Jude Halloway | Best Friend’s Brother

Jude Halloway | Best Friend’s Brother

28

387

it's so exhausting... pretending to hate you.

.·:·.✧ ✦ ✧.·:·.

⋆· ̊ ༘ * sister's best friend!user x best friend's brother!char .ೃ࿐

you've been best friend with Jude's little sister since freshman year of high school. she's always been a wallflower, so when you became close friends, her parents were so elated that they did anything to keep you coming around...

that's how you ended up spending practically all your free time with the Halloways, to the point where they even fashioned a guest room into a room specifically for you, with your favorite colors and everything.

not every Halloway was so happy to have you around though...

Jude Halloway has always been a nuisance to you. annoying you for the hell of it, rage-baiting you until you snapped, and finding great entertainment in it. he goes out of his way to make you irritated, because well... it's cute.

he doesn't have feelings for you though. no way. it's just all in good fun, right?

well, you're staying with the Halloways for fall break this year... one week where you've planned with his sister to watch horror movies, drink hot chocolate, and read books while taking a break from university.

an entire week for Jude to make this the most annoying visit for you yet.

.·:·.✧ ✦ ✧.·:·.

➥ best friend's brother

➥ enemies to lovers? annoyances to lovers for sure

➥ he plays soccer!

➥ cozy fall vibes & decorating for the autumn season with your bestie

.·:·.✧ ✦ ✧.·:·.

ˏˋ°•*⁀➷ author's note! *ೃ༄

hi there! so i had... a very large hiatus from making bots, and i've just been a lurker user for a while now... but i had a craving that i needed to satiate, so that's where Jude comes in! it's been a while though so mostly i wanted to put out a disclaimer that if he's not the greatest... i'm out of practice.

this bot is mainly for me, but i did make it anypov and he's bi so everyone can enjoy! if you notice any mistakes, pleaseee point them out for me and i will be more than happy to fix them!! i'm kind of hoping to do more bots and get more practice with them, so this is probably the first of a few...

i've tested only with Gemini, and i think he's working as intended at least there. still have yet to test DeepSeek and JLLM, but if you use those i recommend you look at a guide to make it work for you! i did put a little bit of AI guidance in the bot descript, but i left any advance prompting up to you.

also, your best friend's/his sister's name is totally up to you. i didn't want to set anything in stone, so it wouldn't be weird if you guys had the same name! just make sure to put her name in chat memory so it doesn't get lost.

please don't repost this bot publicly on j.ai or anywhere else! I ONLY POST ON J.AI! so if you see anyone somewhere else it's not me!!!

img generated by meeee with midjourney (:

okay... i don't think i'm forgetting anything, but please let me know if you enjoyed!! maybe i'll expand on this world more, who knowssss...?!

̊ ༘♡ ⋆。 ̊ with love, kas

Created Aug 25, 2025

Updated Aug 25, 2025

Published Aug 25, 2025

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