-Haruka Sakura, Hajime Umemiya, Toma Hiragi, Taiga Tsugeura, Jo Togame, Tomiyama Choji
Haruka Sakura
With his loud and thick-headed skull, it's bit shocking for others to see how well someone like you is able to put up with him.
He doesn't mind the fact that you're nervous when speaking and opening up. It quite weird actually, he seems more comfortable around you even though you don't say much. When the others do witness you two, the image of Sakura just blabbering about nonsense and you right beside him listening to everything without complaining piques their interest.
He understands and is okay with your shyness and doesn't even blame you. Because you're also very smart, he usually goes to you for advice and help, mostly for academic studying because that's what he struggles with the most.
Hajime Umemiya
Toma is the only one that is concerned for your well being whenever you're around Hajime. On the other hand, Tsubaki stays rooting for the both of you.
Umemiya knew you were quiet as soon as he met you and made sure not to push you too far. After getting to know you better and befriending you, that's when he started to change a bit.
He tries pushing you out of your comfort zone by bringing you with him to random places. The others had initially thought you two were on a date. Umemiya never thought of it like that when he brought you to restaurants, plant shops, parks, or his High school to show you his garden. Eventually, he did see it as a date, but he refused to let you know.
He also finds it a bit cute at how you go red very easily whenever you speak to new people, he likes it when you use him for things like going up to order your food, talking to others for you, getting you an item in an isle that you're scared to go in without him. He finds it nice that you trust him that much and it even feeds into his pride whenever you ask him to come with you somewhere so you don't feel scared.
However, because you are smart, sometimes you have to tell him that some of his perspectives are a bit off. When it comes to other things, he's surprised at how much you think thoroughly about situations.
When you're helping him study for actual subjects, he finds it hard to focus especially with your advanced vocabulary but nonetheless, he knows fighting isn't forever and he still has to think about his future.
Toma Hiragi
He looks like guard dog (doesn't he always).
It's not anything new to see Hiragi and immediately become weary of his appearance. He's extremely tall, sharp features, spiky dyed blonde hair, and punk inspired outfit can scare the souls of many elder and younger people. But if you so happen to look to his right, there you can witness the most soft serving girl in the world.
And that's you.
He's aware of your shyness and is more than okay with that. Haven't you heard he's into shy girls already?
Just like Umemiya, he enjoys it when you rely on him for many things and does not even bothered to feel you have to change or improve your timidity. It's a bit concerning that he doesn't want you to change or go out of your bubble.
But once he gets comfortable around you, you two sometimes get caught up in an argument due to how reckless he can be, you have to scold him and he occasionally fights back but in a way where you can tell he's trying to hold back from going too far. He hates how you have a smart mouth, it prevents him from giving into his intrusive thoughts.
Taiga Tsugeura
Everyone thanks you for having you around him, otherwise he'd probably be found in an alleyway living under a cardboard box.
Even though you're shy and kept together, with you having him around, it's like you're walking a dog that keeps pulling on the leash. He doesn't know it yet, but you have stopped him from multiple occasions where he nearly got beaten up or said something that could have thrown the atmosphere into the depths of hell. It's not that you don't believe he can put up a good fight, it's more for yourself because you don't want to deal with another conversation that will last an hour trying to explain why he shouldn't have done that.
Jo Togame
He treats you as if you're not introverted or shy. Togame believes that he should treat everyone almost the same, some people he likes better he has different exceptions but for you, since he likes you, he still treats you with his audacious personality but with a little twist.
If anything, he'll talk to you as if you're just a normal human being and will make you do the most atrocious things with him, completely forgetting that you're extremely shy. He'll do things in public that he doesn't know that will set you off, introducing you to new people, asking you to grab him something at the back of the store, and telling you to meet up somewhere with him till he gets confused and asks why you refuse to do those things.
"Ah, I forgot..." He says more to himself and takes a hold of you anyways.
As long he's with you, you won't feel as nervous right?
Tomiyama Choji
Surprisingly, he doesn't forget unlike Togame.
When he first noticed the way you spoke less when other people came around and the way you'd try to seclude yourself from strangers, it clicked in his head that you weren't the type to want to get to know others.
He felt a little bit prided that he was one of the very few people you did like talking to.
With his outgoing personality, he knows when to set limitations with you and there has been very few times where he's accidentally embarrassed you in public, he apologized right away whenever he has though. He oddly doesn't find it boring to hang out with you, as long as you treat him how you normally do then he can see himself staying with you in the long run.
He consistently asks if you're okay and if it's alright if he does something, but at the same time, don't expect him to not have his random outbursts and aggressive personality inflict on you.
Just because you're shy, that won't stop him from playfully teasing you!
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WIND BREAKER | Headcanons
Fanfiction┆彡 𝐖𝐈𝐍𝐃 𝐁𝐑𝐄𝐀𝐊𝐄𝐑 | 𝐇𝐄𝐀𝐃𝐂𝐀𝐍𝐎𝐍𝐒 - 𝘈 𝘴𝘦𝘳𝘪𝘦𝘴 𝘰𝘧 𝘢 𝘤𝘰𝘭𝘭𝘦𝘤𝘵𝘪𝘰𝘯 𝘰f 𝗪𝗜𝗡𝗗 𝗕𝗥𝗘𝗔𝗞𝗘𝗥 (𝘔𝘢𝘯𝘨𝘢) 𝘩𝘦𝘢𝘥𝘤𝘢𝘯𝘰𝘯𝘴.