You awake tired and groggy. Instantly you notice something is not right in the fact Celestia's sun is not shining in through your window. Instead it's not shining on you at all, this isn't even your bed, it's a couch!. You wonder to yourself if you crashed on your couch when you got home, then you remember that you don't remember much from last night. Instead, the last thought that runs through your mind is fainting from a cocktail of emotions that were running through your body after your date with Luna, the Princess Luna. By all logic then, you should still be passed out on the ground in front of sugarcube corner. At the same time, this is Ponyville not Canterlot and some friendly passerby might have helped you.

If this was Canterlot actually, the Guards would have hauled me away

You rise out of bed, or couch, the blanket falling down and you notice that it is covered in constellations and, well, space to be exact. Your view changing from the blanket to the room around you it is stacked high with books on shelves all surrounded by wooden walls. It quickly becomes obvious who's house this is when you hear the owner coming down the stairs.

“Oh good! You're awake!” exclaims Twilight as she walks down the stairs

“Figured I'd end up here.” you say as you stand up

“Well, after you passed out on the ground Pinkie and I dragged you here and dropped you on the couch.”

“Yes I saw you there last night watching us.”

She looks to you and smiles as you just fold your arms and look to her wanting a answer. She gives you a confused look but you know damn well she knows what's on your mind; reading minds or not. She gives a more nervous smile as she starts to realize she can't get out of this one and looks around quickly for escape, and there isn't one. She gives a heavy sigh as you raise a eyebrow.

“Alright, I wanted to see how it went! If it went bad at the very least I could help calm her down.”

“Alright I'll give you that. Also we're even for that little squeak you gave. I saved you from that one.” you smile while folding your arms in victory

Twilight went red in the face at that statement. You give a slight smile as she suddenly realizes what you meant. This time instead of panicking she has an idea in her mind to avoid this one.

“I uh, got a letter from Celestia this morning.”

“Morning?” you ask

“It's about noon.” she responds

“Oh. Well then...” Gotta change my sleeping habits

“In it is what Luna thought of last night's date. Would you like to hear it?”

Her enthusiasm means she's excited about this one and you can only nod yes. As she brings the letter down from her room using her magic those nasty thoughts run through your mind again. Did she hate it, was she thinking about banishing you? Was she going to build a chamber in her dungeons to whip you for all eternity-Okay, where are these thoughts coming from? You sit down and run your hands through your hair. It couldn't be that bad, could it? You're still here and Twi isn't exactly panicking so there's nothing to worry about you tell yourself. In fact, from her expression right now she's excited as could possibly be! She unfolds the paper in front of you and prepares to read and you look up to Twilight and nod in response.

“Dear Twilight

I am writing to you today on the special occasion that my sister partook in last night.”

Dang these two are formal even to each other!

“I know you had a major hand in getting her date ready and who her date was, and well, I can happily say it's all Luna talked about all night. I haven't seen her this happy since she got back. Whoever this date was, he's cute I am?, and seems to understand the pain she's going through. She wishes they had more time to talk, but she's having plenty to talk about now. She's even had to change the guard shifts herself several times just so she can have someone new to talk to. She looks forward to having a second date with him and hopes this one will be less awkward. She however wants to set this one up and I'll send a letter to know when and where it is. Thank you so much for making my sister happy, and let her date know as well.

Sincerely,

Your proud teacher Celestia”

“Well, that's, uh, surprising!” you say unable to find a better word

“I don't know what you did, but it worked!” she said giddy with joy

Maybe it was the tie

Her enthusiasm soon curbs and she calms down, putting the letter away: “Well, I don't want to keep you here any longer than you already have to be and I'm sure you want to get home.” says Twilight

“Yeah I do.” you mention

“Alright. Come by tomorrow to see if there is a update.”

“Okay. Bye Twilight!”

