I'll add my worthless opinion to this fray; The 757-200 is without a doubt the most capable jet airliner I have ever flown (35 years at sUAL)! It can go long distances, do it out of very short and high altitude fields, fly over water and all with a large payload. Additionally it is quieter than the B737 of any version (not much of and advantage though still loud when compared to A320).

With that being said here are the flaws:
It uses the same fuselage as the B720, 707, and 737.
In an age of hydraulic controls it feels like an old Ford Pick up.
The cockpit is painted in the UAL 1981 brown (yes it was UAL which started this horrible trend when it was the kick-off customer for the B767-200).
It's getting old and Boeing kept B737 production alive for its best narrow body customer, SWA.

How does the B737-900ER measure up? It pays the same, but there's no room for bags, jump seaters or conversations with the FA's in the cockpit.

Remember amateurs fly planes because they think they are cool while professionals do it to get paid.