What are your thoughts on Cassandra? I think the nickname Cassie is adorable. Is Cassandra still classic or is too dated?
I pronounce it as cuh - sawn - druh, though I have no problems with the cuh - sand - druh pronunciation.
Some middle name combos:
Cassandra Madeline
Cassandra Simone
Cassandra Juliette
Cassandra Lily
Cassandra Kimberly