How about..^sort of letting her decide^
When you are out with her and she is dressed in the way you feel really doesnt do any favours, how about saying "lets get a photo of the two of us to remember us" and ask a third party with your mobile. When she see it, she can decide for herself? That would be the limit of me saying anything I think.
I would actually appreciate being told nicely what really suits me and what doesn't, I'm not that confident. I did get a short skirt from a charity shop with leggings, the mirror told me..."Don't go there", even tho my legs are OK shape wise for leggings, not slim but good enough. I like bright clothes tho no need to hide away, walk tall, walk proud whatever.
The thing about long hair depends on your face. Faces that have taken a bit of a saggy direction, long hair can emphasise that downward movement look. (can look fab piled up on top, however)
Outrageously overpriced baby food
