Around the Morrowind days, I saw my friends playing at I wanted no part of it. It didn't look appealing.
Then years later, I kept seeing my family or friends playing Oblivion and it looked fun. I played it, but never got into it... I didn't really try to get into it, I was preoccupied with my time, but yeah.
Then Skyrim was about to be released, and I had no urge at all to play it. I was like, 'Oh another one. Another overhyped fail in the videogame industry.' ... Then all my roommates got it and I played and fell in love with it... Sure it had it's problems but dear Lord was it an epic game.
Daggerfall was my first, but it was so long ago I don't remember anything about the game. After that it was Oblivion (first game I got for the 360), and I've dumped over 3,600 hours into Oblivion, all but 200 or so on the 360. I tried to play Morrowind after Oblivion, but the UI/Map/fast travel system from Oblivion kinda ruined me for Morrowind. If anyone know of any Morrowind mods for PC that help it play even a bit more like Oblivion, I'd love to experience the story...not just watch people beat the game in a ten minute YouTube video (using massive exploits lol).
Arena. Could not get into it. After the UW series it felt much too open. Switched to System Shock. Much better game.
Daggerfall was a buggy mess. I played for three months and ran into a brick wall. Back then the internet was not readily available. I had to wait for patches in issues of PCgamer or CGW, I eventually gave up and played another game. (Crusader:No Regret if I recall)
Morrowind was great. I was "between jobs" at the time and there was an amazing improvement in the ES series. Unfortunately I chose a crappy class and was capped off at level 17 unless I started grinding skills.
Oblivion was enjoyable. I gave up the PC upgrade grind and went with the XBox. I played the vanilla game and didn't dabble too much with the DLC.
Skyrim is great. I'm still playing it a year later DLC and all. 'Nuff said.
"Just keep your pecker hard and your powder dry and the world will turn."-King