#swsh milo x reader

[randoimago]

Hi. Can I request general relationship headcanons for Pokemon boys Roark, Flint, Milo and Kabu? Thanks.

General Relationship Headcanons

Fandom: Pokemon

Character(s): Kabu, Milo

Type of Request: Headcanons

Note(s): I did Flint and Roark here!!

Kabu

Always up at like 5am to do his morning jog and stretches. If you want to join him then he appreciates the company. But if you think he's insane for waking up that early, then he chuckles and makes sure to pick you up something from a bakery on his jog.

He's an older guy so his house runs a bit on the warmer side. His pokemon also keep things warm for his old bones. It's a nice, relaxing warmth too. If it's too warm for you then he's fine turning the temperature down for you and using a blanket or cuddling with you for his warmth.

Calls you his "dear". Not huge on physical affection, but anytime you ask him anything or want to do something then he'll give you a smile and a "yes, dear". Might also call you "my love" too.

Milo

Really hopes you like flowers because he'll gladly get you some flowers that his pokemon helped him grow. Or if you are allergic, then he's sure to bring you some fresh fruits and veggies from his garden.

Has made you a flower crown before. Well, his pokemon made it. He's a tad clumsy with his hands, but he still got it for you and hopes you enjoy it. If you ever make him a flower crown, then his hat is going on your head while he wears your flower crown.

So cuddly. Gives the best bear hugs. That said, he won't constantly be seeking affection, he lets you mention if you'd like hugs or to cuddle together. And he's happy to provide when/if you do.

[glitch-tricks]

How The SW/SH Gym Leaders + Leon Would Ask You Out

I got one idea for Milo and my brain decided that I had to do this for everyone, you’re welcome /j

Milo

Let’s be honest, he’d do that tradition of giving you an Applin

It’s so simple, yet so sweet

Your Applin is best friends with his Flapple/Appletun

Nessa

I feel like she’d be so bold, yet so nervous at the same time

Eventually, she would give you an autograph

“- Nessa; Your #1 Fan”

Pray for her if you’re dense as hell

Kabu

Peepaw Kabu would’ve just walked up to you and asked you out

Nothing special, not nervous at all

Just straight up asks you

Gordie

Backflips

“Wanna go out with me?”

Okay, okay, seriously, he would use some of the cheesiest pickup lines

And maybe does a backflip

Melony

Honestly, she would probably be so over the top

Like, she would make whole ass ice sculptures with her pokemon just to ask you out

Piers

He wouldn’t

Marnie would confess for him, fed up with his lovesick bullshit

Unless he did get the courage, he’d straight up serenade you

Raihan

Oh, he’d be so fucking bold

Probably finished beating some random kid’s pokemon

Fucking announced to the whole stadium that he loves you

It worked

Somehow

Leon

One day, he probably held onto your hand just so his dumbass doesn’t get lost

You were definitely asked if the two of you were dating by some random people

Leon saw the opportunity

“We could be. Wanna go out with me?”

[cherry-flavoured-thot]

Could you do hc of Milo and Raihan falling/dating Allisters older GN!sibling? (That specializes in ghost and dark types)

Milo:

-Milo gives off brotherly energy, so he probably meets Allister and is like, little brother. But then he meets Allister's older sibling, looks at them and is like, love of my life. Allister does mention his sibling fondly to Milo before he meets them, he just wasn't expecting to be hit with love at first sight.

-Allister is living his best life when Milo and his older sibling, because now he has two people he can hide behind to avoid conversation. Also he likes Wooloo, he will tag along sometimes to go to Milo's farm just to pet them.

-Anyways cute idea, Milo who is lowkey terrified of spooky places like cemeteries, but because his s/o likes them and even asks him to hang out at one for a date. Who goes anyways despite being absolutely terrified the entire time.

-But refuses to admit it. His s/o will be like what's wrong and he will swear up and down nothing is wrong. Then one of their Pokémon think it'd be funny to jumpscare him. He shrieks. S/o is just rubbing his back to comfort him while making their Pokémon apologise for scaring him.

Raihan:

-Raihan, who is an avid consumer of goth s/o memes. Sees a picture of Allister and his older sibling on his timeline, and is immediately looking for their @ and to know if their dms are open. (He doesn't realise that's Allister's older sibling lmao)

-He realises when they start dating that they are Allister's older sibling because his s/o talks about needing to stay home and look after Allister because he's sick. Then it clicks.

-Raihan loves their aesthetic, but would appreciate if when they are together if their ghost type Pokémon would stop appearing as questionable apparitions when he and his s/o take photos together.

-Raihan, who takes Allister back home one night for his s/o. Only for Allister to say in the quietest of voices. "Don't hurt them." And not elaborate, Raihan felt chills running up his spine until he promised he wouldn't.

[pink-wooloo]

Gym leaders + Leon with a mute S/O!

. . . . . . . . . . . . . . . . ─── ･ ｡ﾟ☆: *.☽ .* :☆ﾟ. ─── . . . . . . . . . . . . . . . . . . . . . .

₊·͟͟͞͞➳❥ Leon

Leon is a very loud person, so you bring him out of his comfort zone.

Not in a bad way, he's just not used to being around someone so quiet.

He came up with a lot of ways to talk to you, but the one that he loves the most is what he calls: 'Blinking your way through a conversation'.

One blink for No, two blinks for Yes, no blinking for Not Sure.

He knows that there are easier ways to communicate with you, but he thinks this specific way is adorable.

It is common for people to speak over you and not pay attention to you.

And Leon hates it.

Whenever it happens, he just loudly says:

"Hey y/n! What do you think about this?"

And then and there, when everyone agrees to "Hear" what you have to say, Leon feels so happy for you.

Of course at some point your relationship became public.

"How do you feel about dating a mute person?"

People asked him that a lot.

He hates this question, he feels like it's really dumb.

"Well, how do you feel about dating a person who talks?"

Of course, nobody knows how to answer this question.

. . . . . . . . . . . . . . . . . . ─── ･ ｡ﾟ☆: *.☽ .* :☆ﾟ. ─── . . . . . . . . . . . . . . . . . . . .

₊·͟͟͞͞➳❥ Kabu

Kabu is really quiet himself

So he's not really uncomfortable with you not being able to talk.

He always makes sure you have your phone on you so you can write what you want to say.

He also makes sure that whenever he talks to you, you can respond with a head nod or shake.

People talk over him too, so he knows how it feels,

So whenever it happens, he waits until whatever is happening's over so he can take you to eat something and just make you feel better.

He absolutely loves that your dates are more on the quiet side.

He enjoys them so much.

Just laying on the couch together,

He's reading a book, you're cuddling with him.

He absolutely loves this.

Some months after you two started dating, your relationship became public.

And of course, everyone asked him how it felt dating a mute person.

"It feels nice, thanks"

. . . . . . . . . . . . . . . . . . ─── ･ ｡ﾟ☆: *.☽ .* :☆ﾟ. ─── . . . . . . . . . . . . . . . . . . . .

₊·͟͟͞͞➳❥ Gordie

Gordie doesn't mind you being mute at all,

though the first time you two met and he asked you your name, the only thing you did was touch your chest and then bring your fist to your mouth. ('Im mute' In sign language).

He was a little confused

it took him a few seconds to understand.

Even before you two started dating, he began learning sign language,

but he didn't mention it until he was more "Fluent".

You found it adorable when he asked you out in sign language.

Whenever you're in a group or something, he makes sure nobody talks over you.

