Read this within the last 2 years on ao3. Its an alternative universe fic.
Think dean is a singer/famous and he and cas meet.
Their not together yet. Think pining on cas's side.
Dean has a one night stand with lisa (which he wakes up clothed and therefore thinks nothing happened)
Think its kind of slow burn. He and cas get together.
Then lisa shows up pregnant. Think dean and cas are engaged.
Lisa isnt a villian in this fic.
Dean and cas stay together.
Fair amount of drama and angst.