You should help your friend feel confident about themselves.
Jill's friend is a little unsure about how her new dress looks and asks Jill how she thinks they look.
Jill wants to answer her friend.
Jill says that the dress looks great and that her friend looks beautiful no matter what they wear.
Jill tells her friend that the dress is very unflattering and that their figure looks really weird with it on.
Jill's friend feels very self-assured in her looks after Jill's input.
Jill's friend feels really self-conscious with the dress on and goes home to change clothes.