Oh, I'm the absolute worst at being in the loop and watching stuff, even when I have time for it. I'm very often looking at things I know I'd enjoy and actually want to watch, but it just doesn't feel like the time is right (I suppose you and I are kinda alike in that regard).
I couldn't tell you how often my friends and I have this dialogue where they mention some line or twist from a popular or an iconic movie, and I just make an awkward face at them, 'cause guess what? Never seen it.
But to be honest, I think that's not the worst crime. I'm seeing things when I want to see them, what's there to be ashamed of? Being in the mainstream is not an obligation.
The only drawback, really, is when you watch something and want to discuss it with people only to realize that everyone moved on a couple of years ago, heh.