Hey 👋. It's so nice to see a fellow sleeping dogs fan! I was wondering if you had any headcanons for Wei, Jackie, and Winston?
Hi!! I agree, I was worried to think I was the only simp fan here! I apologise in advance for how out-of-character some of this might be, especially with Winston 😭
Also I feel like this turned into first date headcanons???? Mb lol-
Wei, Jackie and Winston and their s/o
Wei
- Okay I know its confirmed that Wei is a player so
- I think in the very start of y'all being flirty and stuff, he'd definitely still be 'in the market' or whatever
- Although, when he met you he definitely did keep back a little bit
- Not to put you on a pedestal, but he was quite charmed from the very beginning
- Anyways, I think he was most enchanted by either your sense of humour, your down to earth vibe or that laugh of yours
- Maybe all 3? Yeah, probably all 3
- We know Wei is incredibly good at flirting so he'd definitely have no issue at all trying to get close with you (the og rizz master)
- Though he might have felt a little nervous the more he became attached to you
- I mean, with all the others he just kind of... liked them and then he moved on??
- You though??? He became rather attached to you :)
- I mean, you're different !! You're so... you?
- It's hard to describe okay, he just likes you alot
- So when he asks you out he does feel a little anxious
- 'Hey, so uh- You wanna go somewhere together? Like a date, I mean.'
- Like, what if you declined and you stopped being friends altogether??? 😭
- Ofc his fear melted when you agreed to date
- He wanted the first date to be something more... casual?
- But also pretty cool ofc bc you deserve something rlly nice
- He decided he was just going to take you to like... this really picturesque spot that had a view of the sea/the city
- Yes, he did indeed plan it correctly so you guys could watch the sunset <333
- 'See? Told you it'd be worth the trip. Best view in Hong Kong, right?'
- AAAAAA I LOVE THIS I LOVE MEN OML
- Y'all are sitting on a picnic blanket, just holding each other as the sun goes down
- You guys are so cute omg
- Anyway, you definitely stay and watch the starts too
- Y'all be stargazing, lying in each others arms
- Wei definitely felt something then
- Like... not the usual 'they're cool I think I want them'
- He felt like 'omg I love them I want to stay like this please'
- It's quite late when you leave bc ig you lost all sense of time???
- (Same tbh I do this even if I'm not in some muscular guys arms)
- 'Aw shit, I didn't realise it was that late already. Should we go?'
- That last phrase was a question bc honestly, he didn't want to leave
- Okay okay but before y'all parted ways (he'd walk you home or something btw dw) he'd definitely ask you for another date
- 'So, how about this time next week then? If you're free, that is.'
- Eeee y'all are so cute
- Anyways, eventually you guys become partners and everything is great bc yessss
- Whether this is when he's a a triad member/red pole or a policeman, he still gets quite protective of you bc ofc
- Like, when he's a triad member, people don't like him
- When he's a red pole, people REALLY don't like him
- And when he reveals himself as a cop? ALOTTA PEOPLE REALLY REALLY DON'T LIKE HIM-
- This means people might go for you bc they know he likes you
- But then again, do they really wanna go against The Wei Shen??? It's Wei Shen dude, do you really wanna mess with him???
- Still, he worries. He definitely tries to keep an eye on you, or make sure you text him immediately if anything happens
- 'Text me alright? If anything happens, just call me.'
- He's just a little guy
- Okay he's not little
- He's just a protective guy
- He love you ok leave him be
Jackie
- MY BLORBO OMG ILY
- (The 'ily' can be portrayed as platonic or romantic tbh I just love him)
- He's just a little guy ok
- Anyway, I think he'd start kind of flirting with you bc he does that with everyone he meets that he's mildly attracted to???
- But once you guys actually hang out, he realises he actually likes you alot tbh
- I think it's either how nice you are to him or your laugh/smile
- He gets butterflies thinking about you :)
- That's why he stops flirting with the others, bc he kind of just wants you?
- You always play his flirting as just part of his personality rather than him actually being interested in you
- Which makes it a bit more difficult for him bc now he doesn't really know how to show you he actually wants to date you
- He definitely asks Wei about it when they're just hanging out
- 'You know that good-looking (hair colour), (Y/n)? Uh yeah, that one. I uh... I kind of really like them, but I don't really know how to.... ask them out. They always play off my flirts as a joke or something! I don't know what to do man, I really like them!'
- Wei suggested he just straight up tell you his intentions rather than hint at it
- That did make him a little nervous bc while he doesn't usually beat around the bush, he doesn't want you to like... make fun of him or something
- But eventually Wei convinced him that even if you rejected him, you wouldn't bully him or something
- So one day you two are in the car with Wei (he's driving) and he just gives Jackie a look
- 'Oh! Right... hey, (Y/n)? So uh... do you wanna... go on a date sometime?'
