The headphones which I am using are Bose TriPorts as I mentioned above.
The Grados I tried were the 200 series AFAIK and I tried them side by side with my Bose cans running off an M-Audio soundcard, and to my ears the Bose cans were superior, albeit by a small margin. The bose cans were also much lighter, more comfortable, and had tons more isolation.
The source audio was an audio CD. On my computer I listen mostly to LAME alt-preset-standard MP3s, which sound 99.9% as good as a CD. You can argue with me until you're blue in the face, but until you try a blind listening test yourself, you're only guessing that CDs sound noticeably better than well-encoded MP3s.
Thanks for the info everyone!