Until june 2013 I used to listen to music on a 'monster jamz' headphones directly from my iPhone or mac. Then I saw on a blog a review of the heir audio 4.Ai and decided to try them.
(and that's how I discovered head-fi)
Didn't like the sound so much but still used them until December 2013. At that moment I told myself f*** it man , let's see how music can sound.
And that's me 3 months later : Hifiman HE-500 + schiit Lyr , magni , modi , soon the bifrost. And now i'm discovering tube rolling ,..currently I have a matched pair of Telefunken ECC88 and Dario Miniwatt E188CC.
Probably the best thing I've ever bought , definitively worth every penny.
- People around me:
For a 21 year old student this setup isn't bad...I live most time on a campus and everyone said that I was crazy to spend so much.. until they hear by themself. Now I have friends who ask to come in my room to listen a little bit (doesn't work on girls .. can't have everything) :D
And even with my limited experience , I've also had several friends who asked me what to buy to have better sound than their apple earphone (budget usually around 100-200$)
Even my mom after she listened for the first time never asked me again why I have spent so much (well....she still think it 'only' cost 400$).