The Date

by MailOrderBrony

Rating: mature
Tags: Original Character, My Little Pony: Friendship is Magic, Rainbow Dash, Romance, Sex, Twilight Sparkle
Length: 3939

What happens when two childhood friends find themselves a little bit closer that the were before? Star Seeker has had eyes for cloudy day as long as she can remember, but is too afraid of loosing her friend to admit her passion for the mare.

Two fillyhood friends come clean about their feelings for each other, this is the story of their life together and their various adventures in ponyville that mixes them up with some of the main six. This is my first fic and I would enjoy lots of feedback from anyone who is reading this story. The basis is a couple of OC's that I made being shipped together in an awkward position. Enjoy!

Published 2013-01-30 06:10:01 UTC
Last updated 2013-02-01 12:52:51 UTC

Temptations

I stared outside at the downpour of rain that was making little noises on the roof.

"It isn't that bad of a day right?" I asked myself almost expecting a reply. "A little rain never hurt anypony, right?" I said to myself while pulling a scarf around my neck and levitating an umbrella from the basket by the door. "I mean, at least I'll get to see her again," I said nearly blushing at the thought of the most beautiful mare I had ever met.

I almost couldn't wait to run out into the pouring rain just so I could get there a few minutes early, but I stopped myself just long enough to make sure I had my raincoat on and everything in the house was turned off. Then I slowly locked the door so I could have an excuse to gallop all the way to the restaurant where we were meeting today. When I got there I was soaking wet, but I knew it was for a good cause because as soon as I was in the door, I saw her waving for me to come sit with her near the back of the restaurant. As I slowly trotted to her seat, I noticed some stallions giving her some looks, and I positioned myself to where I could shoot them a stare that shouted, "Hay! Back off, because this one is mine!"

I swear to Celestia that she has a voice like honey, so sweet that it just soothes the soul as soon as her mouth opens, which lucky for me, I believe I will be hearing a lot of tonight.

"So how has your day been?" She asked me casually.

"Fine, just fine. I don't really mind the rain. I think it adds a little bit flavor to this quiet town, don't you Cloudy?"

"It's okay I guess, but I really love a sunny day that lets me stretch my wings and get in a little practice for my tryouts for the Wonderbolts." The gray pegasus mare replied to the question I was already feeling stupid for asking.

"Have you gotten the routine down yet?" I asked, already knowing the answer.

"Not yet, but I'm almost there," she replied, "I just need to smooth out the coup de gras and it will be perfect."

Just like you, I thought.

"So how are your studies going?" Cloudy Day asked me.

"They are going wonderful!" I exclaimed, "I just borrowed a book from Miss Sparkle about the origins of alicorns; did you know that some ponies speculate that they were an accident made by a unicorn and a pegasus some two-thousand years ago?"

"Really?! I thought they were just there one day. Ya'know," she clopped her hooves together, "Just like that."

"I'm still not sure if I can write a whole book on the subject though, there really just isn't enough information."

"Nonsense. I've known you long enough to know that if there is research to be done, you're going to get it done."

I blushed, "You have the best way of making ponies blush, did you know that?"

"I've known you long enough to know that too," she said, giggling afterwards at my blush deepening. "Heck, we've been best friends for as long as I can remember."

Those words hit me like a brick wall. I tried not to look hurt, but I felt crushed.

"Are you okay?" she asked, obviously concerned, "You don't look too good all of a sudden."

"Yeah, I'm just a little bored, that's all," I lied.

"You're such a horrible liar." She wasn't wrong, "C'mon lets go back to my place, and we can talk about it there."

My heart skipped a beat."You're place? Are you sure?" I stammered, blushing painfully hard.

"What's the matter?" She teased, "Afraid of getting a little wet?"

If only she knew.

Author's Note

This is my first fic and I apologize if it is boring or lacking stuff but please leave feedback for me!

Indulgence

It was the best feeling I've ever felt. I felt like I was melting, but in a good way, like chocolate in your mouth. I moaned as she gently massaged my nether with her warm tongue and soft breath. I couldn't believe it, I was living my fantasy, and I felt like my entire life was complete. But I had no intention of stopping here, and apparently neither did she. That's when her tongue completely disappeared inside me. My body screamed, partially because of the pain, but mainly for her to go faster. She saw me stiffen.

"Are you okay?" she asked before continuing.

"No, I mean yes, I mean, just please, DON'T STOP!" I shouted panting heavily.

"Well I wasn't going to, and I don't plan to stop anytime soon," she replied rather seductively.

"Thank Celestia," I moaned as she went to work on me, "I thought we were gonna stop to talk or something."

