Slenderbrothers x Lolita!Reader
Thought about this while doing the dishes! P.S I know Trenderman is their "cousin" but in my headcanon, they're brothers :)
He loves your style so much!
Compared to his younger brother—Slenderman—wearing all black suits with black dress shoes, and his youngest brother—Trenderman—wearing the same glasses, brown vest with a blue tie, and brown dress shoes unless a new fashion trend is going on for men- it gets pretty, monotonous.
But when you came along—friend or patner, it doesn't matter—everything changed!
He constantly asks you about the fashion style you are emmulating, if it's easy to put on, if you need help putting on your dress, if you need more dresses... He asks literal every question possible, it's tiring but it shows he does care.
He admires the fact that children seem to love your fashion style, and how you treat them with tender care. It honestly makes him squeal when you guys get home.
He also asks if Trender can make you clothing, Trender always accepts because he loves his brother... And also because he admires different fashions—unless it includes crocs.
(Pinterest link: Trenderman fanart)
He has a positive opinon on it. I mean... Slenderman wears a bland suit and Splendorman? Same thing with rainbow spots! Anytime he tries to get his brothers to wear something more... Fashionable, it always ends the same. Slenderman gives no response and Splendorman says thanks but never does anything about it!
You on the other hand are different! You are unique, fashionable, and downright adorable to him!
He enjoys making new dresses, socks, head peices, sometimes even shoes when he has the material! He takes pride and joy with seeing you happy, whether you are friends or his partner.
He always goes through your bags after you go shopping to see what you got, and to critque them. If you ask him to stop that, he will.
His favorite part od the day is talking about fashion, fashion magazines, literally anything revolving around fsshion you or he wants to try.
He genuinely wants to try lolita fashion, at least a male version of it if he can't do the feminine version.
Slenderman doesn't care about anything related to humans. He believes the only way for them to provide some form of use is to be his mindless slaves.
He even ignores Trenderman's constant askings of him getting a fashion sense. This one is the easiest for him to do, and with what he does there shouldn't be much thought into his outfits. He is meant to be a boss, not a manniquin.
He doesn't care to ask you about your style, he doesn't care to ask you if it's easy, he just doesn't care.
Even if you are his partner, he doesn't care. Why would he need to care about something as silly as fashion? His only goal is to exist and rule over the feeble minds of humans.