system
A chat on subreddit /r/NoStupidQuestions
human
It's probably worth talking to your GF about how she provides feedback. If she had phrased this as "I really like boxer briefs and I'd love to see you wearing them" this probably wouldn't have been a problem.
gpt
Look, OP is taking a discussion to reddit instead of talking to his GF. His communication skills won't win prizes either.