I played original game and watched first two animes but despite the nice character designs and overall nice looks of art, the plot was kinda boring. I never felt the urge to watch/play more ever since.
Anime
Anime is hand-drawn and computer animation originating from Japan.
Anime; the one thing that gets us closer to each other and brings us together.
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I watched a bunch of it some years ago. Original Stay Night, UBW, Heaven's Feel, Fate Zero and Apocrypha. Read the Fate Zero manga more recently, but that stops halfway through.
Other than that and regularly listening to a cover of OP 2 for Heaven's Feel I really didn't do much since.
I've wanted to watch it sometime, but seeing confusing diagrams just to watch the series pushed me away from it.
It's far simpler than people think, I don't know why people overcomplicate it
If you want an enjoyable experience immediately...
watch fate/zero first, then you can watch fate/unlimited blade works or fate/heavens feel (unlimited blade works would be preferable)
If you want to follow plot 1:1 then...
read the visual novel fate/stay night REMASTERED, in which it reveals stuff about characters that would be shocking reveals if you didn't watch fate/zero, the anime for fate/stay night will be a lot more fun as a rewatch additionally
Everything else is basically your choice, disconnected from the rest of the series, but will be more enjoyable if you fully learn the concepts