He lets you sign what you want to say and then he translates.

It works really well.

When your relationship became public, the media couldn't stop asking him how he felt about dating a mute person.

"I feel like the luckiest man ever"

And he also encourages everyone to learn sign language!

. . . . . . . . . . . . . . . . . . ─── ･ ｡ﾟ☆: *.☽ .* :☆ﾟ. ─── . . . . . . . . . . . . . . . . . . . .

₊·͟͟͞͞➳❥ Milo

Like Gordie, Milo doesn't mind you being mute.

He's not loud, but he's not quiet.

He's right in the middle.

When you met, you were surprised that he already knew sign language!

So communicating with him was really easy from the beginning.

He doesn't let people talk over you,

but he's nice about it.

He also helps you talk to people by translating what you want to say.

Your relationship became public pretty early on because he's really big with PDA.

Of course, the media asked him as well how it feel dating a mute person.

"It feels normal, there's nothing special with being mute"

The media stop asking immediately.

. . . . . . . . . . . . . . . . . . ─── ･ ｡ﾟ☆: *.☽ .* :☆ﾟ. ─── . . . . . . . . . . . . . . . . . . . .

₊·͟͟͞͞➳❥ Piers

Piers being a rockstar, he's expected to be anything but quiet.

So you didn't expect him to like someone like you.

You being mute actually didn't bother him at all.

He also started learning sign language when he met you,

he felt bad not being able to fully communicate with you without giving you trouble.

It actually took him a little longer to learn sign language,

it was a little hard for him, but he ended up making it.

The first thing he signed to you was 'I love you'.

You couldn't help but shed a tear.

Since he started dating you, in his concerts, he always signs his lyrics.

You think this is adorable.

Your relationship became public a few months later,

The media went wild with the questions.

He actually didn't answer a single one of them.

. . . . . . . . . . . . . . . . . . ─── ･ ｡ﾟ☆: *.☽ .* :☆ﾟ. ─── . . . . . . . . . . . . . . . . . . . .

₊·͟͟͞͞➳❥ Raihan

Like Leon, Raihan is more on the loud side.

At first, it kinda ticked him off that you couldn't talk, but he ended up getting used to it and it doesn't bother him anymore.

He doesn't let people talk over you,

and he's a little rude about it.

"Hey, let them talk"

If people really don't pay attention to you, he'll roll his eyes and take you somewhere else.

He's going to rant about how annoying it is until you tell him that you actually don't mind that much.

"But I do"

When your relationship became public, the media asked him the same thing.

"How does it feel dating a mute person?"

"Good I guess?"

. . . . . . . . . . . . . . . . . . ─── ･ ｡ﾟ☆: *.☽ .* :☆ﾟ. ─── . . . . . . . . . . . . . . . . . . . .

[queeniesrose]

Happy Holidays y'all! Hope you have a wonderful holiday season. Each drabble will be SFW! Hope you enjoy!

Master Post

Christmas Special - Pokemon

Rika: Mistletoe

The weather outside was nice, not too cold. There was a nice, fresh layer of snow on the ground and you were out shopping with Rika. Christmas shopping for others was always a struggle for you; especially if they were one of those that have everything, or they buy everything that they want. Rika was one of the people that you struggled to shop for, she has everything that she has ever wanted, and doesn't want for much.

Rika pulls you along to a bookstore, entering the warmth of the building. She soon drags you over to the romance section of the store, she stops short as she goes to walk through the doorway, "Well, would you look at that! Those sneaky employees, putting up mistletoe in the romance section!"

Your cheeks start to heat up as she mentions that, looking up to see it for yourself. "I guess we have to kiss then." You say, as you quickly pull her in for a quick peck on the lips. Your cheeks brighten up as you pull back. "It was smart of them to put the mistletoe here."

Raihan: Christmas Tree

Perks of having a giant for a boyfriend, means that he is able to reach the top of the tree. After arriving home with the tree and getting decorations for it, you were excited to decorate. This year, you had decided to get a tall tree, about 7 to 8ft tall. Deciding the best way to decorate was to direct your boyfriend.

As you turned towards Raihan, you picked up a string of lights and ribbon, batting your eyelashes at him. "Ready for the first step Rai?" You asked, handing him the lights, not waiting for an answer. "We'll start at the top the tree." You took a few steps back so you could direct him and not be in the way as he put them up. Once he had finished putting up the lights and ribbon, it was time for the ornaments.

Raihan had decided it was time for you to take over, opened up the boxes. "C'mon Love, it's your turn to start putting things onto the tree." He rifles through the multiple boxes you had, "What colors did you want to do this year? Gold and white, green and red, random?" He asked, pulling a few different ornaments out as he mentioned the different colors.

Leon: Hot Chocolate

You couldn't think of something better to drink, than a mug of hot chocolate after a day out in the snow. You and Leon had taken Hop snowboarding, before dropping him off at their mother's house. Once the two of you got home, Leon immediately sent you to go change as he started to heat up the milk for the hot chocolate.

As you made your way into the kitchen, you saw Leon mixing the cocoa mixture and milk together. He had turned on a Christmas playlist, and he was humming along to "Santa is Coming to Town". You wrapped your arms around his waist, as you approached him, "It smells amazing Lee. Do I smell some cinnamon in it?" You ask, looking up at him.

He sets down the spoon, before twisting in your embrace and wrapping his arms around you. He smiles down at you, "You, my love, have a very good sense of smell. Yes, there is some cinnamon in it. Along with some marshmallows. Just how you like it." He says, placing a kiss on your head. He hands you a mug, holding the other one in his hand. "Cheers Love."

Milo: Dancing to Christmas Music

After a long day of work, all you wanted to do was eat and enjoy some down time with your boyfriend. And that is exactly what you intended to do. As Milo arrived back to your place, he could faintly hear the song, "All I Want For Christmas is You" playing and smell different spices from the kitchen. He let is team out to relax, as he made his way into the kitchen. He paused at the door, leaning against the frame, as soon as he saw you dancing around the island.

It took you a few minutes to realize that he was watching you dance around. Once you did, you held your hand out to him. "Come dance with me Milo!" You yelled. Setting down the spoon on counter and turning down the stove, before you belted out the next line, "I just want you for my own. More than you can ever know! Make my wish come truueeee!" As you sang this, you pranced around the kitchen with Milo in tow.

Milo laughed, as you both terribly danced around and sang the rest of the song. As the song was coming to an end, he wrapped you up in his arms, and softly sang the last few lines into your ear, "All I want for Christmas, is you baby." He kissed you on the temple, "Well, we can make your wish come true love."

Larry: Holiday Photoshoot

It was a Christmas miracle that you got gym leaders to agree to doing a holiday photoshoot. What made it even better, was the fact that Larry agreed to wear a Christmas sweater. What wasn't surprising about it was that it was a gray and black sweater. He had his signature look of stressed, depressed, and ready for death. The photographers paired the leaders and elite four up with each other, or with a champion.

Luckily for Larry, he got paired up with his favorite champion, you. As you walked up to set, you linked your arm with Larry's. Looking over at him, you smiled, chuckling at how uninterested he looked compared to everyone else. "Cheer up old man! Tis the season to be cheery and rejoice in the Christmas joy!" You say, jostling him a little bit. "This will be fun, look lively a little bit for me, please."

Larry looks down at you, and smiles softly. He places a kiss on your temple, "For you, my lovely champion, I will try to enjoy this more." He says, as you arrive at the set. He drags you along, as he follows the directions that the photographer gives him. He unhooks your arm from his, before wrapping his arm around your waist, pulling you in and posing. "Now, why don't you help an 'old man' look more lively?"