"Now why would we do that?" she asked while rubbing my clit with her hoof, "We're having so much fun."

I nearly yelled out when she pushed her whole muzzle into my burning marehood. She pushed her tongue into places that had never been visited before. I felt an immense pressure build up inside of me, only to be released with a scream of pleasure. I sat there, watching the love of my life lap up my juices.

"Your turn," she said as she finished, turning around to stick her gorgeous plot in my face.

I teased around her soaking marehood with my tongue, panting as I went. It tasted amazing, like candy or something really sweet. I wondered if I tasted the same way. I'll just ask her later, I thought to myself. She moaned as I first buried my tongue into her. She's so tight, thought to myself. She sighed with pleasure as I went further in with my mouth almost fitting in my muzzle in her warm plot. I stroked her tail as I ate her out. I could feel it coming, the way she tensed up her body to get ready for the orgasm. I pulled out my mouth and opened wide for her juices to flow into me. When she came, I nearly burst just from the feeling of her hot body bobbing on top of mine. She wanted more, and Celestia damn me if she wasn't going to get it. I pushed myself further than I usually allowed myself when I'm alone. She sunk her mouth in between my legs and started going at it again. She was too good for this to be her first time. I felt jealous for whoever had the pleasure of taking this mares virginity away from me. While I was thinking I realized she had come again. But I wouldn't stop, not now, not unless she asked me to. Then came the biggest thrill of all, she stuck an entire hoof in me.

I stopped dead, it hurt so good and I wanted more so much more. But I figured that two could play at that game, so I stuffed her with my horn and grinned triumphantly when I heard her moan of pleasure. Then I came around her hoof, harder than I ever had before. After that we stopped, just two lovers, on a chair, covered in our own cum, panting and wanting more, but knowing that neither of us could give anymore. We would just have to wait.

Apologies

We must have fallen asleep after our "fun". I figured this because of the fact that when i woke up she was on top of me. Cloudy was still in her position, plot in my face, seemingly begging to be played with. I would have fulfilled its wish if i hadn't been so exhausted. I could hardly move, much less provide her still body with a full workout. I tried to levitate her off of me because she looked rather uncomfortable in her current position. I doubted I could have moved a feather in my current state. After trying to move her i was in worse shape than before, breathing heavily and completely exhausted. She was to, but she was breathing onto my marehood which was still very sore form yesterday.

I couldn't take it anymore, I shouted at her in my loudest voice, "Cloudy, WAKE-UP!"

She fumbled off of me and onto the floor. I felt horrible for shouting at her like this. I was in her house and in her chair after sex with her, and I had just yelled at her, sending her flying onto the floor.

"Ow!" she said, surprised, "Why did you do that?"

"I'm so sorry." I apologized, on the verge of tears, "It's just that, it's my time of the month and you were breathing on a rather sensitive area."

"Oh, yeah, sorry about that." she replied understandingly, "But are you gonna do that after every date?"

"There's more?" I asked hoping that the answer was yes.

"Well duh!" She said, "Why wouldn't there be?"

"Well I thought you would be mad at me for tossing you onto the floor."

"Nonsense." she stated simply, "Besides, you make the cutest faces when you cum."

I blushed deeply. She was so nice. like a warm cup of hot chocolate and a book on a cold winter's day.

"You want something to eat?" She asked as she entered the kitchen.

"If you don't mind."

"What do you want?"

"Just some cereal."

"You sure?"

"Well you aren't on the menu." I tried to sound as seductive as possible.

"Who said I wasn't?" She replied with a voice like honey.

Celestia, she was so hot. She waved her tail back and forth letting me see just a bit more each time.

"Maybe, If you're a good girl and eat your breakfast, I'll give you a treat."

All I could do was smile and nod. The sweetest, nicest, prettiest mare I knew and loved just offered to have sex with me, twice, and all I could do was nod.

Author's Note

Sorry for the late upload, my computer crashed and i lost the chapter, twice.

