I once dated a girl who was very proud to let anyone know what I had in my pants, but her usual brag would always be to her mother and sister. One time, while at a party, I made my way to the bathroom but noticed it was occupied so I just waited outside. When the occupant opened the door it happened to be my girlfriend’s sister. He smiled and went to walk in and close the door, she stopped the door and asked if she could come in with me to see what her sister would always talk about. I now regret refusing this opportunity but at the time it felt like the right move, haha. After that, the family would never stop discussing my penis size when we were together. Her mother would bring it up in casual conversation, one time even asking if I even had to wear a belt because she was sure my cock could just keep my pants up itself. They would look for bulge and outlines in my pants and joke about my shoe size. The one downfall to all of this was that her stepfather did not enjoy the attention I would get from the ladies and often would get jealous. I felt bad at first because he would pout but then remembered that is was his own problem and I started to play into it. For one Christmas I purchased him a tiny condom from a joke shop while also purchasing a huge joke condom. Whatever we bought him was boxed up and I taped the two condoms to the wrapping and titled the big one as mine and the small one as his.