if you want portability, go for IEMs, in-ear monitor.
like the low price products of Soundmagic, Superlux or Brainwavz.
also consider Sandisk Sansa for a portable player.
the size of it is like a matchbox.
if you can afford ipod classic, then go for that.
then pair it with Fiio products for affordable amps.
like the Fiio E07K. its a DAC and an amp at the same time.
and it has two outputs, so you can share your music.
just contact bro @
fetzhola;
he has a lot of audiophile-grade products.
he can also let you test the item first.