Concerns

Three Months Later

We had been going strong for almost four months now. By now we both had gotten a steady source of income from her job as a weather mare and my book selling decently enough. Surprisingly enough, the documentation of the creation of our rulers was not that well kept. But I'm sure that both Luna and Celestia are watching over us with loving eyes. Both Miss Sparkle (she preferred Twilight) and Cloudy were intrigued by my work. She was really nice, Miss Spar- Twilight, almost like the sister I never had. Every time I saw her she asked if Cloudy and I were still dating. She seemed to really care about us, and it made me feel sorry for her being alone. She had her friends and her "Number One Assistant Spike" with her most of the time but I could see it in her eyes. She was missing something and I really wanted to help her with that, but this was one of the things in which I felt awkward talking to her about. I went on two or three weeks with this feeling of want, but not being able to do anything because of my shyness. When I decided on my next topic of research, the science of stars, I had a sudden epiphany. We should just take her on a date with us one night. That way she would get exposed to an open relationship and hopefully be inspired to pursue her love related wants freely; I just hoped that both she and Cloudy would go along with the idea. I started planning out the night, there was going to be a country fair in town next week, that would make it a lot more natural than going to a fancy restaurant like Three Fillies where she would probably feel out of place. But first I had to ask her if she was interested in anypony. Which was going to suck, a lot. So when Cloudy got home from work, which was rather late, she was met at the door with a box of her favorite chocolates and a warm drink to help her recover from pushing and bucking snow-filled clouds all day. She looked suspicious but accepted because of how cold she was and the smell of the alluring candies made by BonBon herself.as I expected from a mare with as sharp a mind as hers she finished her tasty snack before asking anything that might lead to me taking away her prized treats.

"So," she said casually, "what do you want?"

I expected nothing less from her, "You know Miss Sparkle right?"

"You mean Twilight?" She asked reminding my subconscious of its mistake, "I thought everypony in town did?"

"Well, I was thinking," I said trying to stall for the moment that I had prepared myself for, "maybe one night next week we could all go to the fair together."

She nearly choked on her hot cider, "WHAT?!"

"Oh, I'm sorry if I made you mad." I said softly, trying to not sound shut down.

"Why would we do that?" She replied quickly, trying to find the cause of my sudden heretical thoughts.

"She just looks so alone, and I don't want her to have to feel like I did for a long time."

She sighed, obviously hitting a subject she didn't want to touch on, "What did you have in mind?"

I explained my plan to her and she seemed to like it. She agreed that we could do this only once and if I owed her one. I was so relived to hear this that I said I would owe her two if she could do one thing for me. Pep talk me into talking to Twilight. She looked taken aback by my question. She told me that if she did, it would sound too fake for Twilight to want to come clean. I would be on my own in a foreign environment that felt like it was going to kill me. Cloudy reassured my that the worst she could do was to say no and ask me to leave, but that sounded pretty bad to me. She reminded me of when we were just little fillies asking each other who they liked the most out of their class, and she stated that it would be the same sort of thing. I hoped so.

The next day I went to the library as usual to look at a copy of Star Swirl the Bearded's work. But today, I had a second objective. Today I was going to find out who she wanted as her special somepony. After a few hours of small talk, and research, she asked if I wanted to go to lunch with her today. I recognized this as my chance to ask her because Spike wouldn't be with us. I nodded happily and followed her to The Market Garden, a decent place to eat especially if you liked daisy sandwiches. I took my chance of opportunity right after the drinks came and our waiter took the food order.

"So, are you seeing anypony right now?" I asked trying to sound casual.

"What do you mean?" She asked sounding genuinely confused.

"You know," I prodded, "who do you like?"

"Like as a friend?" She sputtered out.

"No, like, like like."

"Oh, " she blushed, "well she is really pretty."

That was going to make things both simpler and harder."And?" I had to know more than that.

"She's in my library a lot."

Well crap, please don't say me. "C'mon, who is it?" I pleaded.

"And she's the prettiest pegasus mare I've ever seen."

"Well who is she?!" I was really needing to know.

She leaned over and whispered into my ear, "Rainbow Dash."

Author's Note

Yay kind of a cliffhanger! Sorry for the delayed update but writers block is no joke! Please comment and leave feedback.

Success

Success

"Really?" I asked, "I never thought you would fall for a pegasus"

"You did," she answered to me, "and a cute one at that."

I blushed, "Well, Cloudy and I are going to the fair next week. You should ask Dash if she wants to go with you! That way we can all go together!"

"That would be okay, if I didn't have to sort some books and refile the checkouts as well as the overdue fines."

"I can help you with that afterwards, but you two really should go with us." I prayed to Celestia that she would accept my offer, "Besides, there might be some 'fun' afterwards."

"I-I don't really think I'm ready for that quite yet," she stuttered blushing intensely, "It's not really my intention to go that far on the first date."

"Just between you and me, we did, and it was amazing!"

"Really, that wast pretty fast! How did it feel?" She asked quietly.

"Like I said, Amazing!"

"No like, just the feeling of being with her." She must have really wanted to know what it was going to feel like.

"No spoilers!" I warned, "You'll just have to find out for yourself."

"Are you sure?" She pleaded with the most moving look she could muster.

