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Another one I reccomend is Amygdala’s Ragdoll by GHOST!! It’s a really good one! Also Housewife Radio, Entomologists, Honey I’m Home, Aura, Spider on the Wall, Rotary Dial, Star of the Show, The Chattering Lack of Common Sense, and Candle Queen— all by the same artist!! Uminaoshi by Maretu is a good one as well, and Mind Brand, also by Maretu!
but if you want a cute wholesome sorta one, I recommend “Summertime” by Lindo Habie :

I didn’t see any comments about Wonder Girl & Labyrinth Gate by Joruzin so I recommend that one too !

try steampianist!!
Oliver is the best vocaloid to look for if you're looking for creepy songs imo
(and if you're looking for creepy visuals with more electronic type music try calne ca!!<3)

@chaogarden: @_themultifandomloser: @N1GHTFALL: whoa thank you guys so much! i really appreciate it!!

oh boy, kikuo and maretu are the top ones i can think of. then we have legendary producers like wowaka. this man is a legend. i highly recommend every song by wowaka in general but for creepy ones kikuo is perfect. i dont think there is one song that isnt f-cked up to some extent. but i will say that there are some you should stay away from if you have triggers, and honestly just in case. songs like gomenne gomenne, secrets of wysteria have really really messed up meanings behind them and while ive heard both multiple times, i would never recommend it to someone in general but yk they are like the top two that come to mind when i think of the most messed up vocaloid songs

ill give you some of my favs from each artist

kikuo:

-hole dwelling

-love me, love me, love me

-dont look at me in that way

-breaking things into pieces

-you are a useless child

-we should not do bad things

-corpse dance

-XxX cat

maretu:

-SIU

-mind brand

-the taste of a cockroach

-magical doctor

-packet hero

-coin locker baby (an absolute masterpiece)

-koukatsu (there are two other songs with a similar beat, called sukuramaizu and suji! try listening to sukuramaizu, koukatsu and suji in that exact order or make your own after you hear them all, because oh boy it sounds so cool when you listen to them back to back. but koukatsu was the creepiest of them all so thats why i listed it here haha)

really though, be careful if you decide to listen to gomenne gomenne, seriously

-from a person who's entire life has been taken over by any and all singing robots