1) My first two times through TSL, I played a Sentinel/Watchman. I really had no reason why, other than balance. I'm getting ready to start a new character though, and this time I'm thinking Sentinel/Weapon Master (Sentinel for skills, Weapon Master to make dual-wielding actually worth it).
2) As far as my robes go, I can't even remember. Jual-Shay Master Armor, maybe?
3) I used a single-bladed silver lightsabre, with high mass criticals and damage vs. darkside.
4) I don't remember now. Maybe after I get this new character rolling, I can re-submit my answers.
5) I used the Speed/Defense/Valor combination, along with Battle Meditation. My primary crowd control power was Force Wave.