I have a grab bag of experiences in this. My first serious boyfriend would often cry but it was purely manipulative because he knew I'd forgive him and stop talking about his misdeed if he acted remorseful. At the time I didn't lose respect for him but in hindsight 🙄 I think on it and lose respect for myself 😅

My second serious boyfriend I only saw cry a few times, for example when his family dog died and other appropriate times. One time we took mushrooms and he caught a glimpse of the moonlight sparkling in broken glass in the gutter which was to him at that time beautiful and poignant. I did think that was pretty silly, but in an adorable poetic way and I did not lose respect for him at all but did tease him over it.

My last serious boyfriend I never saw cry even once, and we were together for five years which ended in the pandemic when he lost his business, his lifestyle, and finally his father. I'm glad it ended because even though I loved him that was a huge red flag. Crying sometimes is normal because we are all human 🥲