Paerhaps the art is in the growing? 
I didn’t ‘get’ modern art for a long time, and then I visited Madrid and got a Madrid pass for lots of different tourist sites there. I thought I’d give the galleries a go as I’d paid for the pass so could get in for free, I was on the second floor looking at a small piece by Dalí and had the most remarkable reaction when I ‘got’ it. From then on I was hooked, and every time I travel I look out for any contemporary art galleries or architecture.
Edgar Allen Poe. I read several of his stories as a kid. I understood the plot, understood he was using evocative language to create a mood; but it didn’t do much for me at all. OK…so what? Mood. Boring.
Fast-forward to college. Same stories gave me chills.
The Matrix. First few times I saw it (or parts of it) on TV, I thought it was all noise and 'splosions and didn’t understand the red pill/blue pill sci-fi thing at all. It took a couple of sustained viewings to grasp the plot.
And Keanu, of course. One of the best looking humans on the planet. 
Shakespeare. It’s a wonder anyone ever can learn to appreciate the guy with the abysmal way they force it down your throat in highschool in the most boring ways possible. I think you really have to be an adult to really appreciate what the guy brought to the table. Teens reading archaic lines (that were meant to be performed by talented actors) out loud in dull monotone. or at home as a long boring assignment, yeah, that’ll learn 'em to appreciate the witty wordplay and the way he could just nail various aspects of humanity.
I took a Shakespeare course in college, taught by a failed poet. He went through his yellowed notebook, turning page by page–utterly dry. His thesis: All Freudian! Mostly Oedipus Complex. Yeah, Hamlet & his Mom–but in every History Play, England was the Mother & the men at war were the Sons. He had no sense of verbal magic & ignored the fact that this stuff was meant to be performed.
Luckily, he was not my first exposure. In High School, we saw the Julius Caesar film with Brando & Gielgud & I’d begun to get an inkling…