For a variety of reasons, one of my favorites was just having Hilary Swank walk by me in NYC. This was also after all the Million Dollar Baby Oscar stuff, when she was pretty popular. It was a quiet winter evening on a small street in the Village, no one else was around and I couldn't even gossip to anyone about it, b/c no one else saw. But she looked great (I hardly even noticed her then boyfriend/manager alongside her) and none of us said a thing. Kind of surreal at the time, but I'm pretty sure I started texting anyone that might reply right after. And when the friend I was with came out of the restaurant, it was the first thing I blurted out.
Oh, Hilary and I have the same birth year, but I don't follow too much celebrity news.