My friend of 15 years passed away in his sleep last night.  I am shocked beyond belief.
A dear friend of mine passed away last night.
user
Oh, I'm so sorry. Was it unexpected?
assistant
yes, quite so.  he was only 45 years old.
user
That's horrible.  Please accept my condolences for you and his family.  Take care of yourselves and let yourselves grieve.
assistant