Well let's see. Over the head would be most preferable, and the look doesn't matter. Looks =/= Sound Quality. The headphones would be primarily used with my iPod Touch, and through FL Studio. FL Studio for me is mere toying, so flat response kinds of headphones isn't exactly what I'm looking for. Genres are very wide. Industrial Rock (Nine Inch Nails primarily) will be my focus. I wouldn't mind opened or closed. Preventing sound leak is not an issue. As far as bass goes, I'm not an uber basshead, but I wouldn't want weak, saturated bass. A middling, tight bass would be good. I do want a quality sound stage. I wanted to avoid amping, but now I see that amps can be a major aid in the quality of sound. So amps can go either way, depending on the total cost of everything.
I've found AT, Senheisser, and Sony to be frequently mentioned in this price range. I haven't investigated any Grados.