Clavicus Vile (being my favorite) - mask of terror - creatures with 10 points less than your strength, run away and will not attack you - able to get at level 24
Hircine (tied for 2nd) - horn of the hunt - summons a pack of 6 timber wolfs, all 4 levels below you - able to get at level 16
Molag Bal (the other second) - war hammer of the captured - soul trap for 40 seconds, absorb health 10 points on strike - able to get at level 24
Peryite (third favorite) - bow of disease - random fatal disease (NPCs, if sneaking does no damage and is undetectable), drain health 10 points (non-NPCs) - able to get at 30
You do not have to outline the quest but you can if you want (i didnt)