@tsultan1990. Acknowledging that I am not a techie, I offer the following. The different iDevices likely have different power output. Depending on how much juice is left in the battery, one of the iThingies may have gone into power save mode.
Another possibility Sultan is different ear/headphones have different impedance ratings. The higher the number, the more amplifier power will be needed to drive the phones to the same level of loudness. In fact Sultan, some audiophile quality headphones actually require a dedicated headphone amp. In that case, if you plug one set of phones into the iPod, listen, pull the phones out and plug the other pair in, you most certainly would hear a difference in loudness.
Still another factor is the sensativity level. I am not sure how sensativity works but I suspect it is a measure of how much power is required to drive the device to produce a certain sound level.
Just as a matter of information, the built-in DAC's on recent iProducts are not as good not considered to be of the same quality as the Wilson and Burr Brown. That would affect the quality of sound but would not the loudness.
Finally Sultan, you might want to ditch the earphones that came with the unit and purchase a new pair of phones. SoundMagic 10s ($45), AKG Y50 ($100) Klipsch x11i ($350) all good starting points and offer various sound signatures. The AKG (an on ear, closed back headphone) has a nice urban look with slightly punchy bass that does not muddle the mids or highs and totally destroys Beats.