Sycamore: Christmas Lights

Every year in Lumiose City, there's a light show that happens in the city center. You have been bugging Sycamore ever since you move to the city and met him, that you wanted to go see it with him. The entire city was decked out with Christmas decorations and lights. This was the year, that you finally got him to agree to take you.

As much as he would love to say that you don't have him wrapped around your finger, you do. The two of you were matching head to toe. You had white long sleeves, dark gray pants, black boots, and gray overcoats on. You spun around to look at him, as the two of you walked towards the city center, grinning up at him. "You look so snazzy tonight, Mister Sycamore." You say, drawling out your accent as you say his name. You had your rotomphone out, taking pictures of you and the lights.

Sycamore's cheeks heat up a little bit, at your compliment. "Well, every snazzy looking man, needs an equally snazzy looking partner." He says, as he catches up to you, spinning you around. Right in time too, as the lights on the tower begin to twinkle. He hears you gasp at the sight, taking in all the different colors twinkling. "I think this exceeds your expectations love?"

[sweetapplessappyapplins]

Greetings SWSH Enjoyers!

I'm here to announce (and tease) a POKEMON DATING SIM!

All the dateable characters are adults, of course, and they consist of..

The loveable farmer, Milo! Whose strong arms can hold you tight at night!

The quick-witted model, Nessa! Her strategies for loving you are through the roof!

The heartwarming Kabu! His firey spirit may even be too hot for you!

I am not going to describe Gordie as hard as rock! He'll make you swoon with even just a glance!

The Ice-cold trainer with a warm heart, Melony! We know you're into MIL- her kind-yet-strong demeanor!

The secret softie, Piers! Get ready to get serenaded every night!

The everloving Raihan! Dragons are known to wear their hearts on their sleeves!

The Champion of Hearts, Leon! He may seem distant, but he's sure to listen to you!

The character you play as will be well.. You! There won't be a specified race, gender, or anything really (except the fact that you aren't from Galar).

This lovely adventure is brought to you by yours truly @480pfootage and the sprites+cgs will be drawn by @pechadream!

The current plans are to get the scripting done by this year and release the game some time mid-next year. The game will be fully sfw and filled with fluff!

EDIT 6/3/2023 (game being pushed back!! sorry gang!!)

The plot will be posted shortly and we hope you stick with us for this ride! Thank you!

[ecleto]

Some Milo sketches to start this profile here on tumblr. You can find some spicier content on my patreon!!

[yanpotatowriter]

Do you have any yandere headcanons for Pokemon SwSh's Milo?

Milo is still a gentle person when he is a yandere, although he gets tempted to kidnap his obsession to keep them away from all the people in the word that wants to corrupt and use his obsession for their own satisfaction.

He does try to get his obsession to move in through the normal way, first courting them and becoming their boyfriend before he talks about moving them in.

He does not get jealous easily and doesn’t mind his obsession talking to their family and friends when he is dating his obsession because they are in a happy relationship with him and no one can break that.

He might snap if his obsession tries to break up with him because he has been nothing but kind and taking care of their needs, and now they want to break up with him for what? Someone that is bound to break their heart? He won’t allow it. That would be his breaking point and makes him kidnap his obsession at that moment, treating them like he would treat a scared Wooloo with caution and like they are a flight risk. He doesn’t want to hurt them and does try to make their life as easy as possible on the farm, but he is not letting his obsession walk all over him, he won’t listen to demands of freedom and if they would start to say hurtful things he will just start to isolate them. You can almost guarantee that his entire family is in on his obsessions kidnapping, even Milo’s younger brother as they all knew his obsession from when they were dating (and in all of their minds Milo is still dating his obsession) and want to help Milo’s darling get adjusted to living with him on the farm.    (Milo’s sibling just sees it as him getting another sibling [kind of] and got upset when he was told by the rest that they wanted to leave the family.) He is also a yandere that loves physical affection, especially hugs as he is able to engulf his obsession in his hugs.  It makes him feel like it is just him and his obsession at that moment, and it makes him heart swell up with joy, especially if his obsession is returning his hugs and physical affection. Milo is also a big family yandere, he will want to have multiple children and watch his obsession take care of them with his help.   It just makes him so happy to see his obsession interact with their kids.

[smallestapplin]

I got into SwSh late and I see you write for that game 👀 maybe something with Leon, Raihan and Milo? 👉👈 I'm a sucker for coffee shop au ☕? Or meeting at like a café or library? Meet cute moments speak to my soul ❤

Fist fighting my brain worms for this.

-

-

👑Leon👑

“Leon, my sweet, please, I’m trying to work.”

Once a week like clockwork your sweet boyfriend of two years would come visit you. You work at a local library, for the most part it’s peaceful and you have only a handful of people in here at a time.

So the champion doesn’t have to worry about being stopped half the time, he can just focus on flustering you.

Leon leans in, grin plastered on his handsome face before he smothers you in another round of kisses.

You giggle at the tickling sensation.

“Babe! Come on, I have to work!”

He whines, using his lovely golden eyes to plead with you.

“Please? Just a little more? I missed you this morning.”

He nuzzled against your neck, earning him another round of giggles as his stubble tickles against your skin.

There isn’t anyone here yet, so he can smooch you to his hearts content!

-

🐉Raihan🐉

Your darling boyfriend always likes surprising you at work.

He knows how people can be at your job, so he likes popping in to cheer you up! The issue is that he is Raihan, and he’s a well loved gym leader.

So your entire coffee shop goes quiet with gasps only being heard as the tall gym leader walks in.

“There’s my love!” He peeks up at the sight of you.

He rushes up to the counter, completely moving passed stunned customers.

“Hello to you too Rai, but I thought you had a challenger coming in sometime today?”

The lanky man leans down, pressing a kiss to you nose.

“I mean yeah, sometime today, but that’s not now! I missed ya!”

“Rai…”

“I can wait!“

You stare at him and that happy fanged smile he gives you.

“That means you have to move, sweetie.”

“I know.” Yet he still stands there.

You sigh “you want a kiss first, don’t you?”

“I meeeeaan since you’re offering, yes please.”

You chuckle at your dorky boyfriend.

“Come here then you dork.”

Raihan let’s out a quiet happy squeak before placing a sweet kiss against your lips.

“Okay you’ve had your kiss, now please wait I have to work.”

He goes over to the first chair available by the counter as you work, you can feel his eyes on you as you take orders.

You take the order of an elderly couple and the sweet lady couldn’t help but talk.

“That’s the same look you gave me when I agree to go out with you, oh how sweet.”

Her husband playfully huffs “I still give you that look, you just refuse to wear your contacts.”

You look over to see what they are talking about, only to see Raihan resting his chin on the palms of his hands, with a look so sweet and tender.

Oh you’re absolutely smooching him after your shift.

-

👒Milo👒

Your little café is exactly how you met your fiancé.

He shows up at the same time every other day so you get his usual ready. Moments later the bell chimes and there stands the sweet grass gym leader.

“Welcome back, beloved!” You lean over the counter a little “and welcome to you too Flapple.”

The apple like Pokémon screeches happily and hops on the counter, contently nuzzling against you.

“Aw I’m happy to see you too! I already got your order ready.”

Milo smiles warmly at you.

“Thank you starshine!” He always comes in during your break, just to spend more time with you.

He pays for his items while you join him and Flapple.

