I have a pair of Sony MDR-7506 headphones at work and a pair of Sennheiser HD 280 Pro headphones at home. I love the sound of both (and neither have broken yet)

I have a pair of Sony MDR-7506 headphones at work and a pair of Sennheiser HD 280 Pro headphones at home. I love the sound of both (and neither have broken yet), but the Sonys are far more comfortable. The problems with the Sennheisers is that they are very, very snug, and the top padding presses down into my a head a bit.