You wave as you walk out the door. Closing it behind you, you feel a refreshing a new sense of vigor that rushes through your body. A big smile that could rival Pinkie Pie's own spreads across your face. You impressed Luna and she wants to go on another one! You can hardly believe it! How many people can say they've had a date with a Princess, or any royalty for that matter? Man, are your parents going to be proud of you when you tell them! All you have to do now is go on that second date with Luna and-crap you got to go on another date with Luna. Sure the first one went alright, but now that the ice was broken more or less she was going to see the real you! The spring in your step leaves as the idea of going on a second date with Luna befalls you. Will this one be in Canterlot? If it is it's going to be upscale unlike anything you've ever seen! Not to mention one mistake up there and everyone in Canterlot is going to know about it, and you will embarrass the Princess.

And here come the thoughts again

By the time you reach your house you are sweating from both the heat and the nerves that are raking your body. You slide down the door as your mind wraps around the fact you are now dating Princess Luna. You glance over to the clock, seeing it's 12:18, and you are in no way ready to eat breakfast, or lunch, brunch? Whatever it is, you're not hungry! At the same time, you just got up and you're not tired. As you rest your head back, a few sweat beads form on your hair you notice and giving yourself a smell, you kind of stink from it all. Probably didn't help you spent who knows how long on the ground. Stripping your clothes off you drag yourself to the shower and start it up and step in. Most of the time you hold yourself up with your hand as the water hits your back. It's somewhat relaxing, but you can't help the feelings your gut swings with. You look to your hand where you held hers, your mind remembering how soft it felt to you and how it still feels naked.

Trying not to remember, you quickly scrub down and finish. Putting on a simple t shirt and shorts, optimal summer wear, a knock comes at your door.

Who the?

Did word come down from Celestia already. Celestia-almighty that was fast. As you contemplate your previous choice of thoughts you open the door to reveal no one? Looking around you finally look down to see a little boy standing there looking up happily at you. You smile as well as you recognize him.

“Oh, hey Pip! What brings you here? Ain't you supposed to be at school?”

“No. School is closed for the day. It's Saturday!” he exclaims jumping

“Wait, it is!?” you ask

You look into your kitchen, it can't be, can it? Sure enough it is. Huh, who knew?

“So it is. Alright, It's in the fridge. Top shelf.”

Pip rushes past, almost knocking you over as he did. Been hanging out with Dinky Hooves again.

As pip reaches for the one piece of cake you have in there, you shut the front door. He happily eats it like he's never had it before despite the fact he's had it every weekend for the past three months since you two met. It was at another one of Pinkie's parties, and you were there to pick up some pie you ordered a day before. Well, Pinkie had been so busy for the party, she forgot all about it. Of course she rushed off to make it instantly once you told her, you just had to wait. As you did, the little guy walked up to you, and you had to ask why he wasn't playing with the other school kids. Turns out, it was his first day at school and it was someone else's birthday and he didn't know anyone, they were all just sent there. After awhile, you discovered that his parents had all moved them there for business and they were always away and you couldn't help but be sympathetic for the little guy. Both your's and his had loving parents who were never around and well, it started off from there.

By now, you kind of became a sort of older brother to him, and some people accidentally mistook you for brothers every now and then. If not that, it was cousins because neither of you looked a thing alike, didn't sound alike either. His parents loved it since there was a reasonably responsible adult for him to look up to. Reasonably because you gave him cake like this but no ones perfect. He was calm for most his age, and well mannered so it wasn't like you were pulling your hair out every two minutes. In fact you actually enjoyed his company since it gave you A) a excuse to do little kid stuff you still enjoyed, and B) it got you into town to meet people since Security at night wasn't the best at getting into Ponyville. Between the both of you, starting from a shared interest in Pirates and the fact you've visited Trottingham in the past, the two of you found you enjoyed much of the same thing's be it food, books, and of all things, you both have a tendency to run headfirst into things or fall flat on your face. As you pull up a chair next to where he is eating you take the cake from his hands and put it on a plate you conventionally had out.

“Pip, use a fork!”

“Sorry.”

He hops out of his chair and quickly grabs a fork while you shake your head. He starts digging back into the cake as you make conversation.

