DD's first boyfriend, 2 weeks in and she's elated (both are quite academic17 year olds). I've met him once, pleasent but some stories DD has started to share are starting to ring alarm bells eg. he keeps a diary/log book of all of his best friend's errors and mistakes, has started to say that my DD is a bit rough (ie working class) and that other people state that she's not good enough for him, he said that her hair isn't even styled properly and that he absolutely hates his mother and is apparently talks about how useless she is. He greatly admires his very successful father. I'm not sure DD thinks these are red flags and I suspect if I raise my concerns, she'll love the confrontation and drama. Do I just stand by and let her allow to continue with her mistake as a 'learning experience' for the future or risk confrontation in an attempt to open her eyes?