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I've had Skyrim since it launched and only managed about 40 hours until two weeks ago. Since that time, I have played about 80 hours. I had some free time, but I'm not really that hardcore, usually.
I've been playing an Imperial light armor guy. He was supposed to be a good guy and do the Imperial questline, but wound up doing all the Dark Bro'hood and Thieves Guild quests (as well as Companions + Werewolf & maxed out smithing). There are only a few things I want to do with him now, like marry Aela the Huntress He's basically level 40 and I don't know what else to do with him. Did the main quest, but didn't get the Steam acheivement because I had made a shortcut instead of loading directly from Steam. That kind of bugs me as a completionist.
I still want to do a heavy armor smash face melee character who does the Imperial questline and a mage who does the Mages Guild and becomes a vampire. I've never been a dark elf, orc or argonian, so I'm thinking about rolling those. Just taking a break thinking about if it will be fun to do the main questline again a different way.
Also, I got all the DLC, which I haven't touched yet.
Would you just use the same character and train up the other abilities or roll a new one?
How many replays have you gotten out of Skyrim and what do you do when you get to level 40 or so?
Any cool ways to do new playthroughs?