What character types would you guys recommend? I'll be playing Morrowind, Oblivion, and Skyrim if I do do this, and even if I don't I'd still love yo hear your opinions.

First you must choose what race you want to play then it's about what birthsign and finally what class you want to be, but I would probably play a Nord Barbarian with the birthsign Warrior or something else depending of what you like to play.

There is another approach to this and that's to play with a custom character in all three games.

Which is what I intended to do. Just wanted to hear community ideas

Mages. I absolutely love mage characters, and there are far too few of them in LPs!
Or you could play one archetype in each of the games. For example, a mage in Morrowind, a thief in Oblivion and a warrior in Skyrim.

Really? I feel like they would be played a lot. I'm not opposed to the idea of playing a mage to be honest. Do you mean a pure mage though.

I guess so. definitely would be interesting to see all the play types.