It's likely with a luxury phone they would put more onboard power into it, expecting people to use more expensive cans with it.
If you have headphones that require amping, you will need either a simple headphone amp if you use an Apple phone, or a DAC with a built in amp if you use an external DAC. The sound quality of the phones and DACs are most likely all the same. I've tested dozens of digital audio components and properly amped, they all sound the same. The only difference is what sort of headphones they work best with unamped. That's more an issue with the headphones than it is the DAP or DAC.
In this forum, trying to get people to think in a straight line and not go off into irrelevant technical tangents is as easy as herding cats. Everyone wants to toss in some tiny detail or exception to the rule that only applies in the atmosphere of Saturn or if you listen to your iPod while sitting on the generators deep inside Hoover Dam. I think they imagine that they're helping by dotting every i and crossing every t, but it doesn't take more than a couple of "what ifs" and "well actuallys" to completely sidetrack the path to a goal.
I'm really glad Krismusic was able to get all the way through his test without interference, because it shows that it actually is possible for this forum to be of use to people in a practical way. Now that he's got the switcher and knows a little bit about level matching and blind testing, he can go on to do more tests. That's how you crack the shell of bull crap that surrounds audiophilia so you can access the truth that helps you make your own equipment choices more efficient and effective.