Saturday...

Today was your date with Milky and things were progressing smoothly, and honestly things were pretty enjoyable. She didn't seem to want to go out to a fancy restaurant and rather just order a pizza which was covered with spinach and some flowers, you also ordered cheesy goodness that was mozzarella sticks, and for yourself some jalapeño poppers.

The date started off pretty normal with you telling her what your profession was, where were you born, and then some life stories which she considers pretty funny. Especially the pranks you pulled on ponies around Ponyville. Which consisted of jalapeño seeds inside a few flowers to creating your very own itching powder.

"I wouldn't consider it that weird." You informed with a chuckle.

"It is, its incredibly odd." Milky said giggling at the fact you told her about a prank of planting a disgusting tasting cupcake which ended being something delicious.

"Cmon, a cream cheese infused jalapeño cupcake with cream cheese on top. I dunno what you see but I see a delicious snack."

"A snack that could burn your mouth if you left in too many seeds. I don't think you'd even consider eating that, it'll be just too hot. Heck I don't know how you could handle those jalapeño poppers, they look like they can burn your mouth." She said giggling slight as she took a sip of canned soda.

"Alright then try one." You said giving her a smile.

"Uh no." She says giving you a smirk.

"Cmon they're not that hot, how about just a small bite. You don't have to finish it." Milky seemed reluctant which made you smile.

"If I eat that it'll affect the taste of my milk." You rolled your eyes and came up with a quick solution.

"You could always throw away the milk. Or I could buy it off of you." Milky looked at you with a confused look before looking at the popper and sigh.

"If my milk tastes spicy you have to drink it all, got it." You nodded as she took a small bite out of the treat, she started chewing and actually smiled as she finished the rest.

"A little spicy but the melted cheese covers the spiciness especially dipping it into that ranch dressing." You gave her a nod and smiled.

"See told you it'll taste good." She nodded and smiled the night continued on without interruption.

"Okay now that we know each other. Family is next on the list!" You happily announced making her giggle.

"You go first!" She mentions with a smile.

"Alright my little sisters are named Rarity Belle, and Sweetie Belle. My mom's name is Cookie Crumbles and my dad's name is Hondo Flanks. I lived in Ponyville for most of my childhood until I was told to live in Ponyville because of my knowledge with floral and fauna magic. Canterlot was a bit of a challenge since most rich ponies lived there and considered me a mutt." You said, with a slight sigh.

"What did you do? Did they make you cry?"

"Of course I was a kid. They were all kind of assholes just, because I wasn't a pony. After a few months of that I was almost going to tell my mom and dad to take me out of the school until my babysitter Cadence told me that she cared for me and loved me. She kept telling me that she cared for me and if other ponies don't give me a chance then they're missing out on a cool kid." Milky awwwed and giggled

"That was so cute, well my mom and dad I don't really got along with them, I got a cousin in Ponyville, her name's Bon-Bon. She's a cutie and I think she's in a relationship with a mare named Lyra. The two look so cute together, anyway that's about it about my family. My mom and dad I don't get along with, my cousin is always there to help me." You nodded as you knew more about Milky a cutie like her was more then capable of taking care of herself.

A few good hours passed as it was late, you had to go back home. But unfortunately for you home was a few hours away.

"Hey Milky thanks for this awesome night, you're a really awesome mare to hangout with. Milky smiled at that she seemed happy that the two of you could share a night of laughs and tiny bit of romance.

"No problem Aiden maybe next time I'll take you up on the fancy dinner." She says giggling.

"That's if we go long enough where you'd sit still." The two of you began to laugh with smiles on your faces before you said bye to Milky. Exiting her home you walked towards the train station, since you weren't going back to Canterlot you'd go to Ponyville and stay over at Rarity's home.

Dago...

Approaching Luna's room all was quiet outside aside from a few noises that were made from her stereo, all night Luna used her stereo and ignored her duties as Princess of The Night often not wanting to even go by just skipping it entirely."

"Aunt? Are you ok in there? Its ok t'is only me now." Dago announces pushing the door open and poking his head through only to see Luna on her bed with her head softly moving up and down. A good while passed as Dago walked in with a slight smile.

"I'm coming in, Luna? What're you doing?" He asks luckily the song had ended as Luna looked up and smiled.

"Listening to my music! Aiden told me to buy these songs." She says smiling as she hugs the stuff teddy bear you managed to get for her in the crane game. He sighs before turning he approaches the stereo and shutting off the music.