Thankfully I was used to these faces seeing as she made them every other week to try and persuade me to let her have a look at my work before it was done.
"Absolutely, you'll just have to invite her, and tell her you feelings."

"What if she doesn't understand though?"

"Trust me she'll understand. They always do."

"You really think so?"

"I, know so."

"Well now that that's out of the way, what is the next book about?"

"The abstract sciences of the stars and other celestial bodies!" I explained excitedly.

"Sounds interesting," she said looking down at the plate of food that had just arrived, "I'd love to proofread it anytime for you."

"Thanks, I'll keep that in mind," I don't know why I accepted because she just wanted to read it early and probably give me a lecture or something, but I didn't care. I had succeed in my quest and had gotten some delicious food in the process.

"So I'll see you later then?" She asked me while wiping her petite muzzle with a napkin.

"Sure, don't worry about the food, I'll pay for it."

"Are you sure?" She asked looking surprised, "I mean I did ask you to come out here right?"

"Yes I'm sure," I said casually while pulling out my wallet from who knows where, "I was asking all the questions though."

"Alright, and be sure to come back tomorrow because I'm getting a new copy of the star map!"

"Thanks! That will help so much. You're a great friend, Twilight, and I'm sure you'll make a great lover."

With that she walked out and I was left in a bit of happiness in me. That was until I saw the bill.

--A Few Hours Later--

I was siting in the fluffy chair in our living room discussing the date we had with Twilight and Rainbow next week. She was in the kitchen cooking while I lay there just talking up a storm about something that I had just accomplished. She nodded and pretended to understand what I was blabbering about, because her main focus was on not burning our dinner. I got up and walked into the kitchen, noticing that she had on a tight fitting apron, and opened the fridge.

"What you need?" She asked without looking up.

"I'm just gonna grab something to drink, maybe some apple juice. You want some?" I asked after I had already grabbed her bottle.

"No, I'm fine. I had something a couple hours ago." She replied while lifting the pot of soup off of the oven-top.

"Are you sure cause you look so hot in that," I slurred as I grabbed her flank.

She gasped, "Oh, feeling naughty tonight aren't we?"

"More than usual, in fact, more than I have in a while. I guess I can thank Twi for that." I said while biting her ear and putting both hooves on the plot that wouldn't stop.

"And why is that?" She moaned out.

"She really wants to know what this stuff feels like, and I'm afraid I might have forgotten."

"Well then," she said while caressing my belly with her tail, "we're just going to have to fix that, aren't we?"

"Yes we are," I replied, stroking her mane, "yes we are."

She led me into our bedroom, where I tackled her onto the bed. Today just couldn't get any better, could it?

Author's Note

I see that I have gotten a bunch of dislikes on this story if you dislike it so much, why not leave a reason why? It won't hurt my feelings so man (or woman) up and tell me why you dislike my story. If it is something that I think that I can fix I will, if I don't think I can, I will try my hardest to fix it.

Confessions

Her house is really nice, I thought as I walked through her doorway to be greeted by her warm fireplace and plush rugs. Though honestly I really should not have been surprised, partially because of her great furnishing taste, but mainly since I was here almost every other week just hanging around and talking, after all we were best friends. I sighed, thinking that we might never be more than that.

"So," she said softly while sitting down in one of her chairs, "What's the matter?"

I tried my best not to make eye contact, "Have you ever really liked somepony, like for a lone time, but been so afraid of losing them as a friend that you never tell them, and then they say something that reminds you that you're just friends and you get a sort of mini depression and then you feel bad for making them worry about you?"

"Star?" she asked, "Is there something you want to tell me?"

I bowed my head, almost out of shame. "Yes."

"Well," she replied, "Out with it then!"

"Well, we have been friends a long time, but I've always wanted to be more than that."

"Like best friends?" She asked.

"No, like...... Cloudy, I, well um, I love you!" I nearly screamed out the last words.

She looked stunned. Crap, I kicked myself mentally. Had I been too fast? No that couldn't be it, right? Then I felt her on me, so fast that I didn't know what was happening. Was she... crying? Oh shit, what have I done? But she was hugging me too so did that make it okay? Then she spoke.

"You have no idea how long I have waited to hear those words."

Now it was my turn to be shocked. What did I just hear? Then I felt myself have the biggest mixture of feelings anypony has ever had. I was happy, excited, stunned, angry, relieved, sad, and aroused all at the same time. I could only hope that she felt the same.

"So you like me back?" I asked shakily.

"Oh no," she quickly responded, "I love you back."

Then the kiss happened. My first kiss, with the pony I loved, how could this get any better? Then I felt a wave of warmth wash over me. Oh, like that.