Newbie advice for headphones / amp

I'm looking to improve my headphone experience, either with better cans or a small and portable amp. Some background:
I've been using Sennheiser 497s for years. I love the sound from a plugged-in source, but from my mp3 player they are questionable.
I used Etymotic ER-6 in-ears until I lost then on a trip, then got the ER-6i, which is almost as good. These drive well from the MP3 player.
At my desk I run FLAC-compressed CD rips (run through Dolby Headphone in software. Bliss.). On the MP3 player I select high bitrates when converting.
Total budget under $500.

Last Night I Listened To The Flying Burrito Brothers

Last Night I Listened To The Flying Burrito Brothers

I really don't know anything about the Flying Burrito Bros. I know that Gram Parsons was in the band, and that makes them cool. Michelle, the first girl I ever loved, wore a Flying Burrito Brothers t-shirt (baby blue with a metallic gold logo, purchased from some old train station thrift shop in Hackensack-ack-ack-ack-ack), but she was from San Francisco and talked about Haight-Ashbury and rearranged her furniture twice a week and received phone calls from Pauline Oliveros and Marian Zazeela (in her dorm room!), and I figured the t-shirt was just another one of her crazy things. It was only much later, after she had shaved her head and had her name legally changed to Maya Moksha, that I realized Michelle was way cooler (and crazier) than I'd ever understand.

Etched in Vinyl

Etched in Vinyl

Grails' <i>Interpretations of Three Psychedelic Rock Songs from around the World</i>, part of Southern Records' incredibly dope, limited-edition <a href="http://www.southern.com/southern/label/LTT/">Latitudes</a&gt; series, was a gift from Michael Lavorgna. Note the radical etching of the white vinyl. Only 700 copies are/were available.

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