"So you didn't hear the captains and tenants knocking on your door? Aunt Luna, you're a princess, you used to RULE equestria along side mom, she wants to help do it once more, why are you avoiding your duties now?" He asks scolding Luna.

"Because these technology things are so great! I mean haven't you heard that kind of music before? A long time ago I only heard classical music it wasn't any fun! Isn't that right Aiden." She says petting the bear. Dago sighs and takes the bear away with his magic and place it on a nearby dresser.

"Yes Aunty it is, but that's not an excuse, you had at least 1000 years you could've acted like a filly then, but not now, your ponies need you. Your family needs you, I need you, so please, go back to ruling the night." He says with a smile.

"I don't know if I can, those ponies are so judgmental just because what my other side did. I just wish things weren't so hard." She says with a frown.

"That's why you need to show them you aren't that, please Aunt Luna, if you just run away you'll make them believed that they're right. Do you really want to be remembered as Nightmare Moon?" He asks Luna shakes her head and sighs.

"No I want ponies to see the real me." She says truthfully.

"Then let's show them the real you." He takes her hand and leads her out of the room. "Let's them show that Nightmare Moon is gone for good, and the night is guarded by the most kindest mare ever."

"Of course Celestia can't make a night like me. Tonight will be her final night in making nights." Luna proudly announces.

"That's more likely, now, why don't you join us? It's almost dinner and I bet you're hungry for some breakfast correct?" He asks smiling.

"Yes usually Aiden wakes up during the afternoon. He's almost 5 hours late." Luna says looking around the castle waiting for you to arrive but unfortunately for her you weren't around.

"Ah Aunt Luna, Aiden isn't in town." Dago informs confused into why she is asking for you.

"He isn't. Oh that's upsetting I wonder where he could be. Maybe he's grading homework, yes that must be it. Anyway we should go."

"Yeah we should, he told me he was going on a trip, telling me that he was away from his family so he decided to go visit them for a couple of weeks, sorry aunt Luna."

"Oh he won't be here for a few weeks, that's a little more upsetting. No I shouldn't be upset, he wouldn't want me to frown." She says smiling as Dago continues leading Luna down towards the dining room.

Later...

"Wow there's so much food here! Hello Celly oh who's she?" Luna happily asks looking at Cadence

"Helll Luna, I'm so glad you came to join us, as for her, Luna I would like you to meet your niece, and the princess of love, Princess Mi Amore Cadenza or Cadence for short." Celestia mentions with a smile.

"She's my niece? Oh this is just wonderful!" She happily says with a squee.

"Of course Luna there's a lot we need to talk about since your unfortunate disappearance." Luna nods

"Oh and what do we need to talk about?" Luna asks taking a seat.

"Well this city, you never explored it aside from the few stops Aiden took you to, and I'm sure you enjoy what the city has to offer." Celestia mentions with a smile

"Of course, there's plenty of places like the music shop, arcade, donut shop oh, and the pub!"

"I meant other places aside from those." Luna tilts her head with confusion

"We can talk about that later, for now let's eat." Celestia smiles

"Of course." Luna says with a bow

Later...

"Ready to see your new soldiers?" Dago asks

"A little nerve wracking but I hope I can make a great first impression. But I know my batponies would be happy to see once more." Luna says with a smile.

"I bet they will." He holds her hand and the two enter the room where everyone is silently awaiting the princess.

"Hello everyone!" Luna shouts in her royal voice, it cracked a little as she was more nervous to even speak up, all were startled, but saluted and moved back so she can sit on her throne.

"Okay Aunt Luna, now first off, is, that you need to explain how night court works, what did your guards usually do?" He asks

"I don't remember it's been so long. I'm sorry." She says upset with herself.

"Its okay, I can help, first you need to post them. Start with something simple, you know guards guarding the royal treasury, the main door, and guarding a castle."

"Oh um everyone please go to the assigned post that prince Dago informed." They all saluted and nodded.

"I can't believe I didn't remember the simple command of guard the castle or patrol the area." Luna mentions with a sigh

"Ah…okay, first thing we will need to guard the main entrance, the royal bedrooms and the royal treasury, 2 guards please be post near the throne and other 2, at the entrance to the throne room. Until further notices, any other previous drill and post will keep the same as when Celestia address so far." They saluted and leave minus the 3 captains

"Ok now we need to know what is the mission of the night guard, they clearly guard the night, but exactly from what? Aunt Luna you know the night better than anyone, you know what lurks in the night right?" He asks

"Well my night is beautiful yes, but also misdeeds can happen. Please guards the streets of canterlot to keep the ponies safe in their homes and themselves safe." She smiles at them all, they salute and bow before leaving.

