An electronic apparatus and a controlling method are provided. The controlling method of an electronic apparatus includes displaying a content list including a plurality of display items corresponding to a plurality of contents, acquiring category information of a content corresponding to a first display item in response to sensing a first user interaction corresponding to a first display item from among the plurality of display items, displaying a plurality of category items representing the acquired category information around the first display item, and reproducing a content having category information corresponding to at least one of a plurality of selected category items in response to sensing a second user interaction of selecting at least the at least one of the plurality of category items.