Seems to me that the sleeping room-mate is your real problem. For the same price as a set of headphones you could get an expresso machine and turn your room-mate into a wild-eyed caffeine addict...

... and then you could use the Axioms.

M60ti, VP180, QS8, M2ti, EP500, PC-Plus 20-39
M5HP, M40ti, Sierra-1
LFR1100 active, ADA1500-4 and -8