My main system is definitely quite a different sound signature from my headphone setup but that's what's great about it. My stereo has a big , bold , live sound whereas my headphones are very revealing , sometimes spooky how things I've never heard on recordings are floating around my head.
My speakers are Klipsch Heresy III driven by a c-j preamp and Quicksilver mono amps. It's fun to listen to and can rock out, with a huge soundstage and great dynamics.
My phones are Grado RS2e driven by a O2 Headphone amp. I wanted to get a decent pair of phones without breaking the bank mainly because I didn't really know how much I'd use them. Turns out I' m using them often, rediscovering albums and CDs. Definitely best $600 spent in a long time.