There is, or has been, more than one artist with this name, including:
1) Sometimes Why was a Canadian alternative/indie band from Toronto;
2) Sometimes Why was an American rap/rock high school band from Newton, Massachusetts;
3) Sometimes Why was an American post-grunge alternative rock band from Seattle, Washington
4) Sometimes Why was an American band from Dubuque, IA;

Note that the folk-noir group with initially that name quickly changed their name to Sometymes Why.

1) Sometimes Why was a Canadian alternative/indie band from Toronto. They were Jason Thomson - Lead Vocals, Drums* John Pogue - Guitars, vocals* Rob Kucinski - Bass, vocals* (Stephen Perry - Bass, vocals 1998 - 2007).

2) Sometimes Why was an American rap/rock high school band from Newton, Massachusetts. While they have only released two recordings, their live shows are known for their intense energy and wild stage antics.

3) Sometimes Why was an American post-grunge alternative rock band from Seattle, Washington, that was active from 2001-2008. After longtime bassist, Brandon Todd, left the group to return to school, the rest of the band continued on as Coming Up Milhouse.

4) Sometimes Why was an American band from Dubuque, IA. Read more on Last.fm. User-contributed text is available under the Creative Commons By-SA License; additional terms may apply.