The sweet dragon grass Pokémon had been your gift to him when you two started dating, you’re happy to see him with a spot on your lover’s team.

Milo hands Flapple a small pokéuccino, which he happily consumes.

While Milo sets his hat in the table, sighing in relief at the cool air before slurping down his iced coffee.

“You always make the best drinks.”

He must’ve had a long day.

“It’s my job lovely.”

“I swear you put so much love into it.”

“Yeah, cause it’s for you, and I love you.”

You laugh at his he sputters and chokes on his drink.

“I swear we have been together so long and you still don’t see it coming!”

His face only goes bright red as he tries to hide his face in his hands.

You just love teasing him.

[randoimago]

How about some headcanons of Milo, Piers, and Raihan with touch starved s/o?

Having a Touch Starved S/O

Fandom: Pokemon: SwSh

Characters: Milo, Piers, Raihan

Type of Request: Headcanons

Notes: Sure thing!

Milo

This man is a giant teddy bear. He'll gladly just wrap you up in a hug and hold you close. 

But he also doesn't want to overstimulate you with hugs so he tries to let you come to him first.

He'll hold his hand out to you and wait for you to hold his hand back, if you want. 

Just gives you a polite smile, because again, he doesn't want to give you too much affection at once so you can make the first move and he'll be patient.

Piers

Piers himself is pretty touch starved too but doesn't really know feel a need for it. 

He loves it when he is able to hold your hand or be close to you, but he doesn't push too hard.

So he's fine just walking close to you and won't really try to hold your hand or put an arm around you. Unless you want him too then you will have to say something because he's kind of an idiot when it comes to picking up on when you want affection.

But he will love to cuddle and hug you all day long. Honestly prefers just lazy mornings lounging around with you. He won't push it onto you though, but if the idea gets brought up then he's down.

Raihan

Raihan will feed into your starvation but he's a huge tease about it. 

I mean you get so flustered by him just brushing his hand against you. It's adorable~

He'll happily just pull you into a hug or press kisses all over your face, but you have to tell him immediately if it gets to be too much.

He never wants to overwhelm you but he does get wrapped up in giving you affection so just double tap his arm or something to let him know you need a break.

[pokeexehasstoppedworking]

Applin Of My Eye Ch1 The Apple Shaped Heart Doesn't Fall Far From The Tree (plus story summary)

Part 5 of the Galar Soulmate Series spin off of Love Doesn't Do Encores/A Champion Time For The Heart and side parody of Dragon's Treasure/Diamond In The Rough (This story will be much shorter than the others but I didn't want to leave out the last guy. This will also be the final installment of the Galar Soulmate Series.) Everything was fine now. Eternatus was defeated. The bad guys caught. No more things to worry about...Or at least for Y/n. A small encounter with a certain farmer has made him realize that he never apologized for bowling her over with a wooloo. So when the woman who helped save Galar shows up on his doorstep with an injured wooloo he may realize that maybe he had some secret feelings he never expressed to her in the beginning.

(Before we begin keep in mind that I do not know the actual name of Milo's little brother so his name is only cannon for this story, and his backstory is also not cannon and just for the story.)

It was a funny thing how crushes often worked you see.

You couldn't really control when cupid would shoot you with his arsenal of arrows through your heart and piercing your brain with that fuzzy feeling that made you all warm inside. However he felt as if he might've been hit with a whole sledgehammer. He still remembered the first time he saw her there. Last year pretty early in the year too actually. It was when he was getting his wooloo ready for the Gym Challenge but unfortunately one of the little rascals had slipped out and started running all over the gym with him chasing right after. Eventually it was able to escape right out of the gym and rolled faster than a tumble weed in a tornado out of his gym and right up the dirt road leading right out of town. Well he went chasing right after it one hand holding his sun hat. To his horror the pokemon was heading right towards two women walking their way down the dirt road chatting oblivious to the danger. Unfortunately speed was never his strong point, he was more of a strength guy himself.

Gloria smiled and pointed to it as the two of you walked down hill on the path. "Look! See? I told ya it was a good idea to take the short cut."

You looked down at her deadpanned, the baaing becoming louder the farther you two walked. "Uh huh. And those people chasing us in the beginning was part of the 'good idea'?"

You two didn't see the thing coming towards you from down the path or the man giving chase to it. "Oh come on! It wasn't that bad. We got here faster and now we can rest up and see 'bout that gym.

"Oh yes. And battling someone inside a mine is a good idea too-"

"Nonono! Miss! Watch out-''

Something hard rammed into your legs and they went flying back, sending your front shooting forward and in an instant you faceplanted the dirt road hard. A resounding 'THUMP!' sound echoing out as whatever rammed into you just as suddenly disappeared. It was like a your legs were pins and you just got ran over by a bowling ball. Stunned your body just sat there face first on the ground with your sobble thrown from your shoulder a couple feet away. You didn't move even as a gasp reached your ears, along with baaing and running footsteps. Your sobble chirping in annoyance upon being flung sat itself up and shook itself off, but scurried away and burried itself under your limp noodle of an arm when someone bigger nearly ran it over. Still you laid there stunned.

"OH NO! OH NO!!" A man's worried voice reached your ears just as your brain finally started to register you had been knocked over. "I AM SO SORRY!! MISS!? ARE YOU ALRIGHT!?"

"Y/N!!" Gloria shouted and you felt her shake you frantically. "NO! This can't be how you die! Bowled over by a wooloo isn't a good way to die so please get up!!"

....You coughed. And groaned. Your vision blurry as your now dirty face slowly lifted itself from the ground and looked up. Blinking at the two faces before you. Gloria who was obviously concerned, but the other was a man one hand clutching a hat on his head as he looked you over with worry. "What was-"

"I am SO sorry, Ma'am!" The man you assumed kneeled down letting you get a better look at his freckled face. "My...Are you ok!? You took that tackle head on!"

"What happened?," you mumbled and your answer was being easily lifted by the man by strong hands grabbing your shoulders.

"One of my wooloo! I'm so very, very sorry! She keeps running away everytime someone leaves a door open and I need her for the gym so I keep having to chase her down and bring her back!," the man quickly stated holding you up on wobbly legs as you shook your head as your poor sobble refused to let go of your arm. Hanging onto it like a koala bear would. Hands dusted you off. "Oh no. You're all a mess because of me. I hope you're not hurt, Ma'am."

You waved him off. "It's fine. Wouldn't be the first time I had to deal with troublesome wooloo," you grumbled remembering the Slumbering Weild incident. "I feel fine. Just a few dirt stains aren't gonna hurt."

The man sighed in relief. "Oh thank goodness. I was really worried when you fell so suddenly." His face quickly snapped with a frown to the wooloo who baaed at him. "And you! What did I tell you about running off like that!? This time you did hurt someone!" It baaed louder at him. "Don't you talk back to me! You're in big trouble young lady!......Hm?" He looked to Gloria who was currently staring at him in surprise before he suddenly smiled at her. "Oh. You must be one of the Gym Challengers, right?"

"I- W-Who me!?" She sputtered before nodding quickly. "Y-Yes, Sir! I am!"

"Ah! I thought so." His polite smile widened. "I saw you at the Opening Ceremony earlier this week! My name's Milo. It's nice to meet you."

"I know! AH! I mean!" Gloria sputtered holding up her hands. "I s-saw you too with everyone else! I'm so sorry!"

held up his hands. "Oh no. If anything I should be the one apologizing to you and your friend here for the trouble I put you through."

