What did he mean by 'what are you wearing'?

d othr dy, i woke up in d middle of d nyte aftr havin a kinda scary dream... Had trouble fallin asleep again, so i thought i'd giv my crush a miss cal... It was abt 3 in d mrng... He was awake..as usual... So started chatting... I askd him wat he's doing. He said dat he's listenin 2 music n thinking of me. I igored wat he said n askd whether he's nt going 2. sleep. He replied dat hw can he sleep wen i'm roaming abt in his head. Again i igored watever he said... Then he askd wat i'm wearing... It totally freaked me out... Wat did he mean by dat?