I am a day late but sue me. My first villain I played on LJ was technically Justin Law but it wasn't full time bc I mostly played him as anime Justin and he was only manga Justin inspired for a ten years later event. So my first ACTUAL villain in RP was Beyond Birthday of Death Note infamy
That was all the way back in Mayfield. Good times
Though I did dust him off for that one minor stint in MGRP
technically I played Beat TWEWY as a "villain" (Week 2 canon point) a few times back then as well
but ... he doesn't really count lol
The most recent villain I've played was Motoi Anazawa in Ars Arcana's mock trial
And I considered Mira Zero Time Dilemma one of my mains from like. 2016-2019? Something like that
Back to old throwbacks I played Don Paolo from Professor Layton somewhat briefly in Route 29 / Mayfield
Oh and I played Chloe Bourgeois from Miraculous Ladybug in a couple games
I got a few more who have grey morality
I'm honestly not sure why I mentioned Beat tbh the grey ones I have are more grey than him, I think I'm just still in TWEWY mode hahahaha