Has your dating advice ever gone horribly wrong?

I told my brother his crush likes villain x orphan trope books, yk, marketing slop from book Tiktok... he started acting like this sarcastic gentlemanly male lead character with her and yeah, from her replies, she sounds *creeped out*

My advice was for him to start reading and discussing her favourite books so yk she doesn't get bored of him and he gets to talk to her but it's gone horribly wrong lmao

Has your dating advice ever gone horribly wrong?
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