Ya, they (HD 595's) are definitely geared towards home listening more than travel. I clearly have no regard for my fellow transit rider.
On top of the obvious sound bleeding, the headphones have a pretty high impedance of 50 Ohms, which makes them sound quieter thru an iPod or iPhone since mp3 players are generally only built for about 40 Ohms max.
Timestretch EP is a great recommendation too... and Glitch Mob.
Empty, your taste in music is impeccable.
Barrel - Enjoy the Antlers. Hospice is a concept album that is meant to be listened to start to finish, so I recommend doing so rather than sampling random tracks... and be ready for a roller-coaster ride!
The 280s have a 64-Ohm impedance (they're meant more for studio / DJ work), so I know exactly what you mean. The advantage of being closed back is less outside noise bleeds in, so they're actually listenable at somewhat lower volumes in a noisy environment.
All this headphone talk is making me want to invest in proper headphones... I usually go the cheap route since I either lose or break mine in a reasonably short amount of time. But maybe if I spend more than 20 bucks on a pair I will take better care of them.