I had two interactions with Chicago Cubs players in my youth.
When I was about 10 years old, Randy Hundley was the Cubs catcher and he came to speak to all of our little league players and parents at a large gathering. After he gave a speech we were allowed to ask questions. Even then I was interested in pitching, so I asked, “What do you talk about when you go out to the pitchers’ mound?” He answered something like, “Son, I’m sorry, I’m not allowed to use those words here.” (All the adults thought that was funny, but I was serious and thought, “Geez, why don’t adults ever take kids’ questions seriously?”)
Then when I was a senior in high school, Ron Santo came to one of my games, wearing his trademark leather jacket. Technically he went to his son’s game, but since I was pitching and we won, it was my game. ;)