"There you go, see Aunty? you're a natural, you can rule the night better than anyone." He then looks at the window and gets confused.

"Hey wait a minute, something is missing. The moon is there, but I can't see any stars, is something wrong?" He asks Luna turning to her.

"Huh oh it's Celestia's night tonight, I start bring my moon and her stars tomorrow, my nights are the best and I can always top Celestia."

"So…you only rise the moon? I thought you also bring the stars and made them shine and made constellations with them." He asks with confusion.

"I bring both, your mother on the other hand has difficulties with stars." Luna says giggling.

"Oh can I see you bring the stars? Mom always parades that you were way better than her, so I had wanted to see you in action from some time now." He says happily smiling.

You...

You exited the train car as it was rather late and it would be another 2 hours to get back to Canterlot. You decided to stop by in Ponyville and stay over with Rarity. She did say you could come over anytime you'd need sleep.

You walked through the late night streets of Ponyville to see it barren, there weren't many ponies around and if they were they'd be bat ponies who lived in a Ponyville at the time.

The marketplace was eerily empty, you felt someone's presence it felt like someone was watching you. You knew batponies wouldn't bother you as you did seem like a threat and they left you alone, but someone around the marketplace was indeed watching you.

You continued walking and before you could exit the marketplace, you heard someone's hoofsteps turning you spotted a pink poofy maned mare, she stopped like a deer in headlights.

"Uh are you okay?" You asked, you remembered her she was Pinkie Pie, a cute little mare who seemed like the happy type of mare. Her outfit was a bit different, she wore a pink striped skirt with a blue T-shirt with pink suspenders. The skirt looked like a tutu the outfit itself was cute and rather sexually simulating you felt yourself getting hard just by staring at her.

She stayed quiet and just looked at you, you only stared back and tilted your head. You began to approach her and just continued towards her, you looked into her baby blue eyes and bubblegum smelling area. You got closer to her and sniffed her scent, for some reason it was attractive to just sniff her.

"You're cute." She says giggling.

"Uh s-sorry I was just uh-"

"Smelling me? Hehehe don't worry I don't mind, I didn't know I smelled so good. I thought I smelled like a Pinkie." Her giggle was cute and body was just wow, you felt yourself get weird around her.

"R-right I was just leaving now, bye." She waved goodbye smiling as she happily bounced away, the sound of spring was heard each time she jumped.

"I really haven't come to Ponyville enough times to know her." You sighed and continued on towards your sister's home, hoping she'd have an available bed for you to sleep.

Later...

Approaching Rarity's home and business you knocked on her door awaiting her answer, as you waited you began to think back when you were younger. Rarity was always one to stay up a little later, the thing was she felt a sense of responsibility to do her very best even if it took time away from her sleep schedule, she ended up crashing around 2:00 am or crashing when she entered your room. Though you didn't care she was your sister and you loved her annoying actions.

The door slowly opened with a extremely tired Rarity as she let out a soft yawn. She looked up at you and gasped hugging you as she seem happy to see you.

"Aiden what a surprise! What are you doing here?" She asks

"I finished up a date in Trottingham that kinda went on for awhile and I need a place to stay can I-" She quickly shushed you and brought you into her Home.

"Do not say another word you're always welcomed to stay here. Come in." You entered her home and looked around the shop, most of the lights were turned off along with the show floor. You continued walking as Rarity showed you to your room, it was a guest room and Rarity seemed to keep it clean, she always took pride in cleaning nothing you'd take pride in mostly due to the scattered papers in your office back in your own home.

"Hey Rarity, thanks for letting me stay I know I'm not the best big brother out there. Hell I think other big brothers deserve that title, what I'm trying to say is that you're a really generous mare and I'm glad you turned out the way you did." Rarity smiled and approached you, hugging you as sat down next to you.

"You may not see yourself as the greatest big brother, but you were there when we were younger. I remember a time when you took care of me when I scraped my knee on the pavement, you always had this caring sense around you. I always wished Sweetie would see that part of you, but unfortunately I don't think she'll be able see that. She's almost 12 years old and she can handle herself." You sighed and nodded, you still kick yourself for not spending enough time with your family, they supported you and care for you. But in the end there wasn't much in terms you could now, well aside from being around your sisters as much as possible.

"Sorry for wasting your time listening to me bitch and moan." Rarity glared at you and hit your shoulder.

