The thing is, no one is sure when Dawnguard is released for PS3, so you might end up not playing Skyrim for weeks, or maybe months. Have you ever played Oblivion?
No I have not played Oblivion, Skyrim was my first Elder Scrolls game. But I was actually at Gamestop and I had Oblivion in my hand and was about to buy it, then some employee talked me out of it. He told me it wouldn't be worth it...whatever they lost a sale.
Why does a new character seem pointless? Have you done everything there is to do in the game on one character? You don't want to experiment with a different playstyle? A different role-play perspective?
Dunno, I'm just the type of person that uses one character only. I've tried pretty much every playstyle on my character, the only thing I don't have is all perks.