The day that I had my first solo was apparrently planned. It was a windy day (so was the day before). I knew my first solo was coming soon, but I didn't know when. I had meant to wear a shirt I didn't mind getting cut up.
A bit after lunch time, I was sitting in Missa's cube talking to her. During our discussion she was looking at me in a more odd than usual manner and playing with her scissors, then said "That's an awfully nice shirt to be wearing flying today..." It then clicked, and I was wearing a dress shirt I liked. My instructor and called her shortly before and said "I think I'm going to solo Ted today."
I ran downstairs to the company store (where the woman who runs it happened to be in), and bought an $8 t-shirt. I changed in the car before going flying that day.
After our warm-up sessions around the pattern, we came in for a full stop. Missa was waiting at the hangar complete with camera, markers, and scissors. First we had to deal with the paperwork issue, and then I went up for my three times. I actually did four.
When I landed, my instructor cut the back off of my shirt (which ended up being about the whole back, see the picture for it to make sense). All I got was "Way to go Ted", and Missa drew the airplane on it.
Dumb tradition? Sure. But to me, that memento is worth the $8 spent. Now it's hanging in my office. The picture below is of it "hanging" off the wall in the flying club building.