Yeah, though largely by accident. Late 90s, I was an average Aussie teenager who knew very little about (association) football, and Australian Rules football was of course the dominant sport in my region. The newspapers carried single articles that needed to cover the entire league's results in a few paragraphs, and the only readily accessible footage was a 1 hour weekly highlights package.
World Cup '98 rolls around, and my dad watches it a fair bit, mainly watching (West) Germany because he lived there a few years back in the 70s. Jürgen Klinsmann of course was their star player, but the tournament comes and goes without me being particularly interested in the sport.
Finding myself bored somewhere between a few months and a year later, I randomly install the Championship Manager 97/98 demo off a demo CD from some older PC magazine. Not knowing who to play as I simply search for the only player I know, and play as this team I'd never heard of who he happened to play for. Back then I knew absolutely nothing of the circumstances in which he was there, that he'd already left and retired prior to that World Cup, that it was just a six-month stint years after his first, that he rescued us from relegation, and that the team overall really was rather terrible. All those details I didn't learn until years later when that kind of thing finally became readily available on the Internet.
So yeah, it was all really just happenstance. Hell, if that CM demo hadn't been updated for the mid-season transfers (surprising in itself) I might be a Sampdoria fan right now. But I did end up buying the full version of the game, getting better acquainted with the team, and I tried to keep up with real life results as they happened though that remained difficult for some years yet. That one decision has cost me a lot of money and given me a lot of grief over the years, but such is sport.
P.S. And to keep up with the pretense of this thread, both the Arsenal and Leicester losses yesterday made me rather happy waking up after an awful hot night.