Sometimes at school I'll wear my Otaku shirt. Then there's also my Shadow keychain I love to wear on my pants, my Shadow wristband that I wear everyday, and my Shadow link bracelet that I never take off. And even though it isn't clothes, on the front of my school binder I always have a picture of Shadow I drew. I think it's amusing how many people will go, "Hey, is that Sonic?" Then I get to sigh and tell them it's Shadow. On the other hand, I get a lot of, "Did you draw that?!" kind of remarks. Always makes my day better. ^^
If I saw someone else wearing any anime merchandise, I'd be very tempted to go over and talk to them. However due to my shy-ness, I'd probably just think they were cool. But if I saw someone wearing any Shadow things, I'd go over and talk their ear off. ^^