did u try and complete all the factions on one char or did u do certian factions wit one char and make another char and do diffrerent ones?

I've done everything on one character and have enough money to buy the moon(s). Although quite a few people prefer creating different characters to complete each of the faction quests, as a wizard becoming leader of the Companions doesn't make much sense and vice-versa.

I do them on different accounts. I mean, being a Thief doesn't make sense if your also in the DB because Thieves pride themselves on not killing. Also, on one account, I AM in both the DB and TG. But if I joined the Companions who pride themselves on honor.. well.... doesn't make much sense.

doesnt playin the game over and over again get boring?

Not as boring as playing the entire game with one character.