"Milo?," you asked confused gaining his attention.

He nodded. "I'm a Gym leader here and partial to Grass Type pokemon. And if I'm not mistaken your friend here is one of the ones Leon keeps going on about. I've been itching to see just how good the Champion endorsed Gym Challengers are..." he sighed moving his hands to his hips. "But I'm afraid you might have to wait your turn."

"Huh?" Gloria blinked.

"I know usually my gym's the first one trainers pass by on their trip, but I didn't expect so so many to come here right after the ceremony. I've been completely swamped and I still have three trainers waiting for their turns with me right now. And it doesn't help this one keeps running off the first chance she gets."

You mean I gotta wait until you have more time off just to fight me?" She groaned with a pout. "Maybe we should've taken the train to get here faster after all."

"Hey. The man's busy" You patted her back with a frown. "And obviously he's having a hard time right now. You said we had what?....A whole year until those finals come up? It hasn't even been a whole week yet. We can wait a lil bit longer and let Mr. Milo here sort himself out."

Milo gave you a surprised look and Gloria sighed before nodding. "You're right. We're here and that's the most important thing! I can wait a few more days if I have too."

You smiled. "That's the spirit!"

Even Milo eventually smiled. "Well then. Let me find out at the Gym Stadium when you're ready." He pointed behind him. "Just head on down this route and you'll run right into my stadium. See you there!" He then turned to the wooloo. "Come on now. Back to the stadium with you too. We can't keep the Gym Challengers waiting." It baaed at him in protest but didn't give too much of a fight when it started to follow him as he turned and gave one wave back to you two. "Again sorry for the trouble! Hope to see you soon!"

With a sigh you brought your arm up and your sobble blinked at you...before grabbing your cheek with a questioning chirp. "I'm fine. Just a little sore."

He thought that would've been it. You see he wasn't expecting to see her again. He thought he saw her the next day when he battled her friend in the stadium, but that was that. He lost, congratulated the young girl who looked about the same age as his little brother and off she went. He thought that would be it until he saw the next challenger. But he was surprised when night fell and he stepped out for a few moments to himself.

The night was peaceful. The night was quiet. It was one of the times he could actually get a bit of breathing room to himself and he always gave one last look around anyways. The wooloo were all snug back in their barn. The gym was cleaned up and closed. And most of the farm's chores were already done. All that was left was to do one last look around before bed. The night was pretty. The sun had just started going down over the horizon leaving sn assortment of yellows and oranges and pinks to be chased away by a dark blanket of black filled with millions of tiny stars. It was beautiful among the silent fields. Although he was never expecting to run into another person. Quite literally. He was just walking around the side of his barn when he almost ran face first into a woman. A woman with a sobble clinging to her shoulder. The sudden face to face encounter had her jumping back with a yelp jumping back and the sobble terrified ducking behind her head with a chirp. He himself took a step or two back from the sight as the two of them just...blinked at one another for a good second. Who was-

"Milo?," The woman asked with a blink. "What are you doing out here?"

He blinked. Why did she look familiar? "I...I own this farm? And who are you?"

"I'm Y/n." He still stared. "Your wooloo bowled me over the other day."

It all clicked in an instant. "Oh! You're that woman!" He remembered now. "What are you doing out here in the middle of the night?"

"Camping." She gestured behind her towards the back fields and when looked over her, he noticed there was two tents set up right in the middle of one of his fields. "My friends and I are camping out here before we leave tomorrow morning, but we had no idea this place belonged to you. I heard someone walking around out here so I came to check it out." It was then she held up her hands and apologized. "But we don't want to cause any trouble. If it's a bother, I'll have them move our tents somewhere else. I'm sorry."

"Oh no. It's no trouble at all," he insisted with a smile. "As long as you all don't litter, I don't mind at all. "

"Oh. That's actually really nice of you. Thank you so much. That battle you had with Gloria today was great!"

He paused all of a sudden caught off guard by what she had said. "Pardon me?"

She smiled at him. "I said your battle with Gloria was really fun to watch. You put up a good fight out there today. No wonder you're a gym leader!"

And in that moment he paused. She was complimenting him? HIM?! He had to look around real quick to make sure that there wasn't anyone else there for her to speak too even though he knew there really. He then looked back to her with that perplexed took. By now the small sobble had timidly poked his head from behind hers.

He pointed at himself. "You mean me?"

"Of course I mean you! You're the only gym leader in Turrffield. Who else would I be talking to?" She rose a brow.

"Oh. I-I meant no offense, Ma'am. It's just...well I'm not used to compliments actually." A hand reached up as an embarrassed smile graced his features. "I don't get a whole lot of them outside my friends and little brother."

"Really? I'm surprised. You put up such a good fight against Gloria." Ah. That must be her friend's name. The young girl who he battled today in fact. "You're also the first official gym leader I've met so far."

He blinked in surprise. "Really?"

She nodded. "You see. I'm uh... Visiting Galar. It's my first time ever being in this region. So today was my first time ever seeing a live gym battle and you're the first ever gym leader I've spoken too....Ever actually."

"Huh? You mean you've literally never met another gym leader before me? Like ever?" 

"Nope! First time ever today. Or night as it happens to be now." ...She smiled again. "But I'm glad it was you. You're really kind, I could tell by how you treated your Pokemon during the battle." She then turned and waved a hand good bye. "Well it was nice meeting you Mr. Milo. Sorry again for the trespassing. Have a good night."

"Uh...Good night."

That was it. He didn't see the strange woman again when he went to inspect the fields the next morning. The tents and people were gone, if he didn't find the small holes in the ground from the tent spikes, he would've believed he'd just dreamt up the whole thing. Oh well. She was kind though! It made him happy to be complimented for once but he soon forgotten about the whole thing when he just got on with his life. A lot of wool was harvested from him wooloo and so many crops were harvested from the fields this year! In fact this might've been the most plentiful harvest Turrffield has ever had. 

His little brother was making his way through the gym challenge as well! He was so proud of him! He really grew from a bud to a giant blossom this year. He was so proud watching Felix battle his way through the gym leaders one after another and make his way through the gym challenge. He always knew Felix was a much more stronger and capable trainer than he ever was. He'd grown so much than he'd ever could, one day when he was older he'd make an even better gym leader! If Ma and Pa could see him now, they'd think the same thing he was sure of it! So it came to no surprise when months passed and he saw Felix again sometime in August. The biggest smile on his face when he busted through the door of their home, almost scaring Milo into dropping the giant sake of potatoes he was handling,  and with a confident smile presented his full badge circle with all eight badges. 

"Milo! I'm competing in the semifinals this year!"

He  was then given the biggest hug and welcome Milo could ever give. His own little brother was going to be in the semifinals this December.  And it was then that he saw her again. When he and his brother traveled down to Wyndon city near Christmas time. Felix was getting ready to battle the other three finalists and he was patiently waiting for it all to start from the V.I.P lounge with most of the other gym leaders. But they couldn't until Leon showed back up, which was sooner than he expected when the door opened and the smiling Champion came walking in-

With one mighty push, Leon pushed the door open and walked right in. "Hey, Everyone." He called back into the room. "Sorry I'm late!"

"Leon. Don't tell me you got lost again! I thought one of us were gonna have to rescue you like last time.," came a woman's voice that sounded familiar from the inside, "I swear sometimes you're more confusing than a spinda."

You both slowly shuffled in as Leon chuckled a bit embarrassed. "C'mon, Nessa. That's a bit harsh." Shaking his head he smiled behind him as you brought up the rear. "I got a bit distracted on the way here and invited some friends over."

