Photo one is of a chap called Bill Bowker holding the Furness cup. I can find no other information other than his name on the back of the photo stating he is holding the Furness Cup.
Photo two simply states Windsor Street School football team. A school I know to be in Haverton Hill but no date, and also no names. Perhaps your wider, more knowledgeable audience may have some answers?
Photo and details courtesy of Neil Cushin.