- '....sure.'
- VSHSBJSJAN LET'S GOOOOOOO
- Wei and Jackie share a look like '>:]' bc ofc
- I think he would try do something really fancy??? But then panic bc he can't afford it
- Yes, he texted Wei about it
- Yes, Wei threatened the owners to let you two go in if they saw you
- (Thanks Wei, you a real one fr)
- Anyway, he got you a bouquet as well bc UGH HE'S JUST SO NICE
- It ends up the fancy stuff didn't really fill you up, nor was it that worth so
- (Luckily you guys ended up not paying as much as usual bc of Wei)
- He feels kinda bad bc it wasn't really that good
- But it ends up going pretty good bc you end up getting ice cream and just go on a walk under the stars :)
- You guys end up sitting on some stairs, holding ice cream and stuff
- HE EVEN GAINS THE COURAGE TO PUT HIS ARM AROUND YOU YAY
- OK ok anyway after you two become official, I think he gets much more comfortable around you bc he knows you like him back
- PDA bc yes
- And when the whole... buried alive stuff happens, he kind of... clings to you
- He's much more emotional around you and hugs you tight whenever, especially when you're both sleeping together (not in the sexual way)
- He has nightmares often, and feels really bad when you wake up/stay up with him
- 'Man... I- I'm sorry (Y/n)... I don't know... I don't know what to do.... I'm scared, (Y/n).'
- He does these nightly confessions often tbh... he feels so guilty in the morning though
- He's just... he's just a lovely guy please protect him
Winston
- I'm ngl I think Winston will not beat around the bush
- At least, not for long
- When he first meets you, he thinks your cool
- He eventually gravitates towards you bc of how nice you are to him
- Like, he literally kills people everyday and here you are just going ':) hi'
- Like okay why don't you just kiss me already (probably Winston's thoughts)
- In the week where he decides to try date you, the others kind of tease him lol
- More specifically behind his back (even more specifically Conroy, Wei and Jackie)
- If he finds out they're dead 💀
- Anyway, one day he just calls you and asks bc yes :)
- 'Hey, (Y/n)? I was wondering if you wanted to go out?'
- 'Sure, looking forward to it!'
- 'Yeah? Alright, good. I'll pick you up.'
- He's happy :) yay dating time
- I feel like maybe you'd just do something chill??
- Idk like if you guys are already good friends you'd probably just chill somewhere like a restaurant like the Golden Koi
- Winston doesn't want you to meet his mom straight away bc uhhhh
- 'Eat more lah, you get so skinny ah...' (Mrs. Chu with literally anyone even if you're healthy)
- If you guys didn't know each other that well, he'd probably take you to a different restaurant??? Maybe BamBam???? idk man
- Yes he might feel a little nervous bc uhhh idk he's just babygirl he gets like that sometimes with pretty people
- He'd probably have to leave early bc you know.... he's a red pole he kinda has work all the time
- 'Now?! I have to go now!? I'm busy with- But- You- Ugh... fine! Fine, I'm leaving now.... fuck.'
- He looks at you and feels rlly bad bc :'( we were on a date
- 'I... uh, sorry, (Y/n). Work.'
- 'Ah, it's okay, I had fun with you anyway :)'
- He had fun while he was with you though, but he might be mad at whoever called him though bc yes
- Okay after y'all became official, he probably just let's you meet the others too
- Most of the time you'll be chilling at Golden Koi (Mrs. Chu approves of your existence now congrats)
- He likes this bc when he's finished with work he can come back to have good food, see his mom and you!!
- Life is preeeetty good for him
- And yes, when he comes back he picks you up/hugs you :)
- Yay hugs with babygirl
- He may be really soft with you, but as soon as someone teases him he just gives a death glare to the person
- He also likes you staying at the Golden Koi alot cuz then he knows where you are = easier to protect you
- OH also unrelated but he gets kinda jealous quick so uh
- Just kith the man and tell him your his
- Okay that sounds a bit possessive of him damn
- Dw, if he goes too far just tell his mom she'll beat his goofy ahh (not actually.... okay maybe....)
- 'OW- Hey- Ma I- OW- Okay!! I'm sorry!' (live footage of Winston being beaten up by his mom with a spoon or something)
- He definitely does get possessive actually... he's working on it (not)
- Like not in a horrible way ig? But if ur not into that just tell him or something ok
- He won't be mad, he almost never gets mad at you (I know, shocking given his usual demeanour)
- I think he's quite soft with you bc... well he can't be mad all the time
- Overall, I think he's pretty nice to you :)
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