I sometimes draw with paper, for digital software I originally used fire alpaca just to get a grasp on drawing with digital software but then moved onto clip studio. I also use a display tablet since eye and hand coordination isn’t really my thing.
My first vocaloid song was Melt sung by Miku Hatsune back in 2007-08 (and I kept looking up to see if vocaloid was an anime or not on YouTube), first utau song was a fake diva or uso no utahime sung by Teto Kasane.