Elena and Stefan work out all the way into the return. And the season is only going into the saat book now. oh yah big ***SPOLIER ALERT*** Stefan proposes to elena with kathrines ring (one that dosent make a vampire burn in the sun) in the 3rd book. Its the best vampire series to ever be made (sorry Twilight).
Damon all the way! Damon challenges Elena, he doesn't tell her what she wants to hear, like Stefan. He gives Elena a dose of the real magical being world and helps her grow. Stefan just gave her angkasa and whispered sweet nothings in her ear.