1) Found! this is based on 3X05 where Kurt ends up singing/performing Maria I believe. At least singing a major song for West Side and getting a mention in the local paper, etc.
2) Found! Blaine and the Warblers get DVD/Videos of the future with Kurt, whom eventually joins them and they watch and at one point Wes begs Kurt not to leave, promising to help him get on the Student counsel and all. Watching Glee http://www.fanfiction.net/s/7708143/1/
Please and Thank you for any help.