Dual wielding longswords dark elf-main II Confused turtle Nord with Reflect damege spell..jokes V Pure Mage Redguard Altmer Berserker Argonian Priest type Khajitt Crusader Theif Imperial Assassin Breton Bosmer Knight Orc Spy
Honestly prolly 3 times with months or years in between playthroughs. Gonna put at least 300+hours on first char though
Probably gonna make 3-5 characters, end up liking one of them the best, and finishing the game with that one. In Oblivion, I based my characters on the combination of guild quests I wanted them to tackle (with exception of the first character, who's intention is to determine that there ARE such things as guilds etc).
I'll probably start out with a rogue-like Elf character (bows, daggers) or a sturdy Orc warrior.
For future reference: landing in active vulcanoes tends to fry our sensors and melt our hull.