I think that using exploits, tricks and leveling techniques, you can get an orc female up to level 200+ (Don't ask me how, I think all that ****e is for obsessive compulsives).
The best sword
is Umbra, but there are a couple of swords (Aquired from doing Daedric Shrine quests) that are worth looking at:
The Ebony Blade (Gotten from the Mephala shrine.) See here for more info:
Oblivion:Mephala - UESPWiki
Goldbrand (Gotten from the Boethia shrine.) See here for more info:
Oblivion:Boethia - UESPWiki
I don't think there is any armour better than Daedric, apart from, of course, enchanted Daedric.
You can only have one person from each of the Guilds and associations following you at one time. i.e. One Dark Brotherhood Murderer, one Knight Of The Nine, one Apprentice Mage etc.
I hope that helps.