it anymore. You had to stand up and took off all of your clothes, leaving your underwear on. This didn’t even flinch Rarity at all, since she was hoping you would take off your clothes eventually.

“My goodness. That has to be a nice bulge you have there...” She eyed at your underwear.

She walked up to you and gave you another kiss on your other cheek. You didn’t even freeze since the first kiss, but then you felt Rarity’s breasts pressing on your chest. You slowly wrapped your hands around her body as you feel her clean skin. The lavender scent she carried with her smelled wonderful from this range. After she broke the hug, she backed away while you lay on her mattress, satisfied.

“Rarity, your body is so...so…” You were at another stumble.

“Sexually attractive?” She finished your sentence with a grin before you nodded.

“There’s no need to feel shy anymore...” Rarity looked at the marshmallow bag by her pillow.

“You mean...?” You blinked.

“Well… it all depends” Rarity made her way to the bed. You moved her blankets as you making yourself comfortable. You then see Rarity on top of you, placing her hands on her hips.

“Oh, what those words in your letter do to me… I can’t explain all of the things I’d do with a man like you...”

She then placed her hands on her breasts, eager for this moment to happen when she got older. She reached behind and unleashed her bra, throwing it aside before covering them with her right arm.

“Ohhhhh! That feels so much better!” She closed her eyes.

Your eyes shot wide open to see a woman like Rarity topless, even with her arm in the way. The music from her phone faded. until there was only silence. Rarity tucked herself into bed, making her way right on top of you. She then grabbed the bag of marshmallows and opened it before taking out two. It wasn’t long before she planted them into your mouth. Tasting the marshmallow thoroughly tickled your taste buds with sweetness from it. That was, of course, until Rarity placed her hand on your chin, preventing you from swallowing.

“Don’t Swallow it just yet...” she instructed. You then feel your underwear being pulled off by Rarity, who then pulled off her panties. As soon as she set hers and yours on the ground along with other clothes, the fashionista softly planted her lips on yours. As the two lips connected, the taste of marshmallows ran through both of your mouths, from yours to hers. But, that couldn’t compare to your situation of you and her being completely naked under the sheets together. After a solid minute, Rarity breaks the kiss as she watches you in enjoyment.

“You should definitely be a bikini model...” You commented.

Rarity giggled with lidded eyes. “Mmmm… Only if you bring a camera…”

“Happy Valentine’s Day.” they both said before kissing each other’s lips again.