“So, what did you do this week?”

“We learned about math and some stories on Equestria.”

Math you hiss in your head: “Stories on Equestria? Didn't you do that last week or something?”

As he nods his head you get up to go get a drink

“We're doing it all month! This week it's on the Ursa Major.”

You nearly spit out your drink as you remember the giant starry bear that nearly wrecked town last year.

“You mean that giant blue star-bear, monster, thing!?”

“No, that's a minor. Major's are five times as big!”

You spit your drink out all over the wall: “There's things bigger than that!”

Pip nods his head eagerly in response while you contemplate the idea of it. You remember Twilight mentioning something about it when that thing attacked, but you were working that night so you never really got word of what it was. You just figured that was the big one. How could something be bigger than that one that nearly wrecked town? You shake the thoughts from your mind and try to erase it from your memory.

“So what did you do last night? I came by earlier and you weren't home so were you out all night?” he asked

“Ah, I, uh, well...” you stammer trying to put words together, “Wait, how earlier?”

“7 I think.”

“Yeah I was still passed out at Twilight's.” you mention

“You passed out at Twilight's?”

“Huh? No, I passed out at Sugarcube Corner after my date.”Shouldn't have said that!

“You went on a date!? With who?”

“You actually care about those? You're seven! I think... how old are you again?”

Pip gave you a dark look. You smile nervously and know the only way out. Not your fault you never learned his age, okay it is, but it's never come up in conversation before and he was always quick to answer it when someone else asked. Quite proudly to be exact.

“Uh, I was on a date with Luna.” you finally spit out with a smile

His expression does a complete 180. Of course this would happen, Luna was his favorite Princess. Sure enough he talked about her every time you two were together. Ever since Nightmare Night he kind of became obsessed with her, and you were sure he stayed up at night to watch Luna raise the moon. Just another thing you two could talk about now you guessed.

“What was she like?” he asks

“She was kind of-” you try and answer

“Was she scary?”

“At first she-”

“Was she a pretty as I remember?”

“You have no-”

“Did she turn into Nightmare Moon?”

“Fortunately-”

“Did she speak with that loud voice?”

“Hold on a second there-”

“Did she make things come ali-”

You finally silence him by shoving a apple in his mouth. You give him a stern look and he lowers his head and goes red with embarrassment. You shake your head in anger although you are somewhat amused by how you managed to wedge that thing int here to the point he can't speak.

“How am I supposed to answer you if you keep asking questions before I can answer?”

He gives you a slight shrug. You shake your head when you notice a slip of paper sticking out of his pocket. Looking to it you notice that it's a list of sort. Pip notices as well and pulls it out and hands it to you. You read it over out loud with some curiosity:

1. 3 apples

2. 5 pounds of flour

3. 1 gallon of milk

It continues on for a dozen more numbers down the page, and even to the back. You hand it back to him with a raised eyebrow on your head.

“This a shopping list?”

He nods his head yes in response, the apple still lodged in his jaw.

“I take it you gotta go pick all this up for your mother or something?”

He starts mumbling through the apple, you not being able to make a word out of it. You lower your eyelids unimpressed with his attempt to talk and remove the apple.

“Now talk.”

“Mum told me to go pick it from the market later today but said I could visit you first. I haven't got it yet.”

“I can see why. this is allot of stuff here. She give you money for it?”

“Well... she did at first.”

“At first? Wait a minute.”

You lower your head down to his and look at him as he tries to shrink back into nothing. You narrow your eyes as he gives a nervous smile and knows he is now in trouble.

“You came over today at seven?”

He slowly nodded yes.

“And you no longer have any money?”

He again nodded in response. You could see the fear building up in his eyes.

“Pip, what did you do?”

“It wasn't my fault! They put up this really fun ride at the market and I had some money spare so I, might have took a ride and spent all the money on it.”

You dive your head into your palm as Pip looks on with a innocent smile. You drag your hand down your face and look at him somewhat disappointed. Of course, you couldn't stay mad at him, he was only eight. That's his age! He's eight!

