My start was with Hana Macchia. I used to watch her pretty much by herself for a while, but then I lost a really important friend and I kinda started to use her and 2434 ID to cope. Eventually I transitioned to Zea Cornelia and I think she was my first real oshi. I still remember how I had Hana, Zea and Layla on a Twitter list just so I could interact with them often. Hana was too big even back then, but Zea and Layla had the habit of interacting back to almost anything, which made me like them even more.
Sadly, my computer broke around August and I missed a whole month of them, and after that I was never able to come back. I'm extremely grateful for them because I may had become an hero without them, but I guess the crush just faded. After Zea came Lilybelle, which I think lasted around six months. Joined the Discord, was an active member of it, I think I didn't miss a single stream for most of that time.
Eventually, I realized the only reason I was following this chick was because I wanted to fuck her. Which is fine, I suppose, but once the boner faded, I realized I didn't like anything about her besides herself; her content was lame, her community was retarded, the constant coom eventually got boring. At the end, I wasn't even horny for her anymore. So, once more, I moved on.
Current oshi is Yozora Aoi. Which, admittedly, is still retarded and a coomer (I have the most terrible taste), but it's less "fuck me daddy" and more "did you know duck dicks are like corkscrews?", which is acceptable. She is also extremely stupid and I love that in a woman. She may be the last VTuber I get into, too, since I don't seem to be able to watch streams anymore.