There is something magical about someone wearing your shirt. For straight guys - it is a little odd, because they don't always get why a girl wears your shirt. Gay guys get it better..
So I clue you in straight boys. Someone wears your shirt, after sex usually - but sometimes after a good make out session when you are young, to compliment you. To say, I want you near me. To say, I love being with you so much that I want to take part of you home with me. Guys can't do that to girls, so they don't always notice. But boys, listen to me, it's a big fucking deal.
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Wearing your shirt is like the subtlest, and most obvious way to say - I loved that. I loved that time, that kiss, that smile, that feeling , THAT. I loved THAT. Eddie took one of my shirts home after his first trip to LA - and it made me feel as special as anything in the world.
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Because, I loved that.