scribbly first date type affair (continuation of my modern au stuff)

How would the matsus try and woo over someone who’s a really shy shut in?

I am shy actually so thank u for the rq

Osomatsu might make a lot of jokes about how shy you are, but he is genuinely worried about you and how you’ll be able to interact with people with how shy you are? Like what if you’re working and there’s a horrible customer and you’re too shy to say anything? He has thoughts like those and worries a lot. When it comes to wooing you, he tries to poke fun and tease you a lot. He does this in general, but he might ease up a bit with somebody more shy since it’s harder to handle as a shy person? He probably assumes you’re like scared of everything and that you’re defenseless just because you’re shy, so he might just endlessly flirt with you and annoy you, so teach him a lesson please. Also, definitely tries to get you out more but if you don’t, he’s staying in your house with you. He might eventually just be like, “hey I like you lol” just randomly. Doesn’t think much about it.

As for karamatsu, he can understand completely. He was a rather timid kid in high school, so he sympathizes with you. Like osomatsu though, might be concerned about you not talking much to people and every once in awhile encourages you to go out more. (Might just be an excuse for him to hang out with you more though). He doesn’t mind the shyness, it makes him actually feel more comfortable and might even be a bit vulnerable with you. He finds himself adoring you a lot, though since he wants you to like him back he tries to act cooler than usual. When it comes to wooing he may flirt a bit, but he ends up becoming really nervous. He assumes since you’re shy you might have the same experience as him, so he just adores you and is very careful and cautious. If you do anything social he will praise you for hours as well, btw. Eventually you have to ask him.. “wait.. do u like me..?” And it’s only then where he’s like “yes did you just realize that now?”

Choromatsu isn’t exactly a shy person, but he can sympathize with you at the very least. Like the other two though, worries a bit about you not talking much to people. Even if it’s just with him and his brothers, he’d like it if you would talk a bit more and try not to be such a shut in and get out sometimes. He knows talking to people can be a bit difficult, but he still tries to encourage you to do so. Even if it’s just ordering food or something simple. Unlike the other two doesn’t limit your shyness to being timid. Not all shy people are scared all the time and timid individuals. They just have a hard time talking. He’s probably more understanding of this topic, and doesn’t mention it really. When it comes to wooing, he might be a bit nervous at this. He just does simple nice things for you, and eventually after MUCH time would ask you out on a private date where you two wouldnt be bothered.

Ichimatsu hates talking to people, he understands.. to an extent. He also understands wanting to shut yourself out from the world, he will gladly do it with you. He feels more comfortable with you because you both can relate to that sorta thing. You both hate talking to people. He just seems like a really good friend, he doesn’t woo you and finds himself in this friend zone typa thing. Eventually he finds himself just asking if you wanted to date him, and that’s that. All in all he likes somebody like you, you two just laze around all day doing nothing. Maybe petting some cats and playing with them but yeah. He hates having friends and it’s likely you feel the same. Like Choromatsu doesn’t limit your experience to being timid, you could be shy and have a personality like his. Whatever the case though, he will make sure you’re not too shy with him.

Jyushimatsu seems to carry a lot of your conversations because of your shyness but he really doesn’t mind. He’s with ichimatsu the most out of all his brothers, the least friendly one. He truly does not mind that you aren’t good at talking or if you just don’t like to. He’s good at talking about nothing and everything, and he can make you just so comfortable talking to him. He might just break you out of your shell a bit. He wants to get you out more often though. He’s not concerned about anything in particular like his eldest brothers are, he just thinks you should get out more. Especially since he loves going out! You two often have to compromise when hanging out, but eventually he asked you out on a date so you kinda had to say yes to leaving the house. Now he takes you on a lot of dates outside, but he will make sure it’s not too active for you if you don’t like that.

Todomatsu constantly whines to you about how you need to leave your house. Constantly insisting it cannot be healthy to be inside that much. So you and him will often go to the gym together but it’s quite literally the only time you leave your house. You cant get you to budge more than that. He doesn’t mind your shyness, as he used to be shy in high school himself. He doesn’t think much of it, it’s just who you are? He just doesn’t like that you don’t get out enough, doesnt that get sad and lonely? He tries to flirt from time to time, he gets a bit nervous about it though. Eventually he just asks you out on a date where he can take you shopping.. if you were comfortable but he really thinks you should see some people every once in awhile.