I started playing at age 10, in 1995 with AD&D 2e (though I had prior encounters with stuff like Dragon Strike before. Some classmates and me would also often create games inspired by stuff like Zelda and the D&D cartoon before we formally knew what roleplaying was, so we were primed to become victims of this stuff from the very beginning).
Stuck with AD&D 2e until 2003, when some friends at university convinced me to DM 3.5. Then it was 3.5 until 2009, followed by a brief spell of 4e, and then Pathfinder until 5e came out (I'm still running a Pathfinder game, though we've decided to completely transition to 5e).
So while 5e is my favourite edition, AD&D 2e occupies a special place for me (plus it's the edition I most compulsively collect).
Beyond D&D, my top favourite RPGs are 7th Sea (minus all the weird reptilian stuff), Ars Magica 5e, Warhammer Fantasy Roleplay 2e, and Space 1889. Played/DM a lot of other stuff as well (scheduled to start running a Dresden Files game next week, actually), but those are my favourites.
As for the reason I play 5e, I guess it embodies the best version of the RPG that best embodies my preferred flavour of gaming. I can be a perfectly happy man playing the most barebones D&D adventure. I enjoy other games, sure, but nothing makes me happier than Dungeons & Dragons. Just saying the name out loud inspires me, and seeing those books on my shelves makes it feel like home. So many good memories attached to it.