Currently have the Sennheiser HD-25, they sound fantastic and I take them with me everywhere I go.
Going to be living in a dorm this fall and I need another pair of headphones because I'm just too lazy to take the Sennheisers out and plug them into my computer every time I go in and out of my dorm. The HD-25 also cause discomfort after a few hours.
I've always found around the ear headphones to be more comfortable. I'd like something under $100... just in case someone steals it you know.
I'd actually like it if it wasn't so isolating, that way when people knock on the door/open the door/call my name I can hear them. I don't care about sound leaking out.