So...
I've always been quiet and never had much sex. That has changed. I'm in the kind of phase that people look at me and say: "You were so nice! What went wrong!?" And now I'll have sex with men, women, ~~hookers~~ escorts, ~~removeds~~ not fully transitioned MtoF transsexuals, robots, I'll probably engage in BDSM, piss play, breath play, and other exotic activities. I won't engange in drugs/chemsex that's where I draw the line.
Thus, the advice I've always been given and followed looks a little inadequate. Somehow saying to just use condoms, pills and IUD looks like insufficient knowledge to the kind of behavior I'll engage in.
Therefore I need to up my game into sex ed and STIs knowledge and prevention. I've been looking inton PrEP, but I really need to read more about diseases and prevention to protect myself and be able to treat myself if I catch something.
Any suggestion of videos, books, and other learning resources that goes beyond the "just use a condom and have a single partner?"
Maybe not 100% what you're looking for, but Pornhub has sex ed videos and a sex wellness center. For fetishplay, you probably need to ask the communities for resources.
It's been a long time since I've looked into their stuff, so this might be dated advice, but there's also sex educators like Dr. Ruth Westheimer and Dan Savage.