I guess I'm "ruint" I went from flying DC-8's to the 737-200-300-500. My initial impression of the 737 was "Tin can, light weight over glorified GA bird, that was missing the flight deck." The difference between the two was literally like going from a heavy weight industrial machine to a clown car.
The regional/GA guys who were in my class who were flying the 737 as their first "big" jet were all on cloud 9. So I suppose that it all depends on your personal experiences as to your impression of a certain airplane.