I've tried one 'headphone rig' after another and every one lacked the horsepower for bass in a fashion I care to hear it.
I bought a Mackie 1202VLZ with the 1/4" high headroom VLZ inputs on the first 4 channels (they double the XLR's), plug in whatever source I'm playing to, and since the Mackie has a one watt headphone output, they'll drive any good headphones, even D240 AKG's with their 600 ohm impedance to PLENTY loud, so I don't have to use earbuds or some cheapo supplied headphones. Never looked back. And of course, you can insert from a good channel strip, preamp, pedals, whatever you want upstream. Done deal.
Would love to output to some powered 812 Mackie monitors with a subwoofer, than I could consolidate my playback and practice amp, or back to headphones when Mrs. Wilson calls 'TIME!'. Yes !