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lilac-5ky · 1 year

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Dating Joui-era Takasugi Headcanons

A/N: It’s that time of the year when people want to feel a bit cozy and they write Christmas headcanons and all that jazz. BUT Joui-era Shinsuke is what makes me feel all cozy, and so, instead of Christmas headcanons I’ll opt for this :3 (unless y’all want me to actually write a christmas special with him LMAO sounds wacky af)

Warning: It's late. Idk what I've written. Random delirious thoughts I'm afraid. and also it gets a bit SMUTTY with the details

Let’s start with the period of “crushing” and namely “crushing” from his side. Chances are Takasugi had his eyes on you long before he decided to make a move. Something about being on war, something about being a tsundere, something about knowing that if he shows interest then Gin will DEFINITELY force his way in to get on his nerves; all those reasons were enough to make him reluctant.

He thought that crushes were like the common flu. Terrible at first, but it will go away if you ignore it. Eventually. Some day. Oh well.

Months have gone by and you are still living rent-free in his mind. Even when they are stationed far away, he can’t stop thinking about you and hopes he gets to outlive one more battle, just to see your face again.

He is always on the lookout for news about you. Whenever someone mentions your name, or anything that remotely resembles the first syllable of it, his ears perk up. He wants to know you are safe and doing well, but more importantly, he wants to hear that you are still not involved with anyone and won't be until the day he makes it back. Because, secretly, he hopes that when that day comes, he'll get to make you his.

Once, you sent him a letter. Nothing memorable or grandiose. Just you congratulating him on a victory, wishing a safe return and telling him you'll be waiting to see him soon. He never told you, but he treasured that letter, so much that he carried it inside his vest everywhere he went. The content itself wasn't as important, but the fact that you were thinking about him was all the motivation he needed.

At some point, he might start to write back. He’ll talk about the places they see, the fights they win, the petty arguments between Gintoki and him, how Tatsuma tried to buy out an entire red light district and how Zura rejected the advances of a general’s wife for a widow.

He mostly tries to keep his letters lighthearted, presenting you with the pretty side of things. He keeps the real ugliness of war to himself, and doesn’t really vent about his struggles. All he wants is to be close to you, but not too close as to be vulnerable. Not yet, at least.

I’d imagine him indirectly suggesting that some day you revisit certain places together. It’s more of a promise to himself, than an actual suggestion, hoping that one day he can actually deliver on that.

One would expect that when he finally comes back, he’d start interacting more with you and open up. WRONG. He reverts to his quiet and stoic self, acting as if you are no more than an acquaintance. It’s not that he isn’t interested. He simply prefers to let his eyes do the talking, when in company of the others.

If you catch him looking, he doesn’t immediately look away. He loves watching you and he loves how every time your eyes cross, you seem more flustered than before. The sight alone is enough to make him smile, that soft and nearly innocent smile he reserves for you exclusively.

I actually have this scenario in my head that involves camping around the fire with Joui 4. There’s laughing, there’s drinking and there’s talking, and during the entirety of it, you keep gawking at one another (lowkey eye-fucking one another OOPS) until everyone else falls asleep. When that happens, you sit side by side, Shinsuke adding more wood to the fire while you snuggle up to him, resting your head against his shoulder. A very warm, quiet and intimate moment you share together.

At this point, everyone knows something’s going on between you two, and naturally, they start to mess around by calling you “chibi’s girlfriend”. By “they” I most definitely mean Gintoki, though Zura and Tatsuma make sure to contribute with a chuckle. Shinsuke HATES this kind of jokes and is quick to dispute their claims, which in return leads to them suggesting they should get it on with you instead, considering how you’re single and all.

Gintoki because “How could a shrimp ever please you with his tiny shrimp dick”, Tatsuma because “bRoS beFOrE hOEs” and Katsura because… actually Katsura is the one who’s least likely to say that. Unless you are a widow. (auto correct made it window at first and I died at the idea of being window-sexual)

The jokes soon lose their momentum, and become sort of this daily routine he chooses to ignore. That is when it’s just the four of them. However, if Gintoki dares bring them up in your presence, then Shinsuke loses all self restraint and attempt to murder him by repeatedly stomping on his head, saying something along the lines of “You don’t need to carry an empty shell on your shoulders if you’re never gonna use it”

The only consolation is that you found his reaction so entertaining that you burst into laughter. Not at Gintoki’s attempted murder, but at Shinsuke’s adorable grumpy expressions.