“Alright, go clean up and we'll go into town and get your “Mum's” groceries. You got cake and apple all over your face. Hurry up! And don't think your parents wont find out about this!”

“Awe, alright.”

He slowly gets off the chair and makes his way to your bathroom. You meanwhile lean back on your kitchen counter and sigh. At least I have something to get my mind off things.

The two of you head outside but before you do you are sure to grab something sitting on the bench you have at your front door. It was small, but it was perfect for the Ponyville summer!

Ha! I beat the heat this time! You think to yourself in victory

It was a simple blue baseball cap, but it kept the sun out of your eyes and seemed to be making the heat all the more bearable. Of course, at the same time you also notice it wasn't as hot as yesterday. Meanwhile Pip skips around behind you entertaining himself by not stepping on any cracks as the two of you make your way across the bridge into the towns market. This one place that you always enjoyed about Ponyville. Unlike Las Pegasus or even Canterlot the open market here was quite possibly the best place to buy food. No one giving you odd looks, no one eyeing you to think if you were going to try and steal. If you acted weird you'd get a odd look, but that was normal. To top it off it was a great place to meet people, for all the good it did for you, but at least it got you to get out and meet the locals.

“Alright Pip, what's the first thing on the list?”

“Uh,” he starts as he reaches for it, “3 apples.”

“Oh alright. Hey! Applejack's got a booth up! We'll get the best apples we can buy in this town!”

“Yay!” cheers Pip, “Does she know about your date last night?”

“No she doesn't and-”

You start to think to a old thought from last night before the date, particularly about the paparazzi. You quickly turn to Pip and lower yourself to his level to speak quietly

“Pip, do me a favor. Don't go spreading that story around alright? I don't need that, uh, do you know what publicity means?”

“Yes. Dad told me.”

“Then that. I don't need that publicity!”

“But it's so cool! You-”

You cover his mouth with your hand and darken your eyes to him. Pip seems to notice the seriousness you're putting out and nods his head in response. Giving him a thankful smile you stand back up and head over to Applejack's booth where she is happily selling apples to everyone in town it seems.

“Well Howdy Gray Flames! How are ya?”

“Hey Applejack. Doing as good as usual. Pip here needs your apples.

“Well Howdy there little Pip!” Applejack greets leaning over to see the little colt.

“Hello Miss Applejack. Mum sent me to get 3 apples.”

“She did. Well, pick out yer favorites. Cost ya three bit's though.”

“Here.” you grunt placing the bits down onto the booths table.

Applejack takes them with some curiosity towards you: “Why're ya payin? Ain't it Pip's list?”

“Yeah is there a bit operated ride around here?”

“Sure is! Right over there!”

She pointed over towards what appeared to be a rocket of sorts, piled inside were Applebloom, Sweetie Belle, and Scootaloo. Sure enough it was coin operated by the little slot and each one had a large bag of bits in their hands as they rode.

“Little ones love it!”

“My paycheck doesn't.” you grumble

“Now why would y'all's paycheck-oh.”

She notices your eyes pointing down to little Pip as he rifles through the baskets of apples only trying to find the ones he's thinks are the best.

“Yeah, so I got to take him around the market and get what he needs since he spent all his bits.”

Applejack snickers a little as Pip places one of the apples on the table.

“One!” he exclaims

You give a slight smile as you get a poke ont he shoulder from Applejack.

“Sow, how was it?”

“How was what?” you ask Oh please tell me she doesn't know about what I think it is!

“Ya know what I'm talking about.” she replies with a sly smile

Crap she knows! How did she find out?

You start to feel sweat forming around your forehead and it's not the heat this time. She narrows her eyes trying to pry the answer out of you.

“How'd you know?”

“Ah was over at Pinkie's this mornin and it was all she was talkin' about. Sayin' that Luna came in to have a date with a special somepony, and after awhile she finally told me who it was.”

You suddenly feel like Pip did earlier as she looks to you with piercing inquisitive eyes and a sly smile. With no other choice you give a gulp and clear your throat.

