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		| Originally posted by sugar and spice How do you know when it's time to cut friends out of your life entirely?
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 When whatever fun and enjoyment you experience when you're with them is outweighed by your resentment and dismay at the lousy things they do.
I'm struggling with somewhat of the same thing - I had a fallout with one of my good friends several years ago and even though we went to another friend's wedding after that, we haven't been in touch since.  She sounds like "Amy" except substitute "depression" for "romantic life that rivals a soap opera."  I miss her like hell sometimes, but I know the choices she makes and her overall outlook on life are something I can't put up with anymore.   
See if a break brings back the good feelings - if not, be done.  You telling them you have to do that might be a wakeup call that they need.