Thanks for the topic, skchun...
I don't have extensive experience with headphone playback, however, I can contribute this much. Years ago, I opted to use a headphone during "day dad" duties for my toddler. I elected to use a pair of open backed Sennheiser 600's with the mandatory cable upgrade (inexcusable)..along with a nice Antique Audio tubed headphone amp, from the day. This served okay. Jumping 20 years forward...as a bedroom system for not a lot of money, I love my Little Dot MK III OTL head amp / HIFIMAN HE-5XX planar sound combination. Tube rolling is a wonderful option:
Amazon.com: Little Dot MK III Headphone Tube Amplifier : Electronics
Amazon.com: DROP + HIFIMAN HE5XX Planar Magnetic Over-Ear Open-Back Headphones, Black : Electronics
Again, I greatly prefer "full body impact" from a sound system. I think of headphones as maybe a meal of appetizers...immediately satisfying, hardly gratifying for the long haul. At present, in my small studio, using the BACCH Plug-In with a nearfield loudspeaker setup, I'm vastly enjoying some of the best of both worlds. Given a limited budget, I'll always improve the big rig first.
More Peace, Pin