I've got quite the collection from old n cruddy to nice and I've listened to some really nice sets but I harbor a secret love for my old Koss.
I've got the TD/80s that are my day to day computer phones and I've got an ancient set of Koss PRO/4AAA that are amazing for classic rock and metal but they need repairs on the left speaker connection.
I've got a set of low end Senns kicking around and my fiancee has some rather expensive Shures if I want something more modern, but she keeps dropping hints that I'm getting my holy grail for christmas, a set of Sennheiser HD 555s
I suspect that they've been surpassed by some of the new Senns, but I love them and really can't wait!
OMG. just received these philips SHE3582. I am actually amazed with how these $7 phones sound. To give you an idea of my baseline, my daily phones are the Shure E5C's. Paid $499 for these 8 years ago and have really earned their keep many times over.
I picked up a few pairs of sub $20 sony ear buds over the years on trips and were disappointed upon initial use. These SHE3580's are a hidden gem.
The Bose IEMs sound nice but they have a particular sound signature and range. They shine in the mids but not particularly well in the highs or lows as a universal. I'm not particularly fond of big brands and more interested in finding quality regardless of make, the proverbial diamond in the rough with all things. If you are up for trying something new, i'd say these $7 phones are worth considering.