You mentioned either how people look, dress or present themselves in every paragraph you posted. There is something to be said for dressing for success, but the truth it that changes. You can't really expect younger generations to maintain the status quo of the previous. It just doesn't happen.
Now for inteligence.
http://www.erikthered.com/tutor/hist...cores-plot.pdf
This graph shows that ACT score dropped sharply in the 70 then stayed relitively even for the last three decades with a slight increase.
http://www.erikthered.com/tutor/hist...cores-plot.pdf
Average SAT scores show about the same...sans a more pronounced improvement over the last 30 years.
So unless they are making those standard tests dumberer, then we really aren't much smarter.
Oh, and just because you are almost 30 and still get carded in no way makes you relatable to a 16 year old.