The Bose AE2 definitely is more comfortable as it is really lightweight and is an around the ear headphone instead of on the ear like the image one's. From my experience with these headphones, the AE2's had a more rounder sound than the klipsch's v-shaped sound. The mids sounded wider, the highs were recessed (as expected of bose headphones), and the bass quality (not quantity) was surprisingly good. Good as in expansive and smooth. The klipsch image one's on the other hand had sharp fatiguing highs (you can always eq that), better mids, and deeper/more powerful bass.