“It was alright. I'm still here and she didn't send me to the moon.”

Applejack laughed as Pip placed a second apple on the booth. She recovered and gave you a warm smile.

“Of all the people in Equestria, you're the one that dates Princess Luna.”

“Hey Twilight set it up not me!”

“Ah Ah'm just pulling your leg. Ah figured it must've been somewhat awkward seein' as ya ain't exactly the most social of types.”

“Not for lack of trying.” you mutter

“Well Ah'm happy for ya. Not everyday that someone get's a date with one of the Royal Sisters!”

“Yeah it was an interesting-wait a second. Pinkie told you?”

“Yeah, why?”

Oh Celestia no. “Um, I don't mind her telling you, but what's to stop from telling, everyone else?”

Applejack grew a confused look before suddenly realizing the severity of the situation. She looked around to all the others in the market and grew a uneasy smile.

“I'm screwed ain't I?”

“Ah'm sure it's not as bad as ya think. Pinkie's known for allot of crazy things, maybe people will just think it's Pinkie bein' Pinkie!”

“I hope so.” you shudder

“Got it!” said Pip placing the last of his apples on the booth

Applejack's expression changed form worry to her normal upbeat nature: “Well alright there li'l Pip. Gray here's paid your bits. Now remember ya'll owe him for that!”

Pip grew red as she put the apples in the bag and handed them to you. With a smile and a nod you head off into the rest of the market hoping that word hadn't spread.

“Next on the list there ol' Pipsqueak?” you ask.

“Five lubs of flour?” he said wondering what “lubs” were.

“That's pounds. Five pounds of flour. Ah that's all the way over at Sugarcube.”

You think to yourself what Applejack said. If Pinkie told her, and she has a good chance of telling everyone else, that would put you on the spot and you didn't need that at all. Furthermore, she would start asking you with a barrage of Pinkie Pie questions that you would never be able to answer and the commotion from it would only make things worse. Sure it was awesome you went on a date with Princess Luna, but you didn't want the whole world knowing about it!

“Anything closer to the market?” you quickly say

“One gallon of milk. Also, a dozen of eggs.” he mentions

“Oh that's the dairy section. We'll get the flour later.” Way later.

First stop was the small dairy cart where you got the milk and the eggs. You had a fun time fitting the eggs without smashing them and while the merchant didn't say or do anything and was as friendly as usual, you noticed two mares behind you whispering to each other. When you turned to get a better look, they quickly walked off giggling to each other. You tried to deny it, thinking they were talking how little Pipsqueak here was doing with you, but that wasn't going to fly far. With the amount of time you had hung out with Pip here, it was obvious what they were talking about.

“Alright! Two lub-er-pounds of bread!”

“Right over there.” you say, wanting to leave the area.

Of course seeing those two seemed to open the floodgates as you noticed all sorts of patrons and even the merchants looking at you funny. Others tapping their friends on their shoulder to look at you. They whisper under their breaths and hide their mouths with their hands as you pass by. When the two of you were getting some cheese the merchant actually let you have it free of charge with a wink. Pip wondered what was going on but you hurried him along and kept walking as he read off the next on the list. This is bad. When I get my hands on Pinkie! Of course you couldn't be mad at Pinkie. She was being her usual friendly self and you were sure her ignorance on your end was why she wasn't keeping quiet. You suddenly felt a tugging at your shirt and look down to see Pip trying to get your attention.

“Sorry, lost in thoughts. Sup?”

“Uh, all we need is the flour.”

“Oh.” you say with some worry

“Is there something going on? Everyone is starring at us!”

“No, not at us. Me.” you answer

“Why are they all looking at you?”

“Let's go!” you say as you push him along, even as his heels dig into the dirt

“Is it about Luna?” he finally asks

“Unfortunatly yes!” you answer as you leave the market and head for Sugarcube corner

“I didn't tell anyone! I swear!” Pip blurts out

You give a small smirk to the little Colt: “I know you didn't Pip. No, it wasn't you!”

