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How not to hurt feelings.
I'm posting this as anon as my friend knows I post here, and it would defeat the object of the thread if she was to see!
How do you diplomatically tell somebody that something doesn't look good on them? She is quite a big girl anyway, and she has just brought a dress that completely enhances this; she looks 5 times bigger than she normally does. She is intending to wear it next time she goes out, and it really doesn't look good. How would I go about telling her that it's not flattering without hurting her feelings? She can be very sensitive.
How do you diplomatically tell somebody that something doesn't look good on them? She is quite a big girl anyway, and she has just brought a dress that completely enhances this; she looks 5 times bigger than she normally does. She is intending to wear it next time she goes out, and it really doesn't look good. How would I go about telling her that it's not flattering without hurting her feelings? She can be very sensitive.
Reply 1
"I don't think it suits you."
Reply 2
If she has already bought it isn't it a bit late, maybe it is best to leave it now? Maybe next time you could go shopping together and try and advise eac other on what suits you. 
Reply 3
Yep, just tell her it doesn't suit her.. better to maybe hurt her a little now than let her go out looking bad and letting insensitive drunks tell her the truth!! She will thank you for it - go shopping with her and help her pick out something more suitable.
Reply 4
my 'friend' did the same thing, bought a dress too small, i tried to prevent her embarrasment with its too tight on your boobs (she loves her boobs) it was kind of a strange compliment, she still bought the dress, so there's not much point sharing this story, sorry you read it! 
Reply 5
Just say it's not her colour. And then when you run out of colours. It's not her best fabric
and so on and so forth.
and so on and so forth.
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