A couple of questions about penis comparisons within the hotpast niche

For the guys: When did you realize that you wanted to ask your partner about the dicks she's had in her past? Was there something in your life that made you realize you wanted to know how you compare?

For the girls: When a guy first asked you how he compared to your past partners, what were your thoughts? Were you ever worried that being honest would hurt his feelings? And do you enjoy telling your guy how he compares, or is it something you just do because he enjoys it?