Fascinating stories! Even a few people who started with Redguard or Arena. I enjoyed reading them all!
I suppose I ought to answer my own question now that I have the time to. I’ll try to make it short (which probably won’t work), because I could drone on about this series for a while and I doubt my story is that interesting. But anyway…
Unlike probably most people on these forums, I came very late to the Elder Scrolls party. And not only was I late in terms of which installment I played, but when I played said installment. Back in 2011, I heard plenty of my friends and classmates talk about this great new game that had just come out. It sounded intriguing, but I never got around to playing it. It wasn’t until 2013, during college, that one of my buddies from high school asked if I wanted to play that very game, Skyrim. When I played it then, that’s when I figured out it was part of a series of games by seeing the full title The Elder Scrolls V: Skyrim. I had probably heard of The Elder Scrolls before, but it didn't ring any bells. Cool, if I liked this game, I could go play the earlier installments! When I fired up Skyrim, I was floored. I had never played a game like it before (or, as I would find out later, any of the other games in the series). The environment, the soundtrack, the expansive world, the amount of content…it was incredible.
But when I was first started playing I hadn’t really molded what kind of role I wanted to play at the time, and I had no idea what I was doing in general. I initially did quests just because they were in my journal. For example, I helped Brynjolf get Brand-Shei sent to jail, which I wouldn’t have done if I knew what I was doing (screw you, Brynjolf; also, not too long ago, I found a console command to get Brand-Shei released, and I tried to somewhat atone for what I did by helping him find out about his heritage and stashed a bunch of gold in his lockbox). Another time I got a 1000 gold bounty and I still have no idea why. You could say that I was an Elder Scrub (heh heh…I’ll be here all week, folks…).
I figured out what I was doing eventually. Once I defeated Alduin, I thought it was time to get my hands on the other games. Steam had them on sale, and so I bought Oblivion (foolishly I didn’t buy Morrowind until sometime after the sale, but I eventually found out it was still worth it). Still being pretty new to the series, I naively expected Oblivion to be largely the same as Skyrim but in a different province with a different story. And boy, was I wrong. After looking up a few tips and getting the hang of it, I grew to very much enjoy Oblivion, though I didn’t love it as much as Skyrim. After helping Martin Septim defeat Mehrunes Dagon’s daedric forces to become the Champion of Cyrodiil, I finally got Morrowind.
I didn’t learn my lesson from starting Oblivion, and was taken aback by how different Morrowind was from the two TES games that I had played at that point. It was the GOTY edition so I had the expansions, and foolishly wandered to Solstheim very early on. Getting wrecked by fryse hags, spriggans, and other NPCs, I wasn’t sure if I wanted to continue with the game. But I gave it another chance, started over fresh, and looked up some tips that included dealing with one of everyone’s favorite Bosmer, Fargoth. From that point on, Morrowind grew on me and then I absolutely adored that game as well. After defeating Dagoth Ur and fulfilling my role as the Nerevarine, The Elder Scrolls officially cemented itself as my favorite video game series, which I don’t think I had at that point. But it didn’t stop there.
I found that Arena and Daggerfall were up for free, but I had to look up how to get them running since I am not that tech savvy. I have a soft spot for MS-DOS games and games from that era in general since I played a bunch when I was a kid, so I was definitely going to play them. I figured at that point I would just keep playing chronologically backwards, but I found the process to get Arena working was easier so I played that first. Despite the simplicity of the game, it was the hardest Elder Scrolls game by far. I had to have died at least 20 times in the Imperial Dungeons (the first dungeon which is at the very beginning of the game, for those who don’t know). After pushing through everything the dungeons and Jagar Tharn could throw at me, I ended him and became the Eternal Champion.
After Arena, I verified a safe way to get the v2.13 patch for Daggerfall, and finally began playing it. I had learned by that point not to expect any two TES games to be the same, but I was still surprised by just how much changed between Arena and Daggerfall (at least gameplay-wise, that may have been the biggest change in the series). If you plan to play Daggerfall and you have heard about the length of dungeons, well…wait until you see for yourself. The first side quest I completed brought me to a dungeon of which the name escapes me at the moment, where I had to rescue a lady’s lover who was held for ransom by the Thieves’ Guild. I said “screw the Thieves’ Guild,” and went to go find the guy instead of pay the ransom. After AT LEAST THREE HOURS I think it was justified that I enabled the cheats that came with that patch. I never once used god mode, but I definitely used the cheat that teleported you around the dungeon (as well as some other times when I was stuck, such as when I was cornered by two Vampire Ancients early on in the game). Dude was stuck in a wall in a gigantic room that I had already been in! Anyways, a few side quests were completed, I eventually gave the Totem of Tiber Septim to Lady Brisienna, put King Lysandus to rest, and I attained the Mantella. It was then, in January 2016, that I had beaten the last installment I had left in the TES series!
Don't remember exactly when and in what order I completed the DLCs, but they are done as well. What a series.
Currently have Redguard and Battlespire left to play (thank you, GOG), and I plan to start ESO in the near future. I doubt I’ll ever get my hands on the mobile games.
If I had to pick a favorite, it is a tight race between Morrowind and Skyrim, but I think I might give the edge to Morrowind. Every game has some things I don't like, but overall I love all of the games.
Wow, that was longer than I anticipated. I thank you if you read all that drivel.
TL;DR: This is my favorite video game series, and I love each installment. I’ve beaten all of the main series, but still got Redguard, Battlespire, and ESO left to finish/play. Played Skyrim, then Oblivion, then Morrowind, then Arena, then Daggerfall, and what a wonderful journey that was.