After breaking pretty much every pair of headphones while DJing, I reluctantly pony'd up for Beats Pros. Their aluminum construction is robust enough to finally get more than a few months out of my "work cans."
I have a pair of BOSE QC25 I use for only while traveling. They are very comfortable, and the active noise cancellation definitely reduces the fatigue of flying.
My most-used headphones are BOSE's SoundLink Bluetooth headphones. I use them every time I wash my car, or just want to listen privately around my home. Having no cord, AppleTalk, and dual-iPhone integration are pluses I really value.
I would definitely recommend Grado as the best bang for the buck but their open back and relatively delicate diaphragms just don't fit my usage pattern.
For the record I did a little shootout between my BOSE QC25 ($300) and Beats Pro ($400). The BEATS Pro played louder and is more substantial sounding. BOSE wins in comfort and accuracy between these two.
I can't stand my prescription Ultimate Ears in-ear monitors. Feels like what I imagine an anal plug feels like. They might sound good but are way too uncomfortable.
Just my $0.02.