“Then who was it?” he asks

“You're about to find out!”

It took you two all of three minutes to reach the place. It sure looked different than last night, as in it looked like it normally did. You went red in the face as you saw the spot where you fainted the night before, the outline of your body still there. Of course it would still be there to this morning. I bet that's how a few started asking questions! “Hey Pinkie! Why is there a outline of a body in front of the store?” Knowing who she was she probably was exploding with excitement to answer and the moment you entered the door you saw the culprit. Well, actually she jumped up in front of you with a smile the size of Equestria and arms full of snacks.

“Welcome to Sugar Cube Corner!” she exclaimed with her usual giggling joy, “How can I-” she started again before gasping for air in her usual Pinkie way

“Hello Pinkie. We need to talk.” you say flatly, “Also, Pipsqueak here needs five pounds of flour.”

“Well okie dokie lokie! I'll be right out with it! That'll be five bits!”

“Of course it is!”

She rushes off, leaving the plates of snacks hanging in midair much to both of you and Pip's amazement before arriving back int he same exact spot holding the flour. She drops in in front of you both as you hand her the bits. She places them in her pocket and holds out her arms to grab the plates.

Pinkie Pie.

“Pip, put the flour in my bag, I have to talk with Pinkie here privately!”

“Okay.” says Pip happily

He drags the flour off the side as you put your bag down and looked narrow eyed and cross armed at Pinkie who smiles having an idea what's going on. She gives her arms a flick and the plates go flying into the air and lands on individual tables to a waiting patron. You look on in amazement but quickly turn back to Pinkie.

“How many did you tell in this town i was on a date with Princess Luna?”

“Just a couple.”

“Couple?” you ask not believing her

“Couple dozen. Well, pretty much anyone who entered the store today.”

“Are you nuts! Don't answer that.”

She just smiles.

“Pinkie the whole town knows about it now!”

“Well I told Rosy Flower earlier, and then Olsen Mares, and well...”

You give her a dark look as she tries to shrink away knowing she did wrong.

“Ooh, hello Mr. Romantic.” came a familiar voice

You turn and give a nervous smile while you tip your hat to the owner of the melodious voice: “Hey Rarity. Surprised you're here.”

“She had to pick up a cake.” said Pinkie

“Yes. Thank you dear. Now Gray Flames darling please tell me you wore something presentable last night. It's not everyday someone goes on a date with a Princess. Especially the Princess of the night!”

“Just some dark blue slacks, grey shirt and a tie with stars on it.” you answer giving a shrug

Rarity crosses her arms and give you a sharp look. I still say the tie was a good choice!

“Ugh, if what you tell me is true you must come by my shop and I'll try and give you something more presentable for your next one.” spoke Rarity

“Thanks.” you say, rubbing the back of your head, “Is it gonna cost me? I've kind of been paying for Pipsqueak all day here.”

“I'll give you a discount. What are friends for?” she asks heading out, “Ta ta!”

“Okay. See ya!”

Pip walked back up handing you your bag with the flour in it. You already notice the weight difference as you put it on.

“Well that's everything.” he says

You smile and nod to him when you catch sight of your watch. Four o'clock already!? Where did the time go? Got to get this little colt home before his parents start banging on your door. With hope they haven't heard about your date. Last thing you need is that. As you start to head out you turn one last time to Pinkie.

“Just, don't tell anyone else. Even if the whole town already knows!”

“Okie Dokie Lokie! I wont tell anyone about your date with Princess Luna last night!”

Of course she said it as loud as she could. Everyone in the area turns to look at you as you go red int he face making it all the more obvious. Pinkie suddenly realized her mistake and covers her mouth. You cover your face with your hand and begin walking away embarrassed beyond belief, Pip in tow.

“Let's get you home Pipsqueak.” you say

Author's Note

If you notice a difference in writing from the last two chapters to this one that is because this is the first Chapter that I wrote completely on my own albeit based off Brony19's style. can't completely copy someone else's style though I sure as hell gave it a good shot.