You stepped in and blinked at what you saw. The room you were all in was almost as big as Gloria's hotel room but less fancy. Warm thankfully, with some couches, a table with a few chairs, a big flat screen TV, and over in one corner was some kitchen stuff. By kitchen stuff there was a counter with a few cabinets, a sink, full sized fridge, microwave, and a coffee maker. And within the room around you was all ten gym leaders!! Ms. Opal was sitting at the table with a cup of presumed tea with Kabu who seemed to be meditating or asleep by the way he was just sitting there eyes closed and arms crossed. Gordie had been standing by the fridge leaning against the wall, but looked up from his drink when the door opened. Melony standing with him. Nessa sitting on the couch next to Bea, and across from them on the other couch was Raihan glancing at you with a surprised look with Alister sitting next to him on the opposite side of the couch. Milo was the closest one standing to you all looking to have been in the middle of eating some kind of doughnut in his hand when you walked in, and last but not least there was Piers. He had been the only one visibly standing and looking out the window as the stadium was filling up with people, but had side glanced over his shoulder just seeing Leon before turning back to the window before he could see you walk in behind him. Disinterested in whoever Leon brought with him. Oh if only he knew. And...HEY! It was the three trainers of Raihans. Sebastian, Camilla, and Aria. The triplets were encircled around the fridge most likely getting something to eat also.

Good morning," Victor greeted politely and a bit more confidently than you as he waved. "It's really nice to meet all of you."

You were going to say hi as well. Most probably to Nessa since you've spoken to her before or maybe Ms. Opal and ask how Bede was doing. Or....maybe Raihan if you were feeling a bit more brave. But it was one soft voice that interrupted all thoughts.

"Y-Y/n."

A lot of everyone around you (you included-) looked surprised as ALLISTER of all people spoke out and you watched in surprise as he slowly scooted himself off the couch until his feet hit the floor. With a turn of his head towards you he slowly walked towards you...and you smiled. 'y/n. Milo instantly paused, His emerald green eyes going wide all of sudden, and the doughnut he was holding nearly dropped. And his brows instantly shot up upon seeing YOU of all people standing there next to Leon.....YOU!? HERE!? WHAT WERE YOU DOING BACK HERE?! WITH LEON!? HUH-

"Hey, Allister." You greeted and to everyone's surprise you instantly lowered yourself to sit on your knees finally placing Silver down to your side to be eye to eye with Allister. This seemed to make him more comfortable to talk with you as he slowly walked up to you now being closer to his height. "Wow. You look great! Did you grow taller from the last time I saw you?"

He instantly nodded his hands into fists in front of his chest. "Uh huh. L-Leon s-s-said I grew three inches this year!"

You gave a small gasp. "No! That's so cool! You're growing up fast. Soon you're going to be even taller than him."

"Y-You think so?"

You nodded again smiling wide. "Oh yeah. A big strong person like you? I bet you'll be the tallest person I know!"

That seemed to make him happy as he smiled from behind his mask at you before reaching around to his pokeballs. You watched patiently as he fumbled before holding up a pokeball. "I-I made a new f-f-f-friend! W-Would you like to meet him?"

Still smiling you nodded. "I would love to meet your friend, Allister." You gestured to Silver next to you who chirped when you acknowledged him. "I want you to meet my friend too. Allister this is Silver. He's been with me for a while now. Say hello, Sil."

In response Silver have off some kind of noise towards Allister who stared for a moment. "H-Hello..." Before turning back excitedly to you. "H-Here! Y-You're gonna really like him!" You knew that you would either way. Everyone was now staring at you two in surprise. Even Kabu had opened his eyes to peer over at what was going on. A flash of bright light from Allister gave way to something white, floating, and very pretty. And you smiled wider realizing what exactly what it was. Floating there by Allister in all it's white glory, was a Froslass. "I m-m-met him w-w-when it snowed by the stadium. He really likes playing hide and s-seek with us."

"Ooh. He's absolutely beautiful." You turned to the pokemon, and as if he was another human, you greeted him. "How do you do? It's very nice to meet you, Sir."

The pokemon blinked at you seeming to be taken a back a bit but made some noises while smiling proudly at itself. Allister slowly pointed at him. "H-He s-says you're v-very polite and i-it's n-nice to see s-s-someone recognize h-h-his looks."

You chuckled. "Well thank you! I'm glad he thinks so." Slowly you stood back up to stretch your legs still smiling. "I'm glad to see you're making new friends to play with. Are you here to watch the semifinals too?"

Allister nodded again before pointing over to the couch. "B-Bea's going to take me to the h-h-haunted houses in the c-c-city for Christmas."

You glanced from him to her and smiled. "Well doesn't that sound great!" You waved to her. "Hi. I don't think we've met. Or seen each other really."

Bea seemed to still be staring at you totally bewildered but it was nessa who spoke up next. "Oh yeah. I remember you." More surprised glances were sent between her and you as she gestured towards you. "You were Sonia's friend with the sobble! Er.." She glanced between you and Silver who shook off snowflakes. "Well, it looks like he's not too much of a sobble anymore."

You gave couple laughs before reaching over to pat Silver's head. "Nope. My lil guy's practically all grown up now. Takes a lot of love and care and food, but Silver's worth it." You waved a hand to her. "But it's good to see you too Nessa. Hope things been well. My friend showed me your new line in the ads." You added remembering Gloria showing you a magazine with an article of her. "I really like the 'Sea Emerald Delight' dress."

She smiled your way before turning her gaze to Raihan who blinked at her. "I told you. Green dresses will look good on anyone all year round." the Dragon Gym leader rolled his eyes in response and stood up.

You also shook your head...but paused feelings eyes on you. And it wasn't just the others around the room. Your head turned over towards the windows and you paused seeing Milo staring right back at you cheeks stuffed with a doughnut , brows raised at you. You both stared at one another for a moment before you went back to smiling, crossed your arms, and rose a brow back.

"Hello there Milo! It's nice to see you again too!" Finally a familiar friendly face besides Lee. "You're here to cheer on your brother right? I believe he's going to be competing against my friends."

He still stared at you as you smiled back patiently before swallowing down the food in his mouth and forcing a smile. "Y-Yeah! Felix is going to be fighting out there an-and I don't want to miss it when it happens."

Ah." You nodded. "I'd expect nothing less from you all. It's real sweet of you to be here to support him!" You smiled wider. That just makes you a good big brother! I knew you were sweet !"

He nearly choked on his doughnut as his face blossomed a bright pink.

You chuckled and you would've said something back if a voice didn't startle you. "Nice to see you too.~" You jumped with a yelp and backed away from the taller guy that walked up to you two. Raihan smiled that fanged grin of his as you blinked at him. "You didn't even say hi to me.~ I'm wounded.~" His gaze shifted from Milo to you as you blinked. "Hey there, Sassy.~ Wasn't expecting you to come rolling up here with Lee! You have a knack for hanging out with famous people?"

You blinked a moment before raising a brow. "Not really. Leon just offered to be nice and I didn't want my water type out in the freezing weather."

"Aw. And here I thought you came all the way to see me.~" He faked sadness making you roll your eyes. Milo glancing between you both. "Y'know if you're free sometime that dinner date's still up for the taking!"

"No thanks."

