18 here, and a recent audiophile. Similar to some of the earlier posts, my entrance started with V-Moda Bass Freqs (seems like a gateway headphone?
) and has since developed. The Bass Freqs were not a bad bud, but after going through three pairs in two years I was a little tired of constantly having to replace them.
As such, I ordered a pair of Monster Turbines (perhaps not the brightest idea for durability, in retrospect, given the short and somewhat shoddy strain relief). I was thoroughly impressed with the audio quality, even accepting the heavy bass given that I primarily listen to bass-heavy electronica like hardstyle and happy hardcore. I started learning to DJ a bit, and decided that no self-respecting producer of any kind could persist with IEMs and IEMs alone. Accordingly, I did a little research and opted for the Ultrasone HFI-580s.
The HFI-580s really impressed me. I started downloading some FLAC and ALAC audio to match the quality, and haven't gone back (although electronica is a particularly challenging genre to find audio of this quality for, and since I live in America most CDs I would buy would be accompanied by an international shipping charge given the Euro electronica scene).
I have since ordered a pair of used MTPGs from another Head-Fier and opted to sell my original Turbines to a friend who I got interested in the audiophile scene. It's pretty excellent to have at least a few friends who appreciate a good set of cans or IEMs. That being said, I also argued with one of my peers yesterday about the relative quality of his Beats Solo vs. my HFI-580s. He insisted that his Beats "sound sick" compared to mine, even going as far as to say that "if Dr. Dre uses them they have to be good"... <sigh>
Next up, I'll probably have to invest in an amp/DAC of some kind. I'm figuring out quickly that audiophilia is a seriously expensive condition :/