"This isn't wasting my time you idiot, I'm happy that my foul mouthed and sometimes uncouth older brother is here talking about his problems." You let out a soft chuckle and rubbed your shoulder before kissing Rarity's cheek.

"Yeah I know, anyway why are you up so late? Shouldn't you get your beauty sleep hmmm?" Rarity sighed and rubbed her temples before letting out a stressed groan.

"Believe me Aiden I'd love just to sleep in my soft bed and move on to the next day, but unfortunately I have work to do."

"Cmon Rares you can finish your work tomorrow can't you?" You asked

"I cannot, my client needs them the day after tomorrow and I rather have them finished tonight, so tomorrow I could look after Sweetie and her friends during their sleepover."

"Sweetie has friends eh? Well our family does have the certain eye catching charm."

"Of course, but your charm is more with mares then it is with stallions. I still cannot believe mares see you in that light." She mentions with a smile.

"Please you're just weirded out because you can't deal with your older brother dating."

"The very thought makes me ill." She sarcastically mentions.

"See you just admitted it." Rarity only giggled and nodded.

"Well Aiden I think you should get some sleep." You looked at your phone to see it was almost 1:30 P.M, you needed some sleep with a wave Rarity exited the room as you began doing the usual routine before you slept.

14 hours later...

You woke up extremely late, it was 3 in the afternoon and it looked like you spent your day just sleeping. You were slightly and extremely hungry and a little dehydrated but it was to be expected. You did sleep through breakfast and lunch, if you hadn't woken up you would've slept through dinner.

You rose from bed and stretched and popped your back, you were shirtless but not pant less. You walked towards a nearby chair and began to put on your shirt. Your hair was messy, but with a short brush with your fingers could go back to its original look. Grabbing your phone and wallet you placed them in your pockets and exited the room.

"Sweetie Belle! What have I told you about touching my things!" Rarity shouts in what you could say complete anger.

'What can Rarity be spazzing out about?' You say to yourself as you walked towards her room, looking inside you spotted Sweetie with three short capes with a gold silken inside and a maroon colored outside. Along with Sweetie were two other fillies one a yellow coated filly around Sweetie's height she also had a red mane, another filly around Sweetie's height had an orange colored coat with purple colored mane.

The two must've been Sweetie's friends, inside Rarity's room was the mess she called her workplace. To be honest you'd always think she'd be a clean freak when it came to her work, but you were proven wrong.

"Oh I can't do this, Sweetie you used my last piece of fabric that I needed to finish up my clients order. I'm going to have to cancel the sleepover."

"What?! I've been planning this for a week we can't cancel!" Sweetie said with fear as she seemed to have her hopes up for the sleepover.

"I can look after them if you'd like me to." You say coming into the conversation.

"Aiden! You're home! I'm so glad you're here!" Sweetie happily shouts running towards you and hugging your leg.

"Easy Sweetie." She only smiles and hugs your leg, the two fillies looked up to you. Both seemed to be amazed by you as they only looked up.

"Oh hello Aiden." You looked towards the side to see Fluttershy carrying a basket with Rarity's pet cat Opal.

"Oh hey Fluttershy, so what's this about a sleepover?" You asked with curiosity.

"Your little sister here decided to use an important piece of fabric of mine to create her capes, it was my last piece and I have to create more. I had to break it to her about canceling her sleepover until you offered." Rarity looked exasperated and tired.

"Rares you really need to get some rest, and yes I'll take over the whole sleepover nonsense and you just worry about your work and getting some damn sleep." Rarity rolled her eyes and looked towards Fluttershy.

"Fluttershy please help my brother take care of them, I have no idea what'll happen if I leave them with him."

"Cmon I've taken care of you plenty of times, half of those times mom and dad left overnight. If I can take care of you then I could take care of them now." You insisted making Rarity let out a sigh.

"There's no use fighting it Aiden cmon." Sweetie takes your hand and leads you out of Rarity's room along with her friends.

Author's Notes:

So I've thought of this for awhile and decided that I'm gonna go on an editing spree I want help with the punctuation errors, I know they're frequent and I want to change things about it.

So it'll be awhile before I being writing for this story again. Winters blessing 2 will go as it presses on. One thing I also wanna say there's a distinct lack of mane six I know it was planned that they would be a good chunk of the story but as things progressed they became secondary to Aiden and his friends. If you guys would like to see more mane six just say so if you'd like to see more of Aiden and his friends then just say so it's more for info on my part. :)