My two closest encounters with pro players, both on Estoril Open:
1- Me and my coach were waiting on the line for a break to get inside, heard a little buzz behind us, we look back, and Stan the Man himself was waiting just like us, right behind us. Back than my my coach was Yonex rep here in Portugal, so he (my coach) was using full Yonex clothes and shoes, so we all shared a look and a smile. The guy seems more of a rugby player than a tennis player. Very stocky build, large shoulders, and that funny red nose we all know about
2- This time was with Delpotro himself, he was leaving a practice court , alone (I mean with no security) and a swarm of kids was running behind him. Funny thing is everyone wanted an autograph but seems no one had the balls to ask him, so my coach (again...) tells them "what are you waiting for, stop him and ask for those autographs", and Delpo must have heard him, so he immediately stopped, put his bag down, and signed autographs for everyone. Seemed like a very cool, easy going guy.
Estoril Open is a small event, so having close encounters with pro players is a common thing, I found them everywhere, with no security around. The string booth is next to a Wilson stand, I know the top guy there, a very nice guy, and a very high quality racquet technician called Rui Neves, I already had the chance to look closely to some of the players rackets, and chatted a bit about their set ups, that's always cool