[Shared404]

It's definitely an acquired taste. I'm about 50/50 on vocaloid songs personally.

IMHO, the best gateway drug is this album/series this is from, though that may just be my personal nostalgia:https://www.youtube.com/watch?v=s_lGrcOtzck

Another interesting vocaloid artist is SOOOO. However, anyone who has struggled with depression/self harm or has suffered abuse should not look them up if they think there is any possibility of being triggered by a mention of it (to the degree where I opened youtube in a private tab to find these links so that I wouldn't risk them being recommended while I'm in a bad headspace).

That being said, https://www.youtube.com/watch?v=RUIelJYMO4U, https://www.youtube.com/watch?v=0OOWWNFTguY, and https://www.youtube.com/watch?v=uGZ0I71Yawo encompass many of those feelings better than any other songs I've heard.

I personally like the chaotic quality that many vocaloid songs carry, and much like other somewhat experimental genre's you start to be able to follow more after listening to it over time.