Well this isn't true. My first gen ipod nano and my current Blackberry Curve do not distort at all with any song, and I've downloaded good versions and crappy versions of songs, and nether have ever done this.first, the sound shouldn't be cutting out from one channel. period. if it is doing that, it is broken. second, MOST devices do not push enough power to headphones/speakers to keep them from distorting at volume. just about everything distorts at max, especially if you are using quality headphones/speakers and no amp. this is not my "portable rig", but i do carry an amp sometimes.
i HIGHLY recommend getting one if you are interested in better sound quality. you can spend anywhere from $5 to well over $1,000 for an amp, and even the cheap ones make a HUGE difference. your bass will not fade and your highs will hurt you (if you aren't careful)! PM me for questions about sound quality or whatever, and if there is enough interest i'll start a thread.
*edit* holy crap those pics are terrible..
Sam is totally correct. I have yet to find a portable music player that does not clip the audio signal (distort) when the internal amplifier is overdriven. EVERY iPod or other player I have ever used will distort the headphone output when the volume it turned up too loud- especially if the source material is recorded at a higher level or if an equalizer setting is used (which adds gain to chosen frequencies, especially low frequencies which are less efficient and require more amplifier power to recreate). The advantage of an iPod is that you do not have to use the crappy built-in headphone amplifier to listen to music. You can use the dock connector with a cord which will bypass the internal amp and provide an unclipped and fixed level output signal which is great for connecting to your car or home stereo.
In any case, it IS NORMAL to hear some kind of distortion at max volume on any portable media device.
Dats cuz you need docta dre's beatz headphones, yo.
My jack has some wiggle also, it kind of seems like it never goes all the way in, and it is never securely in there. I think the plastic casing above the 3.5 plug is contacting the droid before it is fully in there, so i'm going to try one with less plasitc.
As stated earlier in the thread - mine only does that horrible static with some plugs, especially the cheap 3.5mm -> RCA adapters i got from monoprice (an amazing site, i'm not dissing it)... No problems at all with headphones themselves or with a higher-quality belkin adapter I now use in the car.
The problem is that the port on the droid is juuuust slightly too big, so you have to try out a few plugs to get a good coupling.