I don't know if it'll stop being funny to me anytime soon.
Like Fallout New Vegas had a DLC addon that added a bunch of new challenges you can complete for some extra experience/achievements and a bunch of them were SotN jokes and I normally react really badly to memes in general, especially outside of the internet, but nope still funny.
I mean yeah it would have help if the VAs were as insanely dramatic with their delivery, but it's really just bland. PS1 Dracula's VA was having a fucking blast and it was obvious, you can't have half as much fun with that new shit.
Pretty much all of my experience wit hPS1 games have been more recent, my cousin had one and we would play Twisted Metal at family gatherings sometimes but I never seriously played a PS1 game until, I think, Symphony of the Night a few years ago. Maybe coming back later is just really the wrong way to go.