You never really gave it a thought? Really?" Raihan asked blinking surprised for a moment as you shook your head no before he smiled and leaned down closer to you making you lean back. "Well that's a first I've heard. Usually I'm something people can't get off their minds.~ You've certainly been on my mind for a while.~"

.......You reached for a nearby magazine. "Uh huh. I'm ....flattered I guess but dude. You might as well be flirting with a rock."

Behind you all Nessa gave a small snort which Bea slapped her shoulder. "Aw. I guess you're right. But you are cute.~" He gave that smirk that could've made anyone swoon. You raised your magazine. "You're like a short cute firecracker making my heart explo-HMPH!?"

Milo yelped when you all of a sudden you grabbed his arm and pulled him in front of you. With you now half hiding behind him now, you brandished your rolled up magazine like a sword....A harmless sword but something to ward him off non the less. Raiham blinked having been bonked harmlessly by you. You scowled using your Milo-Shield and Magazine-Sword to swing at him a couple times. Piers blinked wide eyed at you not sure what was going on. The doughnut all but forgotten about, what was left of the poor food dropping to the floor as his face blossomed an even thicker red.

"Bad Gym Leader! Down!,'' you firmly said scowling swinging at him, "Go to h0rny jail!"

"Wha- Jail??" He asked but held up his arms from your harmless magazine attack. "H-Hey! I was joking, Sassy! Seize fire there!"

"Silver help!!"

Raihan's eyes suddenly went wide before snapping his head when he heard a loud chirp and stumbled back when Silver eye narrowed starting walking towards you. "Hold it hold it hold it!!" Raihan held up his hands to Silver and ended up having to literally jump over the couch he was previously sitting on and stood in front of the lady gym leaders to avoid Silver who now stood between you and Milo and the couch. He narrowed his eyes at Raihan and gave a loud chirp. "Geez. You weren't kidding when you said he was protective."

Piers ended up giving a loud bout of rare laughter at the sight of the display and Leon was able to pry her off of him to let him recover from the sudden jolt. If he wasn't so flustered by the sudden action. Oh well. They parted ways and he soon forgot about it when the semifinals actually started. Felix sadly lost first round but that was ok. He was proud of him and he came farther than so many other people in the gym challenge. He didn't really think he'd see her again after that but again he was sadly mistaken when Christmas came around. It was that wonderful time of year when the spirits were high and the laughter was everywhere. And after all what better way to spend time with his little brother on Christmas than to take him to the Festival? Milo wasn't expecting to see her yet again but here he was, just waiting for his little brother to get off a ride when she just walked right up to him.

The park was actually beautiful this time of year. A slightly frosty patch mostly cleared went through the quiet parts of the park lit up by the faint lights of the festival and a perfect full moon above you. It was starting to snow again now, not too much, only enough for it to look really pretty and fluffy falling from the otherwise clear skies. The smells of the parks pine trees filled the air with the faint scents of foods from the festival, giving it a balanced mixture of nature and dinner time. The snow on the ground shined reflecting the moon light from the darkened sky making it look like a forest of glitter against the cold. 

He shivered from the cold, rubbing his hands together from the cold and sinking further into his coat. It was always chilly out this season. He'd be glad when he was able to get back to their hotel room. It would just be after the parade after all. The gym leader was so wrapped up in his own worlds he didn't notice the woman walk up to him or the footsteps crunching through the snow until they were right next to him.

"Hey."

"Gah!" He practically jumped out of his skin and whirled around to the woman next to him who blinked and held a few objects in her hands. "Wha-...Oh. I -Its you. *Sigh* Please don't do that."

"I'm sorry. I didn't mean to scare you...Again. That's just another thing I need to apologize to you for while I'm here."

"Huh?"

Her answer was to just hold up the objects in her hands. Which was two small bags and a cardboard cup holder holding two cups of hot chocolate, he could tell from how they smelt. "Seeing you the other day made me realize that I didn't apologize for all the inconveniences I gave you. So I'm sorry we trespassed on your farm. And I'm sorry for scaring you..Twice. And I'm sorry for using you to get away from Raihan. And I'm also sorry for making you drop your food. Here." You held out the food at him. "I got you and your little brother some replacement food as an apology gift." He opened stared at her, before looking at the food, then back to her, then opening his mouth- "Take it. My drizzlie would only eat it if I took it with me. And I have no place for it anyways."

....He slowly took the objects handed over to him with an unsure expression on his face...before giving a small smile. "I-...Thank you. Wow. Doughnuts and hot coco. Heh. Not a bad Christmas gift."

"Oh. That reminds me. I do have something for you." He again looked surprised when she dug into her coat pocket and pulled out two small metal keychains shaped like wooloo. They shined in the light as she held them out with a smile. "Here. Merry Christmas."

He could only stare at them. "A...gift? For me?"

"And your little brother. I got all my friends some and I figured you'd guys like one too."

...He took a moment longer to stare at them more before shifting the food into one arm to reach a free hand over to take them from her. A... Christmas gift? For him? But...he never got any Christmas gifts except from his few friends and little brother. He certainly didn't have that many fans so all the unexpected kindness was...So sudden. But...not unpleasant. In fact..the gesture struck something in his which made his heart pick up a beat and his face turned a darker pink than his hair.

"Well I'll see you later. Good luck in the Champion Cup tomorrow,  Milo. Merry Christmas."

And then she turned and left, leaving him to look on after her red faced as her eyes glittered in the Christmas lights, the snow gathering prettily on her f/c hair, and the most beautiful smile he'd ever seen on her face.

BU-BUMP!!

He nearly crushed the cups of coco as he felt his heart place a beat and his face burnt.

"O-O sweet wooloo knitted sweaters."

[sorbetisfruity]

Thinking about a picnic date with Milo.

✿He’d be so sweet, like, 10/10 boyfriend right here okay?

✿He’d go all out, find the perfect place and food, get all dressed uppppp

✿He’d probably get you flowers and chocolates as a little surprise too, just because he’s an absolute sweetheart.

✿He’d be perfect at planning out cutesy little dates I’m sorry

✿And of course we can’t forget about his wooloo. They’d probably end up joining you on this little date.

✿But do you really mind? I mean, wooloo are absolutely adorable and so fluffyyyyy-

✿I desperately need a life sized wooloo plush just to use as a pillow lolololol

But anyways

✿I feel like Milo would be into super cute, simple dates.

✿Obviously if it was an anniversary he’d go and take you out somewhere a bit fancier and expensive.

✿But until then? It’s little Cafe and picnics for you.

✿And I honestly think we’d all be okay with that.

[luxrayblues]

Hello! Can you do a Milo x Reader where they just do Wooloo herding together?

This is too cute ❤️ I hope you enjoy!

Milo x reader - Round up (SFW)

Walking out to the field, you can't help but to notice how spread out all of the Wooloo were. Things were a mess on the farm this week, which was why Milo had asked you to come by and help him out. Normally he didn't want to bother you with physical work like this even though you offered often.

You could see the buff male standing near a fence with his hand up on his head, stretching as he takes everyone in and considers how he was going to do this.

"Milo!" You call and he turns, smiling at the sight of you. In a cute pair of overalls and a hat to keep the sun off of your face, you were ready to go. He couldn't help but to find you absolutely precious like that. Something about seeing you ready to get your hands dirty made his heart beat faster in his chest.

"There you are, Y/N! Thanks for coming." He beams at you, excited you were there and willing to help with this. "Okay, so we need to get them out of this pasture and into the one over there." He points a ways off where it was easy to see the grass was untouched by the pokemon. They had to rotate them around to give the grass a chance to grow back between.

