To drive every day or on any sort of regular basis the 2010 is flat out better and a lot less hassle from maintence, etc. As a toy I'd take the '69 SS, it's just classic cool. The old fart in me also thinks teenagers are better off with the safety of a modern vehicle as well. As for the 328 vs 2LT for a first car, I'm not even going to touch that except to say you're spoiled rotten to get that choice, good luck.