My parents were a little dubious, esp about the $$ part, but then I asked how much it cost for my dad to be a Mason/Shriner and that ended the conversation.
My friends were very supportive as I lived in an extremely Greek-heavy/pro-Greek dorm at the time.
My boyfriend was totally against it - I can still hear him whining "I didn't think you would do anything like that if I wasn't here." (Keep in mind he had just graduated. Dumb ass.) Our relationship was on its last legs anyway and rushing just put the last nail in the coffin. Thank God. You sound like you have a good man in your corner though.