"Got it! Easy." You say in a teasing way, knowing it wasn't going to be that simple, though you were very excited to help. He motions you along toward the fence. "So basically you hold your arms out and sort of gently move around them to make them go. We need to keep them herded together so they don't end up in the wrong place, okay?" He looked so cute when he was being serious. Despite that, he was still smiling.

"Got it!" With that, he holds your hand as you clambor over the fence and into their pasture. The wooloo bleat and scurry away. They were all riled up because they could sense a change was coming, running around and bleating noisily. You giggle as you move around the edge of the fence to get to the other side while Milo took his side. He opened up the gate and started to make a clicking noise at them. "Go on, friends!" He calls gently and you start to move with your arms spread out, the pokemon scooting along as expected.

Moving along the other side of the herd, he also held his arms out, leading them along through the gate with you. It made you giggle the way you were both T-posing at these pokemon. You knew there was an important purpose but it still looked so silly.

It didn't take too long with your teamwork to get everyone moved and the gate closed. Once they were where they were supposed to be, they had calmed down significantly. Many of them now around your legs and bonking against you and Milo both, wanting attention from you.

"You guys are ridiculous." He laughs joyously, loving all of the wooloo dearly. As he moves over to put an arm around you and pull you into a hug, the jealous pokemon bleat at you both, also wanting attention.

With a laugh, you lean down with him so you can pet those soft babies. Their heads and soft noses that snuffle and nibble at your fingers. They press their woolly bodies up against you as you pet over them with Milo.

He couldn't help that he was admiring you. Your smile perfect in the sunlight. You were perfect to him. He couldn't stand it, pulling you against his body to hold you in a soft, firm hug before loosening his grip again. He would definitely be taking you up on the offer to help more often.

Seeing you out here like this had him feeling very deep in love. "What's that look for?" You ask him curiously, but he smiles and shakes his head, unable to explain the way he felt for you.

[pink-wooloo]

How would the SwSh Guys Act like when Jealous? (Pt. 1/?)

♡ Milo♡

Milo is a very calm guy and takes things easy so you probably won't see him jealous often

An instant turn-off for him is when someone gets too touchy with you

He won't make a big scene about it though, he's not that type of guy, but he will pull you aside and try to keep you closer to him by wrapping his arms around you, holding you close, putting his arms around your shoulder, etc.

He won't talk about it, at least at his own will, but if you ask him about it, he'll be a little embarrassed but confess.

♡ Gordie♡

Gordie tries to keep it cool but it's obvious when he gets jealous

He clenches his fists, mutters to himself and rolls his eyes. Although many people would just say he's in a bad mood, you know that's not what is happening

He'll not make a scene in front of everyone, but he'll make sure to let the one getting him jealous know that it shouldn't happen again, and that you're taken

But of course, he'll be as respectful as he can, just letting them know you're not available

♡ Leon♡

Leons too oblivious to get jealous, but when he does he just tries to call your attention and pull the other person away from you

He can't stand seeing you give the other person attention so he'll do all the things in his power in order to have your eyes on him.

He'll tell funny stories, pull out his fanciest pokemon, be overly flirty with you, etc.

♡ Piers♡

Piers is always confident and sometimes seems cold but he can be exactly the opposite

when he sees people being overly flirty with you, he tries to hold it in, but they usually keep flirting and he just can't stand it.

Your relationship with Piers is anything except private and It's honestly absurd how they always flirt with you in front of your boyfriend.

Piers sighs before pulling them away from you and scolding them because of their behavior and explaining how you're taken and how they should know that

[cherry-flavoured-thot]

Can I request t and r for Milo?

🎉3k celebration 🎉

r - rest, how do they like to sleep?  do they have a nighttime routine? what is their sleep schedule like? can they fall asleep anywhere or do they need a cloudlike mattress underneath them?

Milo's the type to lie on his back with his arms resting behind his head against a grassy hill. Relaxing while he basks beneath the warmth of the sun, taking in the peace of the clouds floating in the blue sky, until his eyes start to feel heavy and he dozes off into a nice nap. You've caught him on several occasions, sometimes if the sun is too bright his hat is resting over his eyes which causes him to not even become aware of your shadow looming over him. 

“Having a good nap?” He never falls into too deep of a sleep when he naps, and when he hears your voice you immediately have his attention. If his hat is over his eyes, he sits up and if not he simply opens his eyes. He might pat down the spot on the ground next to him, inviting you to lie down next to him, or ask you what the time is. Sometimes he dozes off without meaning to, and will be leaping up off the ground after you tell him just how long he’s been lying there. 

His actual nighttime routine is simple, shower, clean teeth crawl into. He mostly likes to sleep on his back, or on his side. Normally what happens is he starts off on his side clinging onto you, quickly falls asleep, lets go and rolls over to his back in his sleep. You are free to cling onto him because once he's asleep he is dead to the world, the only thing waking him is his internal sleep schedule, where he wakes up unreasonably early to do farm work. He’s incredibly cautious not to wake you up, but always gives you a kiss on the forehead before he leaves as a silent goodbye. 

t - tears, how often do they cry? what can cause it? what do they do when you cry? are they good at cheering you up? 

Milo doesn’t mean to cry, especially when he knows that the moment tears start swelling in his eyes, you’ll start to worry. It’s just he’s never had anyone speak about him so kindly before that they are impossible to stop. You were so honest and unapologetic, as you told him how special he was to you, how you loved him more then anything that of course he choked up. 

You seemed so unaware as you continued listing off all the little things he does that you love about him, mainly because he managed to hold them back, until you finished turning to him with a smile that always makes him melt without fail. He tries to tell you he feels the same way, that there are so many little things you do that he adores, but the tears flood down his face. 

“Did I say something wrong?” You’re worrying. And he can’t even begin to explain without crying more, you eventually understand in between his stuttered responses and sniffles that he’s just crying tears of joy because he’s not heard anyone speak about him the way you just did before. Which then causes you to choke up, as tears prick the corner of your eyes, it’s his turn to worry. 

[queeniesrose]

Happy New Year's y'all. I will also be having each character's drabble in its own post! 

Master Post

Warning: This is NSFW so if you’re under the legal age or uncomfortable with content like this, please skip over this one!

New Years - Pokémon

Milo: I can't get enough of you.

Being in a relationship with a farmer and gym leader wasn’t always the easiest. When you actually got the time to be intimate, have a date, or go out with friends, you took advantage of it. With most of your friends and family out of town for New Years, Milo decided to surprise you with a date from home. After a delicious dinner, Milo wrapped the two of you up onto the couch, with a movie playing in the background.

As you looked at the strawberry haired man, you help but have an enamored look upon your face. Shifting yourself so you were sitting on his lap, you rested your hands on his shoulders. Leaning in to whisper into his ear, “You know Milo, we haven’t had any… Fun… recently. Why don’t we do something to fix that?” You say, nipping at his ear, leaving a few kisses along his jawline. As you did this, you felt him buck his hips into yours; his dick was already starting to harden. “Aww, someone ready for some action?”

Milo’s face started to heat up, as he let out a small moan. He grabbed your hips, holding them down, so he could cause some more friction as he bucked up into you. “You know love. I can’t get enough of you.” He says, pulling you into a heated kiss. Breaking away, only to get a much needed breath of air. He shoves his hands up your shirt, moving to get it off of you. “And yes my love, I am ready for action.” As he finishes talking, he flips you over so he’s on top. He pulls your bottoms off, before turning his attention to your crotch.