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?"
Perhaps you could look into some other sex clubs if you are looking into keeping yourself protected. There are ones that in order to get in one must provide an STD test from within 3 months and a recent one, and agree to use condoms with all encounters, and those caught trying to sneak the condom off would be blacklisted from the club (and from the community at large as talk travels quickly). Of course, access to a club with that kind of monitoring comes with a higher cost, but are highly kink-friendly and take protection of everyone's safety paramount, and encourage exploration.