When it’s just the two of you, Shinsuke feels much more at ease. He’ll probably offer to accompany you to places or join in on a task, considering how rare it is to spend some quality time together. Long walks through the woods, hitting up convenience stores miles away from the camp and Gintoki , “accidentally” hitting up all sorts of romantic hidden spots is definitely his thing.

He wants to thoroughly get to know you, and there’s no better way than sharing conversations without any disruptions. You can really talk to him about everything and he’ll listen without complaints, though expect him to tease you at any given time. It’s his way of flirting, and even if he calls you stupid, it’s just a term of endearment to him. When he is alone with you, he gets to forget all about warfare and tactics, becoming just a regular boy courting the girl he likes.

Honestly, even after all that, don’t expect a confession from him. He’ll either force you to say it yourself, or muster up the courage to straight up kiss you when the moment feels right. Going with the first one, he’ll insist to show you his most charming self until you can no longer exist around him without acting like a complete mess. That is when you blurt to him that you can’t wait for this war to be over, which has him all smirking and asking you what for. He really wants to hear you say it.

However, supposing that things don’t really go his way then he’ll be forced to make a move. He’d find an excuse to get you far away from everyone else, and when it’s clear, he’ll lean forward and press his lips against yours. He is not very experienced with romance. Correction: He is not experienced with romance AT ALL. For him to kiss you, it means that he likes you so much that his impulse takes over and he can’t help it anymore.

The kiss itself is forced, but oddly hesitant. It’s as if his eyes seek confirmation in yours, and when your lips answer him back instead, then you know it’s game over. In the blink of an eye, he has you pressed against his body, gloved fingers studying over the details of your face, hoping to somehow imprint the softness of your skin upon his pads. He is firm and intense, but gentle in a way that has you completely melting into his touch. That’s when both of you inaudibly decided that you won’t wait for war to decide your outcome.

Dates with him aren’t exactly dates in the traditional sense. Between relocating, battling and keeping your relationship a secret, he doesn’t have much time to take you out on fancy dates, but you knew that before mixing it up with him. Things will remain unchanged; secret meetups in the dead of night, strolling around stranded beaches and nearby woods, or, if he’s daring enough, his tent. What does change is the quality of said dates. (wink wink)

Like I said, he spends a lot of time away from you. Even when they go to Yoshiwara, he isn’t touching any woman because he can’t think of another woman the way he thinks about you. He wants you and you want him, and it doesn’t take long for things to boil over.

But let’s get more specific. If you find yourselves in the forest by the camp, then he most certainly has you back against a tree, knees around his waist, slowly thrusting into you with a hand over your mouth to muffle all sounds. It’s risky and anyone could spot you, but that’s what makes it even more fun. Sometimes he can’t help but groan against your ear, letting you know just how good you make him feel, right before replacing his hand gets with his lips. Deep kisses turn sloppy in between lovely grins and quiet chuckles, till you both climax as one.

When it’s not for a quickie, and especially for the first time, he’ll make an effort by either bringing you into his tent or taking you to the sea. It’s not so much about the place itself, but about how he’d much rather have you spend the night lying in his arms. It doesn’t matter how bleak and grim reality is. On those nights when the world quiets down, he really feels as if he has a chance of winning. As if by next dawn, the war will come to an end and he won’t ever need to say goodbye to you again.

Lastly, speaking about goodbyes. It becomes a habit between you to make stupid pinky promises about things. It can be something as silly as “I pinky swear to bring you a croquette sandwich tomorrow”, or something as profound as “I pinky swear I’ll come back alive”. He doesn’t want to make promises he can’t honor, but at the same time these promises bring comfort to you both. No matter how silly, a promise is about the future and as long as there is something that binds you to a shared future, then you have nothing to fear.

A/N: Sigh, you can’t tell me that Shinsuke in love isn’t a huge romantic. He might be a bit too cynic and sharp tongued at times, but that doesn’t prevent him from being an actual sweetheart. Plus, back then was when he was happiest. He’d be free to joke around and share a laugh without much guilt, and he’d be far more susceptible to falling in love T-T

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