when my mom died, i listened a lot to 'casimir pulaski day' by sufjan stevens on the 'illinois' record. also, neil young has a lot to offer--'only love can break your heart,' 'unknown legend,' 'bandit,' etc. whole albums might be good, such as dylan's 'blood on the tracks' or joni mitchell's 'blue.' check out my hubs while you're at it, especially my two elegies.
Broke up with a fiance after three years in the'80s: the mad and sad ones, 'Only Time Will Tell'- Asia, 'I Don't Care Anymore'- Phil Collins; and the hopeful ones, 'After All That We've Been Through'- Chicago, 'Every Step You Take'- Police.